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1-Bromo-6-phenylhexane, an organobromine compound with the molecular formula C12H17Br, is a versatile intermediate in the synthesis of pharmaceuticals and other organic compounds. Its unique structure, featuring a bromine atom attached to a hexane chain with a phenyl group, allows it to participate in various chemical reactions, making it a valuable building block in the creation of more complex molecules. Due to its reactivity and potential hazards, it is essential to handle this chemical with care and only by trained professionals in a controlled laboratory setting.

27976-27-8

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27976-27-8 Usage

Uses

Used in Pharmaceutical Industry:
1-Bromo-6-phenylhexane is used as a synthetic intermediate for the development of new drugs and compounds. Its ability to undergo various chemical reactions makes it a valuable component in the synthesis of complex pharmaceutical molecules, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
1-Bromo-6-phenylhexane is used as a versatile building block in organic synthesis. Its reactivity with different functional groups and its compatibility with various reaction conditions make it an essential tool for the creation of more complex organic molecules, facilitating the development of new materials and compounds in various industries.
Used in Research and Development:
1-Bromo-6-phenylhexane is used as a key component in the research and development of new chemical compounds and processes. Its unique properties and reactivity enable scientists to explore novel synthetic routes and develop innovative applications, driving the progress of chemical research and technology.

Check Digit Verification of cas no

The CAS Registry Mumber 27976-27-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,9,7 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 27976-27:
(7*2)+(6*7)+(5*9)+(4*7)+(3*6)+(2*2)+(1*7)=158
158 % 10 = 8
So 27976-27-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H17Br/c13-11-7-2-1-4-8-12-9-5-3-6-10-12/h3,5-6,9-10H,1-2,4,7-8,11H2

27976-27-8 Well-known Company Product Price

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  • Alfa Aesar

  • (L14568)  1-Bromo-6-phenylhexane, 97%   

  • 27976-27-8

  • 250mg

  • 490.0CNY

  • Detail
  • Alfa Aesar

  • (L14568)  1-Bromo-6-phenylhexane, 97%   

  • 27976-27-8

  • 1g

  • 1369.0CNY

  • Detail
  • Alfa Aesar

  • (L14568)  1-Bromo-6-phenylhexane, 97%   

  • 27976-27-8

  • 5g

  • 5386.0CNY

  • Detail

27976-27-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-bromohexylbenzene

1.2 Other means of identification

Product number -
Other names 6-phenyl-1-hexyl bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27976-27-8 SDS

27976-27-8Synthetic route

6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In dichloromethane for 1h;77%
With phosphorus tribromide In diethyl ether at 0 - 20℃; for 15h;34%
With phosphorus; sulfuric acid; hydrogen bromide
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

phenyllithium
591-51-5

phenyllithium

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -14 - 20℃; for 7h; Inert atmosphere;70%
In tetrahydrofuran
In tetrahydrofuran; diethyl ether at -10℃; for 0.5h;
phenylmagnesium bromide

phenylmagnesium bromide

6-bromohexyl 4-methylbenzenesulfonate

6-bromohexyl 4-methylbenzenesulfonate

A

1,6-diphenylhexane
1087-49-6

1,6-diphenylhexane

B

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With buta-1,3-diene; palladium(II) acetylacetonate In tetrahydrofuran at 20℃; for 3h;A 8%
B 69%
With buta-1,3-diene; nickel dichloride In tetrahydrofuran at 20℃; for 3h;A 20%
B 27%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

phenylmagnesium bromide

phenylmagnesium bromide

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With 1,8-diazabicyclo[2.2.2.]octane; (1,2,3,4,5-pentamethyl-cyclopenta-2,4-dienylmethyl)PPh2*BH3; nickel dichloride In tetrahydrofuran; diethyl ether; toluene at 25℃; for 3h;68%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

benzene
71-43-2

benzene

A

(5-bromo-1-methylpentyl)benzene
28591-23-3

(5-bromo-1-methylpentyl)benzene

B

1,2,3,4-tetrahydro-1,4-dimethylnaphthalene
4175-54-6

1,2,3,4-tetrahydro-1,4-dimethylnaphthalene

C

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

D

1-ethyltetralin
13556-58-6

1-ethyltetralin

Conditions
ConditionsYield
With silver trifluoromethanesulfonate for 20h; Heating; Further byproducts given;A 21%
B 24%
C 6%
D 25%
5-hexen-2-ylbenzene
30134-52-2

5-hexen-2-ylbenzene

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide
6-phenylhexyl acetate
296282-60-5

6-phenylhexyl acetate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With hydrogen bromide Heating; Yield given;
With hydrogen bromide Reflux;
6-phenyl-1-hexene
1588-44-9

6-phenyl-1-hexene

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

peroxide/s

peroxide/s

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

(E/Z)-6-Phenylhex-5-enoic acid
16424-56-9, 81077-22-7, 5771-67-5

(E/Z)-6-Phenylhex-5-enoic acid

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether; methanol
2: DIBAL-H / CH2Cl2 / 0.5 h / 0 °C
3: H2 / PtO2 / methanol / 2585.7 Torr
4: NBS, Ph3P / CH2Cl2 / 0.42 h / 0 - 20 °C
View Scheme
(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) NaCH2SOCH3 / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h
2: diethyl ether; methanol
3: DIBAL-H / CH2Cl2 / 0.5 h / 0 °C
4: H2 / PtO2 / methanol / 2585.7 Torr
5: NBS, Ph3P / CH2Cl2 / 0.42 h / 0 - 20 °C
View Scheme
6-phenylhex-5-en-1-ol
98078-15-0

6-phenylhex-5-en-1-ol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / PtO2 / methanol / 2585.7 Torr
2: NBS, Ph3P / CH2Cl2 / 0.42 h / 0 - 20 °C
View Scheme
benzaldehyde
100-52-7

benzaldehyde

C-phenyl-C-<2-methoxy-naphthyl-(1)>-methylamine

C-phenyl-C-<2-methoxy-naphthyl-(1)>-methylamine

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) NaCH2SOCH3 / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h
2: diethyl ether; methanol
3: DIBAL-H / CH2Cl2 / 0.5 h / 0 °C
4: H2 / PtO2 / methanol / 2585.7 Torr
5: NBS, Ph3P / CH2Cl2 / 0.42 h / 0 - 20 °C
View Scheme
(E)-6-phenyl-5-hexenoic acid methyl ester
85396-64-1

(E)-6-phenyl-5-hexenoic acid methyl ester

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DIBAL-H / CH2Cl2 / 0.5 h / 0 °C
2: H2 / PtO2 / methanol / 2585.7 Torr
3: NBS, Ph3P / CH2Cl2 / 0.42 h / 0 - 20 °C
View Scheme
6-phenyl-hexanoic acid methyl ester
5581-76-0

6-phenyl-hexanoic acid methyl ester

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiBH4
2: sulfuric acid; red phosphorus; aqueous hydrobromic acid
View Scheme
2,3-dichlorotetrahydro-2H-pyran
5631-95-8

2,3-dichlorotetrahydro-2H-pyran

aqueous alkaline solution

aqueous alkaline solution

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) Mg, Et2O, (ii) Na
2: H2 / Raney-Ni
3: aq. HBr, H2SO4
View Scheme
Multi-step reaction with 2 steps
2: aq. HBr
View Scheme
trans-6-phenyl-4-hexen-1-ol
136054-69-8

trans-6-phenyl-4-hexen-1-ol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Raney-Ni
2: aq. HBr, H2SO4
View Scheme
benzyl chloride
100-44-7

benzyl chloride

sodium compound of α-naphthol

sodium compound of α-naphthol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) Mg, Et2O, (ii) Na
2: H2 / Raney-Ni
3: aq. HBr, H2SO4
View Scheme
benzylmagnesium chloride
6921-34-2

benzylmagnesium chloride

d(-)-mandelic acidamide

d(-)-mandelic acidamide

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aq. HBr
View Scheme
carbon tetrabromide
558-13-4

carbon tetrabromide

hexan-1-ol
111-27-3

hexan-1-ol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane
With triphenylphosphine In dichloromethane
With triphenylphosphine In dichloromethane
(E)-(6-bromohex-3-en1-yl)benzene

(E)-(6-bromohex-3-en1-yl)benzene

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

6-bromohexanoyl chloride
22809-37-6

6-bromohexanoyl chloride

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With triethylsilane; aluminium chloride In hexane; dichloromethane; water; benzene
1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux
1.2: 1 h / 5 - 10 °C / Inert atmosphere
2.1: hydrogen bromide / Reflux
View Scheme
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

bromobenzene
108-86-1

bromobenzene

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Inert atmosphere;
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With Cl2CuI(2-)*2Li(1+) In tetrahydrofuran at 20℃; for 2h;
benzyl boronic acid
4463-42-7

benzyl boronic acid

5-bromopentyl trifluoromethanesulfonate
103935-50-8

5-bromopentyl trifluoromethanesulfonate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With potassium phosphate In toluene at 60℃; for 12h;13 mg
5-bromopentan-1-ol
34626-51-2

5-bromopentan-1-ol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2,6-dimethylpyridine / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
2: potassium phosphate / toluene / 12 h / 60 °C
View Scheme
2-Phenylethyl cyclopropyl carbinol
662143-14-8

2-Phenylethyl cyclopropyl carbinol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium bromide; phosphorus tribromide; zinc dibromide
View Scheme
6-bromohexanoyl chloride
22809-37-6

6-bromohexanoyl chloride

benzene
71-43-2

benzene

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

Conditions
ConditionsYield
With triethylsilane; aluminium chloride In hexane; dichloromethane; water; benzene
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

6-phenyl-1-hexyl iodide
52121-98-9

6-phenyl-1-hexyl iodide

Conditions
ConditionsYield
In acetone99%
With sodium iodide In acetone99%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

sodium 6-phenylhexane-1-sulfonate

sodium 6-phenylhexane-1-sulfonate

Conditions
ConditionsYield
With sodium sulfite In ethanol; water for 24h; Heating;96%
With sodium sulfite In tetrahydrofuran; ethanol; water at 160℃; for 0.25h; Microwave irradiation;
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

6-phenylhexane-1-thiol
192182-85-7

6-phenylhexane-1-thiol

Conditions
ConditionsYield
Stage #1: (6-bromohexyl)benzene With hexamethyldisilathiane; tetrabutyl ammonium fluoride In tetrahydrofuran at -20 - 20℃; for 12h; Darkness;
Stage #2: With ammonium chloride In dichloromethane; water
91%
Multi-step reaction with 2 steps
1: 0.48 g / NaOH
View Scheme
With ammonia; thiourea In ethanol; dichloromethane
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

2-(pyrimidin-5-yl)phenol

2-(pyrimidin-5-yl)phenol

5-(2-((6-phenylhexyl)oxy)phenyl)pyrimidine

5-(2-((6-phenylhexyl)oxy)phenyl)pyrimidine

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 24h; Inert atmosphere; Sealed tube;85%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-mannitol

1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-mannitol

N-(phenylhexyl)-1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-mannitol

N-(phenylhexyl)-1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-mannitol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 10h; Heating;81%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

hexylbenzene
1077-16-3

hexylbenzene

Conditions
ConditionsYield
With n-butyllithium; samarium diiodide; dipyrrolidinomethylaminophosphoric acid triamide; tert-butyl alcohol In tetrahydrofuran; hexane at -66 - 21℃;80%
4-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]phenol
376642-19-2

4-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]phenol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

2-(4-Benzyloxyphenyl)-5-methyl-1-[4-(6-phenylhexyloxy)-phenyl]-1H-pyrrole
376642-36-3

2-(4-Benzyloxyphenyl)-5-methyl-1-[4-(6-phenylhexyloxy)-phenyl]-1H-pyrrole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide79.4%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

C16H16N4O*2ClH

C16H16N4O*2ClH

C28H32N4O
1426156-40-2

C28H32N4O

Conditions
ConditionsYield
With triethylamine In acetonitrile for 15h; Reflux;77%
4-phenyl-4-cyanopiperidine
40481-13-8

4-phenyl-4-cyanopiperidine

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

4-Cyano-1-(6-phenylhexyl)-4-phenylpiperidin

4-Cyano-1-(6-phenylhexyl)-4-phenylpiperidin

Conditions
ConditionsYield
75%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

4-Piperazin-1-yl-pyrrolo[1,2-a]quinoxaline
195711-50-3

4-Piperazin-1-yl-pyrrolo[1,2-a]quinoxaline

4-(4-(6-phenylhexyl)piperazin-1-yl)pyrrolo[1,2-a]quinoxaline

4-(4-(6-phenylhexyl)piperazin-1-yl)pyrrolo[1,2-a]quinoxaline

Conditions
ConditionsYield
With triethylamine In acetonitrile Reflux;75%
4-bromo-phenol
106-41-2

4-bromo-phenol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

6-(p-bromophenoxy)-1-phenylhexane

6-(p-bromophenoxy)-1-phenylhexane

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 100℃; for 5h; Etherification;72%
7-hydroxy-8-nitrochromone
101870-11-5

7-hydroxy-8-nitrochromone

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

8-nitro-7-<(6-phenylhexyl)oxy>chromone
166529-53-9

8-nitro-7-<(6-phenylhexyl)oxy>chromone

Conditions
ConditionsYield
With potassium carbonate; lithium iodide In N,N-dimethyl-formamide at 90℃; for 24h;68%
4-{2-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]ethyl}phenol
376641-68-8

4-{2-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]ethyl}phenol

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

2-(4-benzyloxyphenyl)-5-methyl-1-{2-[4-(6-phenylhexyloxy)phenyl]ethyl}-1H-pyrrole
376642-23-8

2-(4-benzyloxyphenyl)-5-methyl-1-{2-[4-(6-phenylhexyloxy)phenyl]ethyl}-1H-pyrrole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide67.1%
phenyl sulfamate
19792-91-7

phenyl sulfamate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

phenyl (6-bromo-1-phenylhexyl)sulfamate

phenyl (6-bromo-1-phenylhexyl)sulfamate

Conditions
ConditionsYield
Stage #1: phenyl sulfamate; (6-bromohexyl)benzene With aluminum oxide; tert-butyl isocyanide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} for 0.166667h;
Stage #2: With (PhI(OtBu)2) for 6h; Sealed tube;
65%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

4-(6-Bromo-hexyl)-benzaldehyde

4-(6-Bromo-hexyl)-benzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 35℃; for 1h; Cooling with ice;60%
With titanium tetrachloride In dichloromethane at 0 - 35℃; for 0.666667h;
methyl 5-(furan-2-yl)-1,3,4-oxadiazole-2-carboxylate
35403-85-1

methyl 5-(furan-2-yl)-1,3,4-oxadiazole-2-carboxylate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

7-phenyl-1-(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one

7-phenyl-1-(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one

Conditions
ConditionsYield
Stage #1: (6-bromohexyl)benzene With magnesium In tetrahydrofuran; ethylene dibromide at 23℃; Grignard reaction; Inert atmosphere; Sonication;
Stage #2: methyl 5-(furan-2-yl)-1,3,4-oxadiazole-2-carboxylate In tetrahydrofuran; ethylene dibromide at -40℃; for 2h;
57%
methyl 5-(thiophen-2-yl)-1,3,4-oxadiazole-2-carboxylate
35403-82-8

methyl 5-(thiophen-2-yl)-1,3,4-oxadiazole-2-carboxylate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

7-phenyl-1-(5-(thien-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one
1042151-27-8

7-phenyl-1-(5-(thien-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one

Conditions
ConditionsYield
Stage #1: (6-bromohexyl)benzene With magnesium In tetrahydrofuran; ethylene dibromide at 23℃; Grignard reaction; Inert atmosphere; Sonication;
Stage #2: methyl 5-(thiophen-2-yl)-1,3,4-oxadiazole-2-carboxylate In tetrahydrofuran; ethylene dibromide at -40℃; for 2h;
57%
(+/-)-5-benzyl-5-ethyl-4-oxo-1,2-oxathiolane-2,2-dioxide
1097642-11-9

(+/-)-5-benzyl-5-ethyl-4-oxo-1,2-oxathiolane-2,2-dioxide

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

(+/-)-5-benzyl-5-ethyl-4-(6'-phenylhexyloxy)-5H-1,2-oxathiole-2,2-dioxide
1127304-80-6

(+/-)-5-benzyl-5-ethyl-4-(6'-phenylhexyloxy)-5H-1,2-oxathiole-2,2-dioxide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 40℃; for 4h;56%
methyl 3-(6-bromopyridin-2-yl)-1,2,4-oxadiazole-5-carboxylate
1042151-20-1

methyl 3-(6-bromopyridin-2-yl)-1,2,4-oxadiazole-5-carboxylate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

1-(3-(6-bromopyridin-2-yl)-1,2,4-oxadiazol-5-yl)-7-phenylheptan-1-one
1042151-37-0

1-(3-(6-bromopyridin-2-yl)-1,2,4-oxadiazol-5-yl)-7-phenylheptan-1-one

Conditions
ConditionsYield
Stage #1: (6-bromohexyl)benzene With magnesium In tetrahydrofuran; ethylene dibromide at 23℃; Grignard reaction; Inert atmosphere; Sonication;
Stage #2: methyl 3-(6-bromopyridin-2-yl)-1,2,4-oxadiazole-5-carboxylate In tetrahydrofuran; ethylene dibromide at -40℃; for 2h;
55%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethyl-6-phenylhexylamine
106291-63-8

N,N-dimethyl-6-phenylhexylamine

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 50h; Ambient temperature;51%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

methyl 5-(pyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate
849798-86-3

methyl 5-(pyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate

7-phenyl-1-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one

7-phenyl-1-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)-heptan-1-one

Conditions
ConditionsYield
Stage #1: (6-bromohexyl)benzene With magnesium In tetrahydrofuran; ethylene dibromide at 23℃; Grignard reaction; Inert atmosphere; Sonication;
Stage #2: methyl 5-(pyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate In tetrahydrofuran; ethylene dibromide at -40℃; for 2h;
51%
Stage #1: (6-bromohexyl)benzene With magnesium; ethylene dibromide In tetrahydrofuran at 23℃; Inert atmosphere of Ar; Heating; Sonication;
Stage #2: methyl 5-(pyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate In tetrahydrofuran at -40℃; for 2h;
51%
Stage #1: (6-bromohexyl)benzene With iodine; magnesium In tetrahydrofuran at 60℃; for 2h;
Stage #2: methyl 5-(pyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate In tetrahydrofuran at -40℃; for 4h;
51%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

ethyl 4-(6-phenylhexylamino)benzoate
61440-49-1

ethyl 4-(6-phenylhexylamino)benzoate

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 125℃; for 24h;50%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

trioctylaluminum
1070-00-4

trioctylaluminum

tetradecylbenzene
1459-10-5

tetradecylbenzene

Conditions
ConditionsYield
With potassium fluoride; benzylnixantphos; iron(II) acetate In tetrahydrofuran at 0 - 40℃; for 12h; Negishi Coupling; Inert atmosphere;50%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

triphenylphosphine
603-35-0

triphenylphosphine

triphenyl(6-phenylhexyl)phosphonium iodide

triphenyl(6-phenylhexyl)phosphonium iodide

Conditions
ConditionsYield
With potassium iodide In acetonitrile at 85℃;43%
(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

5-methyl-4-mercaptomethylimidazole hydrochloride
70826-45-8

5-methyl-4-mercaptomethylimidazole hydrochloride

5-Methyl-4-(6-phenyl-hexylsulfanylmethyl)-1H-imidazole
131028-48-3

5-Methyl-4-(6-phenyl-hexylsulfanylmethyl)-1H-imidazole

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride In water; isopropyl alcohol at 80℃; for 4h;41%
dibenzyl methylphosphonate
19236-58-9

dibenzyl methylphosphonate

(6-bromohexyl)benzene
27976-27-8

(6-bromohexyl)benzene

dibenzyl 6-phenylhexylphosphonate
790699-80-8

dibenzyl 6-phenylhexylphosphonate

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;38.5%

27976-27-8Relevant academic research and scientific papers

Synthetic method of 3-(6-phenylhexyl) phenylboronic acid and derivatives thereof

-

Paragraph 0021-0023; 0026-0030; 0033-0037; 0040-0044; ..., (2021/07/17)

The invention discloses a synthetic method of 3-(6-phenylhexyl) phenylboronic acid and derivatives thereof, and relates to the technical field of chemical synthesis. The synthesis method of 3-(6-phenylhexyl) phenylboronic acid and derivatives thereof comprises the following synthesis steps: S1, synthesizing an intermediate H from a reactant B and a reactant D by utilizing a low-temperature synthesis step; S2, synthesizing an intermediate I from the reactant F and the intermediate H by utilizing a low-temperature synthesis step; and S3, synthesizing a finished product from a reactant G and the intermediate I by utilizing a low-temperature synthesis step. The invention provides the novel synthesis method of 3-(6-phenylhexyl) phenylboronic acid and derivatives thereof, the reaction steps are shortened to three steps, the materials are simple, the raw materials can be recycled, the reaction yield is improved, and the method has a series of advantages of short reaction time, simplicity in operation, capability of amplifying continuous production, reduction of the reaction cost and the like.

Mild Base Promoted Nucleophilic Substitution of Unactivated sp3-Carbon Electrophiles with Alkenylboronic Acids

Liu, Shiwen,Zeng, Xiaojun,Hammond, Gerald B.,Xu, Bo

, p. 3667 - 3671 (2018/09/12)

Diverse alkenylboronic acids react smoothly with various sp3-carbon electrophiles such as unactivated alkyl triflates in the presence of mild bases such as K3PO4. The reaction protocol is very mild and thereby enables high functional group tolerance. This transition metal-free condition is orthogonal towards the classic transition metal catalyzed Suzuki coupling. (Figure presented.).

Toward the discovery of dual HCMV-VZV inhibitors: Synthesis, structure activity relationship analysis, and cytotoxicity studies of long chained 2-uracil-3-yl-N-(4-phenoxyphenyl)acetamides

Babkov, Denis A.,Khandazhinskaya, Anastasia L.,Chizhov, Alexander O.,Andrei, Graciela,Snoeck, Robert,Seley-Radtke, Katherine L.,Novikov, Mikhail S.

, p. 7035 - 7044 (2015/11/11)

The need for novel therapeutic options to fight herpesvirus infections still persists. Herein we report the design, synthesis and antiviral evaluation of a new family of non-nucleoside antivirals, derived from 1-[ω-(4-bromophenoxy)alkyl]uracil derivatives - previously reported inhibitors of human cytomegalovirus (HCMV). Introduction of the N-(4-phenoxyphenyl)acetamide side chain at N3 increased their potency and widened activity spectrum. The most active compounds in the series exhibit submicromolar activity against different viral strains of HCMV and varicella zoster virus (VZV) replication in HEL cell cultures. Inactivity against other DNA and RNA viruses, including herpes simplex virus 1/2, points to a novel mechanism of antiviral action.

Aluminum porphyrin complexes via delicate ligand design: Emerging efficient catalysts for high molecular weight poly(propylene carbonate)

Sheng, Xingfeng,Wang, Yong,Qin, Yusheng,Wang, Xianhong,Wang, Fosong

, p. 54043 - 54050 (2015/02/02)

Due to the deep concern over residual, toxic cobalt or chromium from catalysts in biodegradable poly(propylene carbonate) (PPC), bifunctional aluminum porphyrin complexes with quaternary ammonium salts anchored on the ligand framework were prepared, and a delicate design of the porphyrin ligand was obtained. An optimized catalyst was complex 6b, which had two para-bromine benzenes and two quaternary ammonium cations linked to benzene via a six-methylene spacer in the meso-position of the porphyrin framework and NO3- as axial ligand and quaternary ammonium anion, showed TOF of 560 h-1 at 80 °C and 3 MPa to yield PPC with 94% carbonate linkage and number average molecular weight of 96 kg mol-1. The PPC selectivity reached 93%, which was the highest record in this copolymerization for aluminum porphyrin complexes. The soil tolerant bifunctional aluminum porphyrin complexes are becoming increasingly competitive catalysts, since they can be left with the plastics without any extra separation. This journal is

RECYCLING OF ORGANOTIN COMPOUNDS

-

Page/Page column 44, (2013/12/03)

A method for the synthesis of a first organic molecule, said method comprising the steps of: a) Reacting a first reactant with an organotin reactant having at least one optionally substituted organic group having from 5 to 20 carbon atoms selected from alkyl, alkenyl, alkynyl, alkoxyalkyl, alkoxy, alkylthioalkyl, carboxylates and alkylaminoalkyl groups, thereby forming a mixture of a product and a tin-containing by-product, and b) Removing most of the tin-containing by-product from said mixture in such a way as to provide a purified product comprising less than 1000 ppm of remaining tin-containing by- product, wherein said step of removing most of said tin-containing by-product is either an extraction between a first liquid and a second liquid, said second liquid being more polar than said first liquid and at least partly immiscible therewith or is a reversed phase chromatography.

Effect of composition on the catalytic properties of mixed-ligand-coated gold nanoparticles

Ghosh, Anirban,Basak, Soubir,Wunsch, Benjamin H.,Kumar, Rajiv,Stellacci, Francesco

experimental part, p. 7900 - 7905 (2011/10/08)

Striped catalysts: The effect of composition and structure on the catalytic efficiency of gold nanoparticles protected by a monolayer composed of two types of ligands differing in length (see picture) is reported. By diluting catalytically active ligand molecules with simple catalytically inactive molecules the catalytic efficiency of the particles is enhanced.

Dangling arms: A tetrahedral supramolecular host with partially encapsulated guests

Tiedemann, Bryan E. F.,Raymond, Kenneth N.

, p. 83 - 86 (2007/10/03)

A protruding tail: A guest composed of a cationic sandwich complex, an alkyl chain, and a sulfonate anionic group is partially incorporated within a host [Ga4L6]12- cluster (see scheme). The cationic head group is quickly incorporated into the cavity of the host, while the sulfonate unit at the other end of the chain is not, as the alkyl sulfonate tail protrudes through an opening in a triangular face of the tetrahedral cluster. (Figure Presented).

Synthesis of Cp*CH2PPh2 and its use as a ligand for the nickel-catalysed cross-coupling reaction of alkyl halides with aryl Grignard reagents

Uemura, Minoru,Yorimitsu, Hideki,Oshima, Koichiro

, p. 4726 - 4728 (2007/10/03)

A new ligand, Cp*CH2PPh2 (Cp* = 1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl), was prepared, and was used as a ligand for nickel-catalysed cross-coupling reaction of alkyl halides with aryl Grignard reagents, which nickel-phosphine complexes had never made possible. The Royal Society of Chemistry.

Pd-Catalyzed Cross-Coupling Reaction of Alkyl Tosylates and Bromides with Grignard Reagents in the Presence of 1,3-Butadiene

Terao, Jun,Naitoh, Yoshitaka,Kuniyasu, Hitoshi,Kambe, Nobuaki

, p. 890 - 891 (2007/10/03)

A new method for cross-coupling reaction of alkyl tosylates and bromides with Grignard reagents has been developed by the use of Pd(acac)2 or PdCl2 as the catalyst. Addition of 1,3-butadiene is essential to afford good yields of coupling products. This reaction proceeds efficiently at room temperature using primary and secondary alkyl and aryl Grignard reagents.

Azetidinone derivatives for the treatment of atherosclerosis

-

, (2008/06/13)

PCT No. PCT/EP95/04202 Sec. 371 Date Sep. 30, 1997 Sec. 102(e) Date Sep. 30, 1997 PCT Filed Oct. 25, 1995 PCT Pub. No. WO96/13484 PCT Pub. Date May 9, 1996Azetidinone derivatives of formula (I) in which R1 and R2, which may be the same or different, is each selected from hydrogen or C(1-8)alkyl; R3 is C(1-8)alkyl or C(3-8)cycloalkyl each of which may be optionally substituted; X is a linker group; Y is an aryl group; and n is 0, 1 or 2; and excluding benzyl (4-methylthio-2-oxo-azetidin-1-yl)acetate are inhibitors of the enzyme Lp PLA2 and are of use in therapy, in particular treating atherosclerosis.

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