4-hexylbenzyl bromide

Base Information

• Chemical Name: 4-hexylbenzyl bromide
• CAS No.: 60982-72-1
• Molecular Formula: C₁₃H₁₉Br
• Molecular Weight: 255.198
• Mol file: 60982-72-1.mol

Synonyms:4-hexylbenzyl bromide

Chemical Property of 4-hexylbenzyl bromide

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

4-Hexylbenzylbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-hexylbenzyl bromide

There total 8 articles about 4-hexylbenzyl bromide 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: 92.0%

4-hexylphenylmethyl alcohol (118578-88-4) → 4-hexylbenzyl bromide (60982-72-1)

Guidance literature:

With phosphorus tribromide; In diethyl ether; for 1h; Ambient temperature;

DOI:10.1055/s-1997-1343

Reference yield: 37.0%

1,4-bis(bromomethyl)benzene (623-24-5) + n-pentylmagnesium bromide (693-25-4) → 4-hexylbenzyl bromide (60982-72-1)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In diethyl ether; at 0 ℃; for 6h;

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

Reference yield:

1-bromo-hexane (111-25-1) → 4-hexylbenzyl bromide (60982-72-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Mg, I₂, 2.) dichloro<1,3-bis(diphenylphosphino)propane>nickel(II) / 1.) Et₂O, reflux, 3 h, 2.) Et₂O, reflux, 2 d

2: 94 percent / ICl / CH₂Cl₂ / 0.67 h / Ambient temperature

3: 1.) BuLi / 1.) hexane, Et₂O, -70 deg C, 1 h, 2.) hexane, Et₂O, 20 deg C, 8 h

4: 94 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 92 percent / PBr₃ / diethyl ether / 1 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); iodine; Iodine monochloride; phosphorus tribromide; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1055/s-1997-1343

upstream raw materials:

4-hexylphenylmethyl alcohol

1,4-bis(bromomethyl)benzene

n-pentylmagnesium bromide

1-bromo-hexane

Downstream raw materials:

diethyl p-n-hexylbenzylphosphonate

2,5-dibromo-4-hexylbenzyl bromide

tert-butyl 2,2-dimethyl-5-(4-(4-hexylbenzyl)phenethyl)-1,3-dioxan-5-ylcarbamate

1,1-dicyano-2-methyl-4-(4-hexylphenyl)-1-butene

Refernces

• 1、 Frahn,Schluter. "Functionalized AB-type monomers for Suzuki polycondensation". . p. 1301 - 1304. Retrieved 2007/10/03.