[ CAS No. 79-14-1 ] {[proInfo.proName]}

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Quality Control of [ 79-14-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 79-14-1 ]

SDS Specification

Alternatived Products of [ 79-14-1 ]

Product Citations Expand+

Piperine solubility enhancement via DES formation: Elucidation of intermolecular interactions and impact of counterpart structure via computational and spectroscopic approaches

Hassan, Sara A ; Zaater, Marwa A ; Abdel-Rahman, Islam M , et al. Int. J. Pharm.,2024,124893. DOI: 10.1016/j.ijpharm.2024.124893

Abstract: The development of new forms of existing APIs with enhanced physicochemical properties is critical for improving their therapeutic potential. In this context, ionic liquids (ILs) and deep eutectic solvents (DESs) have gained significant attention in recent years due to their unique properties and potential for solubility enhancement. In this study, we explore the role of different counterparts in the formation of IL/DESs with piperine (PI), a poorly water-soluble drug. After screening a library of fourteen counterpart molecules, ten liquid PI-counterpart systems were developed and investigated. Thermal analysis confirmed the formation of IL/DES, while computational and spectroscopic studies revealed that hydrogen bonding played a crucial role in the interaction between PI and the counterparts, confirming DES formation. The solubility enhancement of PI in these systems ranged from?～?36?% to 294?%, with PI-Oxalic acid (OA) exhibiting the highest saturation solubility (49.71?μg/mL) and PI-Ibuprofen (IB) the lowest (17.23?μg/mL). The presence of hydrogen bonding groups in counterparts was key to successful DES formation. A negative correlation was observed between solubility and logP (r?=????0.75, p^* = 0.0129), while a positive correlation was found between solubility and normalized polar surface area (PSA) (r?=?0.68, p^* = 0.029). PI-OA and PI-IB were located at the extreme ends of these regression lines, further validating the relationship between these properties and solubility enhancement. These findings highlight essential aspects of rational IL/DES design, optimizing their properties for broader applications.

Purchased from AmBeed: 490-79-9 ; 79-14-1

Enhancing Transdermal Delivery: Investigating the Impact of Permeation Promoters on Ibuprofen Release and Penetration from Medical Patches-In Vitro Research

Bednarczyk, Paulina ; Nowak, Anna ; Duchnik, Wiktoria , et al. Int. J. Mol. Sci.,2023,24(21):15632. DOI: 10.3390/ijms242115632 PubMed ID: 37958615

Abstract: This study investigated the impact of various enhancers on permeation through the skin and accumulation in the skin from acrylic pressure-sensitive adhesive-based drug-in-adhesives matrix-type transdermal patches. Eleven patches, each containing a 5% enhancer of permeation, encompassing compounds such as salicylic acid, menthol, urea, glycolic acid, allantoin, oleic acid, Tween 80, linolenic acid, camphor, N-dodecylcaprolactam, and glycerin, were developed. Ibuprofen (IBU) was the model active substance, a widely-used non-steroidal anti-inflammatory drug. The results were compared to patches without enhancers and commercial preparations. The study aimed to assess the effect of enhancers on IBU permeability. The adhesive properties of the patches were characterised, and active substance permeability was tested. The findings revealed that patches with 5% allantoin exhibited the highest IBU permeability, approximately 2.8 times greater than patches without enhancers after 24 h. These patches present a potential alternative to commercial preparations, highlighting the significant impact of enhancers on transdermal drug delivery efficiency.

Keywords: acrylic pressure-sensitive adhesives ; adhesion ; enhancers ; ibuprofen ; shear strength ; tack ; transdermal patch

Purchased from AmBeed: 59227-89-3 ; 79-14-1

Electrosynthesis of amino acids from biomass-derived α-hydroxyl acids

Kaili Yan ; Morgan L. Huddleston ; Brett A. Gerdes , et al. Green Chem.,2022,24(13):5320-5325. DOI: 10.1039/D2GC01779B

Abstract: Electrochemical conversion of biomass-derived intermediate compounds to high-value products has emerged as a promising approach in the field of biorefinery. Biomass upgrading allows for the production of chemicals from non-fossil-based carbon sources and capitalization on electricity as a green energy input. Amino acids, as products of biomass upgrading, have received relatively little attention. Pharmaceutical and food industries will benefit from an alternative strategy for the production of amino acids that does not rely on inefficient fermentation processes. The use of renewable biomass resources as starting materials makes this proposed strategy more desirable. Herein, we report an electrochemical approach for the selective oxidation of biomass-derived α-hydroxyl acids to α-keto acids, followed by electrochemical reductive amination to yield amino acids as the final products. Such a strategy takes advantage of both reactions at the anode and cathode and produces amino acids under ambient conditions with high energy efficiency. A flow electrolyzer was also successfully employed for the conversion of α-hydroxyl acids to amino acids, highlighting its great potential for large-scale application.

Purchased from AmBeed: 611-73-4 ; 2835-06-5 ; 302-72-7 ; 61-90-5 ; 56-40-6 ; 156-06-9 ; 90-64-2 ; 50-21-5 ; 298-12-4 ; 498-36-2 ; 79-14-1 ; 127-17-3 ; 828-01-3 ; 816-66-0

Product Details of [ 79-14-1 ]

CAS No. :	79-14-1	MDL No. :	MFCD00004312
Formula :	C₂H₄O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AEMRFAOFKBGASW-UHFFFAOYSA-N
M.W :	76.05	Pubchem ID :	757
Synonyms :	Hydroxyethanoic acid;dicarbonous acid;Glycollic acid;hydroacetic acid;hydroxyacetic acid	Chemical Name :	2-Hydroxyacetic acid

Calculated chemistry of [ 79-14-1 ] Expand+

Physicochemical Properties

Num. heavy atoms :	5
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.5
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	14.66
TPSA :	57.53 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.55 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.24
Log Po/w (XLOGP3) :	-1.11
Log Po/w (WLOGP) :	-0.94
Log Po/w (MLOGP) :	-1.37
Log Po/w (SILICOS-IT) :	-0.81
Consensus Log Po/w :	-0.8

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	0.45
Solubility :	216.0 mg/ml ; 2.84 mol/l
Class :	Highly soluble
Log S (Ali) :	0.39
Solubility :	188.0 mg/ml ; 2.47 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	1.04
Solubility :	844.0 mg/ml ; 11.1 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 79-14-1 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501	UN#:	3261
Hazard Statements:	H314-H332	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 79-14-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 79-14-1 ]
Downstream synthetic route of [ 79-14-1 ]

[ 79-14-1 ] Synthesis Path-Upstream 1~2

1
[ 79-14-1 ]
[ 99-56-9 ]
[ 20034-00-8 ]

Yield	Reaction Conditions	Operation in experiment
87%	at 130℃; for 3 h;	General procedure: To a mixture of 1a–1c (10 mmol) with glycolic acid (2.28 g, 30 mmol) was added concentrated H3PO4(20 mL). The reaction mixture was refluxed at 130°C for 3 h, then quenched with 20percent NaOH. The respective solid product was collected by filtration.

Reference： [1] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 3006 - 3016
[2] Bulletin of the Korean Chemical Society, 2013, vol. 34, # 4, p. 1272 - 1274
[3] Molecules, 2015, vol. 20, # 8, p. 15206 - 15223
[4] Journal of the American Chemical Society, 1952, vol. 74, p. 3689
[5] Journal of the American Chemical Society, 1957, vol. 79, p. 4391,4393
[6] Patent: US2004/209865, 2004, A1,
[7] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 933 - 936

2
[ 79-14-1 ]
[ 95-55-6 ]
[ 77186-95-9 ]

Reference： [1] Patent: US2932649, 1958, ,
[2] Patent: US2877155, 1957, ,
[3] Patent: US2508324, 1946, ,

[ 79-14-1 ] Synthesis Path-Downstream 1~16

1
[ 79-14-1 ]
[ 3452-97-9 ]
glycolic acid-(3,5,5-trimethyl-hexyl ester) [ No CAS ]

Reference： [1]Industrial and Engineering Chemistry,1949,vol. 41,p. 2861

2
[ 79-14-1 ]
[ 4506-66-5 ]
[ 112655-94-4 ]

Reference： [1]Chemische Berichte,1958,vol. 91,p. 2562,2564

3
[ 79-14-1 ]
[ 71-36-3 ]
[ 7397-62-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With ion exchange; at 120℃;pH 2.0;	To a thermometer, condenser,1L four-neck flask trap successively added glycolic acid (70%) 200 g580 g of n-butanol and acidic ion exchange resin pretreated 10 g (pH = 2.0), heated to 120 ,Adjust the system vacuum, so that the system to maintain a certain amount of return.Use the water separator to separate the water produced by the reaction.After tracking the amount of water to the theoretical amount, stop the reaction, cool to room temperature, filter, with a small amount of n-butanol washing acid resin.The resulting filtrate was recovered by decompression of n-butanol,Distillation gave 224 g of n-butylhydroxyacetate,Purity 99.5%, yield 92%.
132.45 g	In toluene; at 90℃;	To a 500 mL four-necked flask, 76.82 g of 99% glycolic acid (1 mol), 101.10 g of 99% n-butanol, and 38.0 g of toluene were added, and the mixture was heated to 90 C to react and dehydrate. After the reaction, the unreacted alcohol and toluene were distilled off under reduced pressure.The remaining material was n-butyl glycolate and weighed 132.45 g.
	In benzene;Dean-Stark;	General procedure: Esters were synthesized via esterification ofhydroxycarboxylic acids with the appropriate alcohols.With monobasic hydroxycarboxylic acids (glycolicand lactic), the reaction was conducted without a catalyst.Amberlist 36 DRY cation exchanger was used asa heterogeneous catalyst in the esterification of dibasichydroxycarboxylic acids (malic and tartaric).When the esterification reaction was conductedwith methyl and ethyl (C1C2) alcohol, the acid :alcohol molar ratio was 1 : 5. The water that formedwas removed from the reaction mass via distillation.When the acids were esterified with heavy alcohols(C3C8), the acid : alcohol molar ratio was 1 : 3. Anazeotropic agent, benzene, and a Dean-Stark apparatuswere used to remove the reaction water. The resulting compounds were purified via fractionaldistillation under vacuum. The reaction massand obtained hydroxycarboxylic acid esters were analyzedvia GLC using the Khromatek-Analytic softwareand a hardware complex based on a Kristall-2000Mgas chromatograph equipped with a flame ionizationdetector and a 100 m × 0.2 mm × 0.5 mum capillary columnwith the grafted liquid stationary phase (LSP)dimethylpolysiloxane or DB-1. The temperature ofthe injector was 250C, the temperature of the detectorwas 280C, the carrier gas was helium, the splitratio was 1/80, and the volume of each sample was0.2 muL. The following column temperature conditionswere used for our analysis: the initial temperature wasmaintained for 20 min (100 or 150C for the analysis oflactic acid esters of C3C5 alcohols), and the thermostatwas then heated to 260C at a rate of 5 K/min. Thepurity of the obtained samples was 9899 wt %.

Reference： [1]Patent: CN105130801,2017,B .Location in patent: Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037-0049
[2]Journal of the Chemical Society of Pakistan,2014,vol. 36,p. 1109 - 1113
[3]Journal of the American Pharmaceutical Association (1912),1941,vol. 30,p. 133
    Chem.Abstr.,1941,p. 6235
[4]Patent: DE463139,
    Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 259
[5]Patent: CN108947816,2018,A .Location in patent: Paragraph 0046; 0047
[6]Russian Journal of Physical Chemistry,2019,vol. 93,p. 577 - 583
    Zh. Fiz. Khim.,2019,vol. 93,p. 464 - 470,7

4
[ 335349-57-0 ]
[ 79-14-1 ]
C₈H₇IN₂O₅ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6811 - 6815

5
[ 79-14-1 ]
[ 68500-37-8 ]
[ 1002308-53-3 ]

Yield	Reaction Conditions	Operation in experiment
62%	With potassium hydroxide; In dimethyl sulfoxide; at 170℃; for 2.5h;	2-hydroxyacetic acid (5.00 g, 65 mmol) and KOH (6.00 g,90 mmol) were mixed and heated to 170 C. <strong>[68500-37-8]4-chloro-7-methoxyquinoline</strong> (5.00 g, 26 mmol) dissolved in DMSO (20 mL)was added dropwise. The reaction mixture was stirred at 170 C for2.5 h. After cooled to room temperature, the solutionwas poured to50 mL ice water. Saturated aqueous sodium carbonate solutionwasadded to adjust the PH to 7-8. The mixture was filtered and driedin vacuo to give 3.70 g of 4 as brown solid: 62% yield. m.p.:223-225 C; HRMS (ESI+) m/z 234.0763 (234.0761 calcd forC12H12NO4+, [M+H]+).
51.6%	With potassium hydroxide; In dimethyl sulfoxide; at 170℃; for 3h;	Add 5g (65.74mmol) of glycolic acid to a 250mL single-necked flask andPotassium hydroxide 6g (106.93mmol), heated to 170 CAdd Y-1 5g (25.82mmol) in DMSO solution, reflux reaction at 170 C for 3h,The reaction was completely detected by TLC, and the reaction solution was poured into a 250 mL beaker containing 100 mL of water after standing at room temperature, and the pH was adjusted to 3 with concentrated hydrochloric acid, and a yellow solid was precipitated and suction filtered.The filter cake is washed with water and dried under vacuum.It has a pale yellow solid of 6.02g.The yield was 51.6%.
36%		A 250-mL, 3-neck, rb flask equipped with a magnetic stirbar, a reflux condenser and a powder funnel was charged with potassium hydroxide (6.0 g, 90 mmol) then 2-hydroxyacetic acid (5.0 g, 65 mmol) with stirring. The solid reactants gradually reacted and liquified as significant heat was generated. Upon dissolution of all the reagents, flask containing the hot syrupy liquid was immersed in a 170 0C oil bath, then a solution of <strong>[68500-37-8]4-chloro-7-methoxyquinoline</strong> (5.0 g, 26 mmol) in anhydrous DMSO (20 mL, 4 vol wrt quinoline) was added dropwise over 20-30 min via addition funnel. The resulting brown solution was maintained in the oil bath with stirring. After 2.5 h, the flask was removed from the oil bath, then quenched by the addition of water <n="53"/>(100 mL, 5 vol wrt DMSO). The resulting brown solution was immersed in an ice bath, and the mixture was neutralized by the dropwise addition of 6 N HCl (15 mL, 1 equiv to KOH), which resulted in the formation of a thick yellow ppt and brought the mixture to pH 3. The mixture was filtered and washed with water and ACN. The solid products were dried under vacuum to yield 2-(7-methoxyquinolin-4-yloxy)acetic acid (2.16 g, 36% yield) as a yellow solid. (ESI, pos. ion) m/z: 234.1 (M+H).

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 2879 - 2882
[2]European Journal of Medicinal Chemistry,2018,vol. 143,p. 491 - 502
[3]Patent: CN109897054,2019,A .Location in patent: Paragraph 0118-0120
[4]Patent: WO2008/8539,2008,A2 .Location in patent: Page/Page column 51-52
[5]European Journal of Medicinal Chemistry,2018,vol. 150,p. 809 - 816

6
[ 67-47-0 ]
[ 79-14-1 ]
[ 6338-41-6 ]
[ 110-15-6 ]
[ 110-16-7 ]
[ 110-17-8 ]

Yield	Reaction Conditions	Operation in experiment
19%; 10%; 35%; 20%; 8%	With dihydrogen peroxide;methyltrioxorhenium(VII); In dichloromethane; water; acetonitrile; at 20℃;	Comparative examples 1 to 3: Oxidation of 5-hydroxymethyl furfural in homogeneous conditions; 5-hydroxymethyl furfural (HMF) was oxidized with 10 equivalents of hydrogen peroxide (35percent by weight in aqueous solution) in the presence of methyltrioxo rhenium in an amount of 5percent by weight of HMF, at a temperature about 200C during 24 to 48 hours, until the conversion of furfural was complete, in various solvents. The results of the reactions are summarized in Table 1 below.

Reference： [1]Patent: WO2010/7139,2010,A1 .Location in patent: Page/Page column 8

7
[ 67-47-0 ]
[ 79-14-1 ]
[ 6338-41-6 ]
[ 617-48-1 ]
[ 110-15-6 ]
[ 110-16-7 ]

Yield	Reaction Conditions	Operation in experiment
23%; 6%; 11%; 16%; 29%	With dihydrogen peroxide;methyltrioxorhenium(VII); In ethanol; water; at 20℃;	Comparative examples 1 to 3: Oxidation of 5-hydroxymethyl furfural in homogeneous conditions; 5-hydroxymethyl furfural (HMF) was oxidized with 10 equivalents of hydrogen peroxide (35percent by weight in aqueous solution) in the presence of methyltrioxo rhenium in an amount of 5percent by weight of HMF, at a temperature about 200C during 24 to 48 hours, until the conversion of furfural was complete, in various solvents. The results of the reactions are summarized in Table 1 below.

Reference： [1]Patent: WO2010/7139,2010,A1 .Location in patent: Page/Page column 8

8
[ 109-65-9 ]
[ 79-14-1 ]
[ 7397-62-8 ]

Reference： [1]Turkish Journal of Chemistry,2010,vol. 34,p. 187 - 191

9
[ 79-14-1 ]
[ 6972-82-3 ]
[ 27038-81-9 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2013,vol. 61,p. 477 - 482

10
[ 79-14-1 ]
[ 71-36-3 ]
[ 502-97-6 ]
[ 7397-62-8 ]

Reference： [1]Asian Journal of Chemistry,2013,vol. 25,p. 8447 - 8450

11
[ 79-14-1 ]
[ 1575-37-7 ]
[ 540516-28-7 ]

Reference： [1]Molecules,2015,vol. 20,p. 15206 - 15223

12
[ 77287-34-4 ]
[ 79-14-1 ]
[ 617-48-1 ]
[ 2491-15-8 ]
[ 110-15-6 ]
[ 144-62-7 ]
[ 57-13-6 ]
[ 18514-52-8 ]

Yield	Reaction Conditions	Operation in experiment
0.11 mg; 0.005 mg; 0.0023 mg; 0.071 mg; 0.12 mg; 0.01 mg; 0.09 mg	With magnesium sulfate; at 80℃; for 24h;pH 12.0;	General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 muL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0% w/w) at 80 C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 muL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0% w/w ofthe corresponding salt?s pellet) at 80 C for 24 h. For the innerenvironment, NH2CHO (200 muL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0% w/w) at80 C for 24 h. The reaction of NH2CHO (10% v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 muL) at 60C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 C, detector temperature 280 C, gradient 100 C for 2min, and 10 C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98% compared to that of the reference standards.The analysis was limited to products of ?1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.

Reference： [1]Biochemistry,2016,vol. 55,p. 2806 - 2811

13
[ 77287-34-4 ]
[ 79-14-1 ]
[ 849585-22-4 ]
[ 2491-15-8 ]
[ 144-62-7 ]
[ 127-17-3 ]
[ 57-13-6 ]

Yield	Reaction Conditions	Operation in experiment
0.11 mg; 0.15 mg; 0.006 mg; 0.0028 mg; 0.0019 mg; 0.002 mg	With zinc(II) chloride; at 80℃; for 24h;pH 12.0;	General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 muL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0% w/w) at 80 C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 muL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0% w/w ofthe corresponding salt?s pellet) at 80 C for 24 h. For the innerenvironment, NH2CHO (200 muL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0% w/w) at80 C for 24 h. The reaction of NH2CHO (10% v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 muL) at 60C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 C, detector temperature 280 C, gradient 100 C for 2min, and 10 C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98% compared to that of the reference standards.The analysis was limited to products of ?1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.

Reference： [1]Biochemistry,2016,vol. 55,p. 2806 - 2811

14
[ 79-14-1 ]
[ 40138-16-7 ]
[ 57497-39-9 ]
C₁₃H₁₆BNO₄ [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 3179 - 3182

15
[ 26787-78-0 ]
[ 3973-08-8 ]
[ 740742-98-7 ]
[ 64-18-6 ]
[ 79-14-1 ]
[ 110-94-1 ]
[ 124-04-9 ]
[ 80-69-3 ]
[ 473-81-4 ]
[ 471-47-6 ]
[ 110-15-6 ]
[ 1378848-02-2 ]
[ 15573-67-8 ]
C₉H₁₀N₂O₄ [ No CAS ]
C₉H₁₂N₂O₅S [ No CAS ]
C₈H₁₀N₂O₆S [ No CAS ]
C₉H₁₄N₂O₇S [ No CAS ]
C₉H₁₂N₂O₆S [ No CAS ]
C₈H₁₀N₂O₄S [ No CAS ]
C₁₀H₁₂N₂O₇S [ No CAS ]
C₁₅H₂₁N₃O₄S [ No CAS ]
C₁₅H₁₈N₂O₄S [ No CAS ]
C₁₄H₂₁N₃O₃S [ No CAS ]
C₈H₁₂N₂O₄S [ No CAS ]
C₈H₁₀N₂O₅S [ No CAS ]
C₆H₁₀O₇S [ No CAS ]
C₆H₇NO₄S [ No CAS ]
C₆H₁₁NO₃S [ No CAS ]
C₆H₉NO₃S [ No CAS ]
[ 144-62-7 ]
[ 64-19-7 ]
[ 802294-64-0 ]
[ 127-17-3 ]
[ 87-69-4 ]
[ 551-16-6 ]
[ 65-85-0 ]
[ 298-12-4 ]
2-hydroxy-3-(4-hydroxyphenyl)pyrazine [ No CAS ]
[ 6915-18-0 ]
[ 107-92-6 ]
[ 57457-65-5 ]
[ 99-96-7 ]

Reference： [1]Catalysis Today,2019

16
[ 79-14-1 ]
[ 3171-46-8 ]
(5,7-dimethylbenzimidazol-2-yl)methanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With hydrogenchloride; for 6.0h;Reflux;	General procedure: Mixture of phenylenediamine 10 g (92.6 mmol), glycolic/lactic acid (166.7 mmol), 135 ml4M HCl was refluxed for 6 hours. Then reaction mixture was alkalinized to pH 7 with aqueoussolution of KOH. Precipitate was filtered and crystallized from water.

Reference： [1]Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 1962 - 1973

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Technical Information

? Appel Reaction ? Arndt-Eistert Homologation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Heat of Combustion ? Hunsdiecker-Borodin Reaction ? Hydride Reductions ? Jones Oxidation ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Passerini Reaction ? Preparation of Alcohols ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alcohols ? Reactions of Amines ? Reactions of Carboxylic Acids ? Reactions with Organometallic Reagents ? Ritter Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Ketenes ? Swern Oxidation ? Ugi Reaction

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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Prevention
Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
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P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
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P285	In case of inadequate ventilation wear respiratory protection.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
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P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 79-14-1 ] {[proInfo.proName]}

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Application In Synthesis of [ 79-14-1 ]

[ 79-14-1 ] Synthesis Path-Upstream 1~2

[ 79-14-1 ] Synthesis Path-Downstream 1~16

Technical Information

Similar Product of [ 79-14-1 ]

Related Functional Groups of [ 79-14-1 ]

Aliphatic Chain Hydrocarbons

Alcohols

Carboxylic Acids

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[ 79-14-1 ]

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[ 79-14-1 ]