1-(Bromomethyl)-4-cyclohexylbenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-4-cyclohexylbenzene
• CAS No.: 111818-33-8
• Molecular Formula: C13H17Br
• Molecular Weight: 253.182
• European Community (EC) Number: 848-818-4
• Mol file: 111818-33-8.mol

Synonyms:1-(bromomethyl)-4-cyclohexylbenzene;111818-33-8;Benzene, 1-(bromomethyl)-4-cyclohexyl-;SCHEMBL4163040;XVFZFBSJOOIKIK-UHFFFAOYSA-N;AKOS013398286;Benzene,1-(bromomethyl)-4-cyclohexyl-;D78679;EN300-108314

Chemical Property of 1-(Bromomethyl)-4-cyclohexylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.62920
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 252.05136
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

97% ^*data from raw suppliers

1-(Bromomethyl)-4-cyclohexylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=C(C=C2)CBr

Technology Process of 1-(Bromomethyl)-4-cyclohexylbenzene

There total 3 articles about 1-(Bromomethyl)-4-cyclohexylbenzene 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: 100.0%

4-cyclohexylphenylmethyl alcohol (208259-47-6) → 1-(bromomethyl)-4-cyclohexylbenzene (111818-33-8)

Guidance literature:

With carbon tetrabromide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1039/c3md20323a

Reference yield:

4-cyclohexylbenzoic acid (20029-52-1) → 1-(bromomethyl)-4-cyclohexylbenzene (111818-33-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 10 h / Reflux

2.1: potassium borohydride; lithium chloride / tetrahydrofuran / 8 h / Reflux

2.2: 2 h

3.1: phosphorus tribromide / toluene / 4.33 h / -10 - 20 °C

With sulfuric acid; potassium borohydride; phosphorus tribromide; lithium chloride; In tetrahydrofuran; toluene;

DOI:10.1002/ardp.201100092

Reference yield:

4-cyclohexylbenzoic acid methyl ester (92863-34-8) → 1-(bromomethyl)-4-cyclohexylbenzene (111818-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium borohydride; lithium chloride / tetrahydrofuran / 8 h / Reflux

1.2: 2 h

2.1: phosphorus tribromide / toluene / 4.33 h / -10 - 20 °C

With potassium borohydride; phosphorus tribromide; lithium chloride; In tetrahydrofuran; toluene;

DOI:10.1002/ardp.201100092

upstream raw materials:

4-cyclohexylphenylmethyl alcohol

4-cyclohexylbenzoic acid

4-cyclohexylbenzoic acid methyl ester

Downstream raw materials:

4-(4-cyclohexylbenzyloxy)acetophenone

4-cyclohexylbenzyl(triphenyl)phosphonium bromide

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