[ CAS No. 143-15-7 ] {[proInfo.proName]}

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2D 3D

Structure of 143-15-7 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 143-15-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 143-15-7 ]

SDS Specification

Alternatived Products of [ 143-15-7 ]

Product Details of [ 143-15-7 ]

CAS No. :	143-15-7	MDL No. :	MFCD00000225
Formula :	C₁₂H₂₅Br	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	PBLNBZIONSLZBU-UHFFFAOYSA-N
M.W :	249.23	Pubchem ID :	8919
Synonyms :

Calculated chemistry of [ 143-15-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	10
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	67.67
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-2.81 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.97
Log Po/w (XLOGP3) :	7.06
Log Po/w (WLOGP) :	5.3
Log Po/w (MLOGP) :	4.89
Log Po/w (SILICOS-IT) :	5.05
Consensus Log Po/w :	5.25

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-5.17
Solubility :	0.00167 mg/ml ; 0.00000671 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.88
Solubility :	0.0000331 mg/ml ; 0.000000133 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-5.58
Solubility :	0.00066 mg/ml ; 0.00000265 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	3.76

Safety of [ 143-15-7 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 143-15-7 ]

* 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 [ 143-15-7 ]
Downstream synthetic route of [ 143-15-7 ]

[ 143-15-7 ] Synthesis Path-Upstream 1~4

1
[ 143-15-7 ]
[ 124-40-3 ]
[ 112-18-5 ]
[ 3282-73-3 ]

Yield	Reaction Conditions	Operation in experiment
40%	at 20 - 25℃; for 20 h;	A mixture of a 38percent aqueous solution of dimethylamine (12.5 mL, 93.8 mmol) and dodecyl bromide (11.7 g, 46.9 mmol) in benzene (15 mL) was stirred at 20—25 °C for 20 h. Then, a 50percent aqueous solution of NaOH (1.9 g, 46.9 mmol) was added to the reaction mixture, and the resulting mixture was evaporated in vacuo. The residue was dissolved in CHCl3 (20 mL), the formed precipitate was filtered off, and the filtrate was evaporated in vacuo. According to the 1H NMR spectral data, the isolated mixture contained amine 6a (4.1 g, 40percent), N,N-didodecyl-N,N-dimethylammonium bromide (4.9 g, 46percent), and unreacted dodecyl bromide (1.7 g, 14percent).

Reference： [1] Russian Chemical Bulletin, 2014, vol. 63, # 11, p. 2445 - 2454[2] Izv. Akad. Nauk, Ser. Khim., 2014, # 11, p. 2445 - 2454

2
[ 112-18-5 ]
[ 143-15-7 ]
[ 3282-73-3 ]

Reference： [1] Chemical Communications, 2006, # 44, p. 4575 - 4577
[2] Journal of Organic Chemistry, 1984, vol. 49, # 20, p. 3774 - 3778
[3] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987, p. 541 - 546
[4] Journal of Physical Chemistry, 1983, vol. 87, # 4, p. 538 - 540
[5] Bulletin of the Chemical Society of Japan, 2003, vol. 76, # 10, p. 1903 - 1910
[6] Patent: WO2005/97729, 2005, A2, . Location in patent: Page/Page column 49-50; 56-57

3
[ 44994-28-7 ]
[ 143-15-7 ]
[ 18464-25-0 ]

Reference： [1] Patent: US2113606, 1935, ,
[2] Patent: FR790279, 1936, ,

4
[ 693-98-1 ]
[ 100-44-7 ]
[ 143-15-7 ]
[ 21054-72-8 ]

Reference： [1] Journal of Materials Chemistry A, 2015, vol. 3, # 16, p. 8559 - 8565

[ 143-15-7 ] Synthesis Path-Downstream 1~12

1
[ 90-89-1 ]
[ 143-15-7 ]
[ 114204-46-5 ]

Reference： [1]Journal of the American Chemical Society,1957,vol. 79,p. 2211,2212

2
[ 68631-52-7 ]
[ 143-15-7 ]
[ 679412-90-9 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 1643 - 1646
[2]Journal of the American Chemical Society,2014,vol. 136,p. 10493 - 10498
[3]Chemical Communications,2014,vol. 50,p. 13948 - 13951
[4]Dalton Transactions,2019,vol. 48,p. 696 - 710

3
[ 4877-80-9 ]
[ 143-15-7 ]
[ 214958-05-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	With potassium hydroxide; In water; at 65℃; for 16h;	The resulting product of step 5A-1, triphenylen-2,3,6,7,10,11-hexanol (10 mmol)Bromododecyl (60 mmol) andPotassium hydroxide (306 mmol) was added to distilled water (50 mL)And the mixture was refluxed at 65 ° C for 16 hours to obtain 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene (3, Compound 51) (yield: 74percent).
74%	With potassium hydroxide; In water; at 65℃; for 16h;	Triphenylene-2,3,6,7, 10,11 -hexanol (10 mmol) obtained from Step 5A- 1 was added to a solution in which bromododecyl (60 mmol) and potassium hydroxide (306 mmol) were dissolved in distilled water (50 ml), and the mixture was refluxed at 65° C. for 16 hours to obtain 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene (3, compound 51) (yield: 74percent). 10400] 2,3,6,7,10,11 -hexakis (dodecyloxy) triphenylene:H NMR (600 MHz, CDC13) oe 7.92 (s, 6H), 4.16 (t, 8H),1.76 (m, 8H), 1.43-1.26 (m, 72H), 0.88 (t, 12H)10401] FIG. 22 is a ?H-NMR spectrum of 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene according to PreparationExample 5A measured in a CDC13 solvent.
35%	With potassium carbonate; In N,N-dimethyl-formamide; at 60℃;	In a 100 ml double-necked flask, <strong>[4877-80-9]2,3,6,7,10,11-hexahydroxytriphenylene</strong> (50 mg, 0.15 mmol) was dissolved in dry DMF (5 ml) in a nitrogen stream. To the solution were added finely ground potassium carbonate (0.13 g, 6.0 eq.) and dodecyl bromide (246.7 mg, 6.6 eq.) and the resultant mixture was stirred overnight at 60° C. There was added 200 ml of distilled water and the precipitate was collected by filtration and washed with methanol. The crude product was dissolved in chloroform and purified by column chromatography (silica gel; hexane: chloroform=2:1) to give compound 3 as white solid (70 mg/35percent). The product was identified by MALDI-TOF-MS, elemental analysis and 1H-NMR (see Table 2). MALDI-TOF-MS (CHCA): m/z 1334.82 (Calcd for [M+H]+1334.50); Anal. Calcd for C90H156O6.0.75CHCl3: C, 76.56; H, 11.10percent. Found: C, 76.45; H, 11.52percent. TABLE 2 1H-NMR(RT, CDCl3, 600MHz, TMS standard) split integral theoretical delta (J/Hz) ratio ratio assignment 0.86 t 20.0 18Ha(CH3) 1.20-1.55 m 196.3 108H b(CH2) 1.97 m 18.2 12Hc(OCH2CH2) 4.23 q 13.9 12Hd(OCH2) 7.83 s 6.0 12H e

Reference： [1]Patent: KR2018/43221,2018,A .Location in patent: Paragraph 0387; 0391; 0392; 0395
[2]Patent: US2019/31586,2019,A1 .Location in patent: Paragraph 0396; 0399; 0400; 0401
[3]Patent: US2006/111587,2006,A1 .Location in patent: Page/Page column sheet 3; 3

4
[ 90365-74-5 ]
[ 143-15-7 ]
[ 1158799-32-6 ]

Reference： [1]Synlett,2009,p. 747 - 750

5
[ 3972-65-4 ]
[ 143-15-7 ]
[ 1131004-45-9 ]
[ 1625-91-8 ]

Reference： [1]Synlett,2009,p. 2931 - 2934

6
[ 5123-13-7 ]
[ 143-15-7 ]
[ 599-91-7 ]
[ 103-65-1 ]
[ 123-01-3 ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 3904 - 3907

7
[ 143-15-7 ]
[ 192130-34-0 ]
N-dodecyl-N-(2-(piperazin-1-yl)ethyl)dodecan-1-amine [ No CAS ]

Reference： [1]Patent: WO2017/112865,2017,A1

8
[ 143-15-7 ]
[ 192130-34-0 ]
tert-butyl 4-(2-(didodecylamino)ethyl)piperazine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
18%	With potassium carbonate; In acetonitrile; at 20℃; for 12h;	Step 1 : fert-Butyl 4-(2-(didodecylamino)ethyl)piperazine-l -carboxylate Chemical Formula: C35H71N3O2 Molecular Weight: 565.97 [00570] A mixture of 1 -bromododecane (1.1 mL, 4.6 mmol), 4-(2-aminoethyl)-l -boc- piperazine (1.0 g, 4.4 mmol), K2CO3 (0.61 g, 4.4 mmol), in 10 mL MeCN was allowed to stir at rt for 12 h. After this time the reaction was filtered and concentrated. The crude material was purified by silica gel chromatography (0-20percent MeOH in DCM with 1percent NH4OH to afford tert- butyl 4-(2-(didodecylamino)ethyl)piperazine-l-carboxylate (450 mg, 0.80 mmol, 18percent). UPLC/ELSD: RT = 2.87 min. MS (ES): m/z (MH+) 566.655 for C35H71N3O2 (1296) XH NMR (400 MHz, CDCI3) delta: ppm 3.40 (m, 4H); 2.56 (m, 2H); 2.40 (m, 10H); 1.44 (s, 9H); 1.40-1.24 (m, 40H); 0.86 (t, 6H).
18%	With potassium carbonate; In acetonitrile; at 20℃; for 12h;	A mixture of 1 -bromododecane (1.1 mL, 4.6 mmol), 4-(2-aminoethyl)-1-boc-piperazine (1.0 g, 4.4 mmol), K2CO3 (0.61 g, 4.4 mmol), in 10 mL MeCN was allowed to stir at rt for 12 h. After this time the reaction was filtered and concentrated. The crude material was purified by silica gel chromatography (0-20percent MeOH in DCM with 1percent NH4OH to afford tert- butyl 4-(2-(didodecylamino)ethyl)piperazine-l-carboxylate (450 mg, 0.80 mmol, 18percent).UPLC/ELSD: RT = 2.87 min. MS (ES): m/z (MH+) 566.655 for C35H71N3O21H NMR (400 MHz, CDCl3) delta: ppm 3.40 (m, 4H); 2.56 (m, 2H); 2.40 (m, 10H); 1.44 (s, 9H); 1.40-1.24 (m, 40H); 0.86 (t, 6H).

Reference： [1]Patent: WO2017/112865,2017,A1 .Location in patent: Paragraph 00570; 00833
[2]Patent: WO2018/232120,2018,A1 .Location in patent: Paragraph 00639

9
[ 143-15-7 ]
[ 22916-47-8 ]
1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-3-dodecyl-1H-imidazol-3-ium bromide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 4288 - 4294

10
[ 2456-81-7 ]
[ 143-15-7 ]
C₂₁H₃₇N₂⁽¹⁺⁾*Br^(1-) [ No CAS ]

Reference： [1]Chemistry - An Asian Journal,2019,vol. 14,p. 235 - 242
[2]New Journal of Chemistry,2019,vol. 43,p. 7028 - 7034

11
[ 23351-91-9 ]
[ 143-15-7 ]
5-bromoisophthalic acid didodecyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Add 3g to 50mL DMF solvent<strong>[23351-91-9]5-bromoisophthalic acid</strong> (0.012 mol) and 4.8 g potassium hydrogencarbonate (0.048 mol),Stir at room temperature to form a potassium salt.7.48g of n-bromodedodecane (0.03mol) was added to the mixed solution,The reaction was stirred at 90 C for 12 hours. Stop the reaction and allow the solution to cool to room temperature.It was poured into 300 mL of water and extracted with ethyl acetate.Dry over anhydrous sodium sulfate, filter and then dry the solvent.Column chromatography with petroleum ether/ethyl acetate (15/1) as eluentIsolation gave a white solid.

Reference： [1]Patent: CN109956869,2019,A .Location in patent: Paragraph 0101-0104

12
[ 23351-91-9 ]
[ 143-15-7 ]
5-bromoisophthalic acid didecyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Add 3 g of <strong>[23351-91-9]5-bromoisophthalic acid</strong> (0.012 mol) and 4.8 g of potassium bicarbonate to 50 mL of DMF solvent.(0.048 mol), stirred at room temperature to form a potassium salt. 6.64g of n-bromodecane (0.03mol) was added to the mixed solution and stirred at 90 CReaction for 12 hours. The reaction was stopped, the solution was cooled to room temperature, poured into 300 mL of water and extracted with ethyl acetate. noDrying with sodium sulfate, filtering and drying the solvent. The crude product was subjected to column chromatography using petroleum ether/ethyl acetate (15/1) as eluent.Leave to give a white solid.

Reference： [1]Patent: CN109956869,2019,A .Location in patent: Paragraph 0085-0088

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Isomers

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Heat of Combustion ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

Historical Records

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[ 143-15-7 ]

A639857[ 88170-33-6 ]

1-Bromododecane-1-13c

Reason: Stable Isotope

Ghs Precautionary Statements

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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. 143-15-7 ] {[proInfo.proName]}

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