1,3-Dibromo-2-(bromomethyl)benzene

Base Information

• Chemical Name: 1,3-Dibromo-2-(bromomethyl)benzene
• CAS No.: 93701-32-7
• Molecular Formula: C7H5Br3
• Molecular Weight: 328.829
• Hs Code.: 2903999090
• European Community (EC) Number: 861-447-2
• DSSTox Substance ID: DTXSID70538840
• Nikkaji Number: J2.324.183H
• Wikidata: Q82414397
• Mol file: 93701-32-7.mol

Synonyms:1,3-Dibromo-2-(bromomethyl)benzene;93701-32-7;2,6-dibromobenzyl bromide;SCHEMBL173876;AMY6314;DTXSID70538840;1,3-dibromo-2-bromomethylbenzene;QFXJJFWSOLXOSE-UHFFFAOYSA-N;1,3-Dibromo-2-bromomethyl-benzene;MFCD13185505;AKOS015966672;AB89807;AS-44060;EN300-1266476

Chemical Property of 1,3-Dibromo-2-(bromomethyl)benzene

Chemical Property:

• Vapor Pressure: 0.00141mmHg at 25°C
• Melting Point: 80-81 °C(Solv: hexane (110-54-3))
• Boiling Point: 306.3oC at 760 mmHg
• Flash Point: 136.5oC
• PSA: 0.00000
• Density: 2.173g/cm3
• LogP: 4.10650
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 327.79209
• Heavy Atom Count: 10
• Complexity: 95

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Dibromo-2-(bromomethyl)benzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)CBr)Br
• Uses: 2,6-Dibromobenzyl Bromide is used in preparation of Indoles via tBuOK-promoted cyclization of Imines with Aryl Halides. Also, used in preparation of 1,2,3,4-Tetrahydro-1,8-naphthyridine derivatives as inhibitors of αvβ6 integrin.

Technology Process of 1,3-Dibromo-2-(bromomethyl)benzene

There total 2 articles about 1,3-Dibromo-2-(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: 100.0%

2,6-dibromotoluene (69321-60-4) → 2,6-dibromobenzyl bromide (93701-32-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1016/j.bmcl.2006.10.097

Reference yield:

2,6-dibromobenzoic acid (601-84-3) → 2,6-dibromobenzyl bromide (93701-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; iodine / tetrahydrofuran / 12 h / 0 °C / Heating

2: acetic acid; hydrogen bromide / water / 2 h / 100 °C

With sodium tetrahydroborate; hydrogen bromide; iodine; acetic acid; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.8b01207

Reference yield: 95.0%

2,6-dibromobenzyl bromide (93701-32-7) + sodium acetate (127-09-3) → acetic acid 2,6-dibromobenzyl ester (1147858-83-0)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 1.75h;

upstream raw materials:

2,6-dibromotoluene

2,6-dibromobenzoic acid

Downstream raw materials:

(2,6-dibromophenyl)methanol

2-(2,6-dibromophenyl)acetonitrile

2-(2,6-dibromo-benzyl)-malonic acid diethyl ester

2-[(E)-2-(2,6-dibromophenyl)ethenyl]-5-methoxy-1H-indole