Benzene, (1-cyclohexen-1-ylmethyl)-

Base Information

• Chemical Name: Benzene, (1-cyclohexen-1-ylmethyl)-
• CAS No.: 4714-09-4
• Molecular Formula: C13H16
• Molecular Weight: 172.27
• Mol file: 4714-09-4.mol

Synonyms:1-cyclohexenyl-methyl-benzene;Cyclohex-1-enyl-phenyl-methan;cyclohex-1-enyl-phenyl-methane;1-benzyl-1-cyclohexene;1-benzyl-cyclohexene;

Chemical Property of Benzene, (1-cyclohexen-1-ylmethyl)-

Chemical Property:

• Boiling Point: 139-141 °C(Press: 22 Torr)
• PSA: 0.00000
• Density: 0.964 g/cm3
• LogP: 3.72950

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, (1-cyclohexen-1-ylmethyl)-

There total 36 articles about Benzene, (1-cyclohexen-1-ylmethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(1S,5R,6R)-1-Benzyl-5-bromo-7-oxa-bicyclo[4.2.0]octan-8-one → 1-benzylcyclohexene (4714-09-4)

Guidance literature:

With diphenyl diselenide; tri-n-butyl-tin hydride; In benzene; at 40 ℃; for 3h;

DOI:10.1021/ja980447w

Reference yield: 84.0%

cyclohex-1-en-1-yl trifluoromethane sulfonate (28075-50-5) + benzyl bromide (100-39-0) → 1-benzylcyclohexene (4714-09-4)

Guidance literature:

benzyl bromide; With zinc; In tetrahydrofuran; at 0 ℃; for 2h;

cyclohex-1-en-1-yl trifluoromethane sulfonate; With 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; bis(dibenzylideneacetone) palladium; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 60 ℃; for 1h; Further stages.;

DOI:10.1021/ol9907872

Reference yield: 82.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + phenylmagnesium bromide (1589-82-8) → 1-benzylcyclohexene (4714-09-4)

Guidance literature:

With nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In tetrahydrofuran; toluene; at 100 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.5b02200

upstream raw materials:

1-benzylcyclohexan-1-ol

cyclohexylphenylmethanol

oxalic acid

benzyl alcohol

Downstream raw materials:

1-benzyl-1,2-epoxycyclohexane

1-(2-benzyl-cyclohex-1-enyl)-2,2-dimethyl-propan-1-one

1-(2-benzyl-cyclohex-1-enyl)-ethanone

1-(2-benzyl-cyclohex-1-enyl)-butan-1-one

Refernces

• 1、 Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy. "Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols". supporting information. p. 5611 - 5615. Retrieved 2019/08/01.
• 2、 Tobisu, Mamoru,Takahira, Tsuyoshi,Chatani, Naoto. "Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C-O Bond Cleavage". supporting information. p. 4352 - 4355. Retrieved 2015/09/15.