[ CAS No. 541-47-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

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Quality Control of [ 541-47-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 541-47-9 ]

SDS Specification

Alternatived Products of [ 541-47-9 ]

Product Details of [ 541-47-9 ]

CAS No. :	541-47-9	MDL No. :	MFCD00004366
Formula :	C₅H₈O₂	Boiling Point :	No data available
Linear Structure Formula :	(CH₃)₂CCHCO₂H	InChI Key :	YYPNJNDODFVZLE-UHFFFAOYSA-N
M.W :	100.12	Pubchem ID :	10931
Synonyms :

Calculated chemistry of [ 541-47-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.4
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	27.45
TPSA :	37.3 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.03 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.22
Log Po/w (XLOGP3) :	1.24
Log Po/w (WLOGP) :	1.04
Log Po/w (MLOGP) :	0.79
Log Po/w (SILICOS-IT) :	0.19
Consensus Log Po/w :	0.89

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.18
Solubility :	6.68 mg/ml ; 0.0667 mol/l
Class :	Very soluble
Log S (Ali) :	-1.62
Solubility :	2.39 mg/ml ; 0.0239 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.04
Solubility :	91.5 mg/ml ; 0.914 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.49

Safety of [ 541-47-9 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338+P310-P312-P332+P313-P403+P233-P405-P501	UN#:	3261
Hazard Statements:	H302+H312-H315-H318-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 541-47-9 ]

* 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 [ 541-47-9 ]
Downstream synthetic route of [ 541-47-9 ]

[ 541-47-9 ] Synthesis Path-Upstream 1~2

1
[ 91-16-7 ]
[ 541-47-9 ]
[ 4136-26-9 ]

Reference： [1] European Journal of Organic Chemistry, 2003, # 19, p. 3735 - 3743

2
[ 541-47-9 ]
[ 4136-26-9 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 9, p. 2013 - 2018

[ 541-47-9 ] Synthesis Path-Downstream 1~10

1
[ 541-47-9 ]
[ 625-05-8 ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1983,vol. 38,p. 1146 - 1155
[2]Chemische Berichte,1902,vol. 35,p. 409
[3]Helvetica Chimica Acta,2006,vol. 89,p. 2611 - 2637
[4]Australian Journal of Chemistry,2005,vol. 58,p. 778 - 784
[5]European Journal of Organic Chemistry,2013,p. 1093 - 1099

2
[ 624-96-4 ]
[ 541-47-9 ]
[ 6100-60-3 ]
[ 85434-22-6 ]

Reference： [1]Tetrahedron,1982,vol. 38,p. 2955 - 2959

3
[ 541-47-9 ]
[ 6100-60-3 ]
[ 74094-45-4 ]

Reference： [1]Synthesis,1980,p. 725 - 727
[2]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1992,vol. 31,p. 338 - 339

4
[ 4401-71-2 ]
[ 541-47-9 ]
3-Methyl-but-2-enoic acid (4S,5S)-5-bromo-1,3,5-trimethyl-2,6-dioxo-hexahydro-pyrimidin-4-yl ester [ No CAS ]

Reference： [1]Nucleosides and Nucleotides,1998,vol. 17,p. 1125 - 1140

5
[ 541-47-9 ]
[ 3386-35-4 ]
3-Methyl-2-octyl-3-butenoic acid [ No CAS ]

Reference： [1]Synthesis,2000,p. 1160 - 1165

6
[ 541-47-9 ]
[ 827-99-6 ]
[ 1144501-61-0 ]

Yield	Reaction Conditions	Operation in experiment
32%	With methanesulfonic acid; phosphorus pentoxide; at 70℃; for 1.58333h;Heating;	reagent (225 mL) was heated to 70 0C and 3-methylbut-2-enoic acid (28.1 g, 281 mmol) and <strong>[827-99-6]3-(trifluoromethoxy)phenol</strong> (25.0 g, 140 mmol) were added. After 30 min, additional 3-methylbut-2-enoic acid (1 equiv, 14 g) was added and heating was continued. After 30 min, additional Eaton's reagent (150 mL) was added and heating was continued for 35 min. The dark solution was cooled and poured into ice. The aqueous suspension was extracted with Et2O (300 mL), and the organic portion was washed with water (75 mL) and brine (50 mL). The organic portion was dried (Na2SO4), filtered, concentrated, and purified by silica gel chromatography (gradient elution, 0-20percent EtOAc/hexanes) to give the title compound (11.7 g, 45.0 mmol, 32percent) as a white solid. MS (ESI) m/z 261 (M+H)+.
32%	With methanesulfonic acid; phosphorus pentoxide; at 70℃; for 1.58333h;Heating;	reagent (225 mL) was heated to 70 0C and 3-methylbut-2-enoic acid (28.1 g, 281 mmol) and <strong>[827-99-6]3-(trifluoromethoxy)phenol</strong> (25.0 g, 140 mmol) were added. After 30 min, additional 3-methylbut-2-enoic acid (1 equiv, 14 g) was added and heating was continued. After 30 min, additional Eaton's reagent (150 mL) was added and heating was continued for 35 min. The dark solution was cooled and poured into ice. The aqueous suspension was extracted with Et2O (300 mL), and the organic portion was washed with water (75 mL) and brine (50 mL). The organic portion was dried (Na2SO4), filtered, concentrated, and purified by silica gel chromatography (gradient elution, 0-20percent EtOAc/hexanes) to give the title compound (11.7 g, 45.0 mmol, 32percent) as a white solid. MS (ESI) m/z 261 (M+H)+.

Reference： [1]Patent: WO2010/45401,2010,A1 .Location in patent: Page/Page column 61
[2]Patent: WO2010/45402,2010,A1 .Location in patent: Page/Page column 59

7
[ 541-47-9 ]
[ 56469-10-4 ]
[ 88463-88-1 ]

Yield	Reaction Conditions	Operation in experiment
81%	With phosphorus pentoxide; In methanesulfonic acid; at 70℃; for 12h;Inert atmosphere;	A solution of the appropriate resorcinol 1 in methanesulfonic acid and 3,3-dimethylacrylic acid were added to a suspension of P2O5 in methanesulfonic acid under N2 atmosphere. The reaction mixture was heated following three different procedures: a) irradiation by microwave at 70 C ina sealed reactor for 10 minutes; b) irradiation by microwave at 70 C in a sealed reactor for 20minutes; c) irradiation by microwave at 70 C in a sealed reactor for 1 hour; d) conventionalheating at 70 C for about 12 hours. The reaction mixture was poured onto water/ice and thenextracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4. Solvent was removed under reduced pressure. The crude compounds were purified and isolated bychromatography on silica gel (hexane/EtOAc).

Reference： [1]ARKIVOC,2014,vol. 2014,p. 319 - 332
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 6753 - 6771
[3]Journal of Porphyrins and Phthalocyanines,2017,vol. 21,p. 67 - 76
[4]ChemMedChem,2012,vol. 7,p. 452 - 463
[5]European Journal of Medicinal Chemistry,2013,vol. 70,p. 111 - 119
[6]Journal of Medicinal Chemistry,2015,vol. 58,p. 2256 - 2264

8
[ 541-47-9 ]
[ 56469-10-4 ]
C₂₁H₃₀O₄ [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 70,p. 111 - 119

9
[ 541-47-9 ]
[ 56469-10-4 ]
7-(1,1-dimethylheptyl)-5-hydroxy-3-(hydroxymethylen)-2,2-dimethylchroman-4-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 2256 - 2264

10
[ 541-47-9 ]
[ 2848-01-3 ]
(1-carboxy-2-methylpropan-2-yl)(2-carboxyethyl)diphenylphosphonium chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With hydrogenchloride; In chloroform; water; at 80℃; for 10h;	General procedure: Samples of triphenylphosphine (0.5 g, 0.0019 mol) and unsaturated carboxylic acids were dissolved in chloroform. Two drops of concentrated hydrochloric acid was added. The reactions were carried out at a temperature of 80 C in a water bath with a reverse refrigerator for 10 h. After the reaction was completed, the solvent was distilled, the precipitated crystals were filtered and dried in vacuo.

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,2022

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Isomers

Technical Information

? Arndt-Eistert Homologation ? Heat of Combustion ? Hunsdiecker-Borodin Reaction ? Passerini Reaction ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Amines ? Reactions of Carboxylic Acids ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Ugi Reaction

Historical Records

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[ 541-47-9 ]

Licofelone Related Intermediates

[ 5680-79-5 ]

H-Gly-OMe.HCl

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[ 541-47-9 ]

Alkenyls

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Carboxylic Acids

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Code	Phrase
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P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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P233	Keep container tightly closed.
P234	Keep only in original container.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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Code	Phrase
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P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
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P308	IF exposed or concerned:
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P320
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P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
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P362	Take off contaminated clothing and wash before reuse.
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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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
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
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.
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H242	Heating may cause a fire
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H301	Toxic if swallowed
H302	Harmful if swallowed
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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
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H314	Causes severe skin burns and eye damage
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H316	Causes mild skin irritation
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H319	Causes serious eye irritation
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H332	Harmful if inhaled
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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. 541-47-9 ] {[proInfo.proName]}

Quality Control of [ 541-47-9 ]

Related Doc. of [ 541-47-9 ]

Product Details of [ 541-47-9 ]

Calculated chemistry of [ 541-47-9 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 541-47-9 ]

Application In Synthesis of [ 541-47-9 ]

[ 541-47-9 ] Synthesis Path-Upstream 1~2

[ 541-47-9 ] Synthesis Path-Downstream 1~10

Technical Information

Pharmaceutical Intermediates of [ 541-47-9 ]

Licofelone Related Intermediates

Related Functional Groups of [ 541-47-9 ]

Alkenyls

Aliphatic Chain Hydrocarbons

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Pharmaceutical Intermediates of
[ 541-47-9 ]

Related Functional Groups of
[ 541-47-9 ]