1-(2-Bromoethyl)-4-(bromomethyl)benzene

Base Information

• Chemical Name: 1-(2-Bromoethyl)-4-(bromomethyl)benzene
• CAS No.: 79050-33-2
• Molecular Formula: C9H10Br2
• Molecular Weight: 277.986
• DSSTox Substance ID: DTXSID40603413
• Nikkaji Number: J2.678.043H
• Wikidata: Q82500803
• Mol file: 79050-33-2.mol

Synonyms:1-(2-Bromoethyl)-4-(bromomethyl)benzene;79050-33-2;SCHEMBL1981172;p-(2-bromoethyl) benzyl bromide;DTXSID40603413;ZHUAKSGTDRKKNB-UHFFFAOYSA-N;4-(2-bromoethyl)phenylmethylbromide;4-(2-broMoethyl)-1-(broMoMethyl)benzene

Chemical Property of 1-(2-Bromoethyl)-4-(bromomethyl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.51890
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 277.91288
• Heavy Atom Count: 11
• Complexity: 95.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCBr)CBr

Technology Process of 1-(2-Bromoethyl)-4-(bromomethyl)benzene

There total 2 articles about 1-(2-Bromoethyl)-4-(bromomethyl)benzene 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: 81.0%

1-(hydroxymethyl)-4-(2-hydroxyethyl)benzene (4866-85-7) → 4-(2-bromoethyl)-1-(bromomethyl)benzene (79050-33-2)

Guidance literature:

With hydrogen bromide; In acetic acid; at 100 ℃;

DOI:10.1002/ejoc.200800494

Reference yield:

methyl 4-(2-methoxy-2-oxoethyl)benzoate (52787-14-1) → 4-(2-bromoethyl)-1-(bromomethyl)benzene (79050-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 20 - 30 °C / Cooling with ice

2: phosphorus tribromide / dichloromethane / 20 - 30 °C

With lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

Reference yield: 90.0%

4-(2-bromoethyl)-1-(bromomethyl)benzene (79050-33-2) → 4-(2-mercaptoethyl)-1-(mercaptomethyl)benzene (503523-78-2)

Guidance literature:

4-(2-bromoethyl)-1-(bromomethyl)benzene; With thiourea; In ethanol; for 4h; Reflux;

With sodium hydroxide; In water;

DOI:10.1002/ejoc.200800494

upstream raw materials:

1-(hydroxymethyl)-4-(2-hydroxyethyl)benzene

methyl 4-(2-methoxy-2-oxoethyl)benzoate

Downstream raw materials:

5-<4-(2-bromoethyl)benzyl>-5-β-D-glucopyranosyl-1,3-dimethyl-5-(4-vinylbenzyl)barbiturate

4-vinylbenzyl phenyl sulfide

4-(2-mercaptoethyl)-1-(mercaptomethyl)benzene

Refernces

• 1、 Pechlivanidis, Zissis,Hopf, Henning,Ernst, Ludger. "Paracyclophanes: Extending the bridges. Synthesis". experimental part. p. 223 - 237. Retrieved 2009/06/21.