1-(Bromomethyl)-4-pentylbenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-4-pentylbenzene
• CAS No.: 6853-58-3
• Molecular Formula: C₁₂H₁₇Br
• Molecular Weight: 241.171
• DSSTox Substance ID: DTXSID001303691
• Nikkaji Number: J1.830.856H
• Mol file: 6853-58-3.mol

Synonyms:6853-58-3;SCHEMBL8081798;1-(bromomethyl)-4-pentylbenzene;DTXSID001303691

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

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 240.05136
• Heavy Atom Count: 13
• Complexity: 114

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC=C(C=C1)CBr

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

There total 5 articles about 1-(Bromomethyl)-4-pentylbenzene 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: 95.0%

4-n-pentylbenzyl alcohol (81720-37-8) → 1-(bromomethyl)-4-n-pentylbenzene (6853-58-3)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1002/ardp.201800151

Reference yield: 37.0%

1,4-bis(bromomethyl)benzene (623-24-5) + butyl magnesium bromide (693-04-9) → 1-(bromomethyl)-4-n-pentylbenzene (6853-58-3)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In diethyl ether; at 0 ℃; for 18h;

DOI:10.1016/S0040-4039(01)02024-X

Reference yield:

4-pentylbenzaldehyde (6853-57-2) → 1-(bromomethyl)-4-n-pentylbenzene (6853-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / tetrahydrofuran / 2 h / 0 °C

2: 70 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; boron tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol0713990

upstream raw materials:

4-n-pentylbenzyl alcohol

1,4-bis(bromomethyl)benzene

butyl magnesium bromide

4-pentylbenzaldehyde

Downstream raw materials:

1-methyl-4-n-pentylbenzene

4-pentylbenzyl 4-propylphenyl ketone

(4-n-pentylphenyl)acetonitrile

2-(4-n-pentylphenyl)-3-phenylpropan-2-one

Refernces

• 1、 Sundaresan, Arun Kumar,Ramamurthy. "Making a difference on excited-state chemistry by controlling free space within a nanocapsule: Photochemistry of 1-(4-alkylphenyl)-3-phenylpropan-2-ones". . p. 3575 - 3578. Retrieved 2008/02/12.
• 2、 Mallory, Frank B.,Butler, Kelly E.,Evans, Amanda C.,Brondyke, Emilie J.,Mallory, Clelia W.,Yang, Changqing,Ellenstein, Aviva. "Phenacenes: A family of graphite ribbons. 2. Syntheses of some [7]phenacenes and an [11]phenacene by stilbene-like photocyclizations". . p. 2119 - 2124. Retrieved 2007/10/03.