Bromoterephthaloyl chloride

Base Information

• Chemical Name: Bromoterephthaloyl chloride
• CAS No.: 13815-89-9
• Molecular Formula: C8H3BrCl2O2
• Molecular Weight: 281.921
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID90540602
• Nikkaji Number: J141.269H
• Wikidata: Q82416653
• Mol file: 13815-89-9.mol

Synonyms:13815-89-9;bromoterephthaloyl chloride;1,4-BENZENEDICARBONYL DICHLORIDE,2-BROMO-;2-bromobenzene-1,4-dicarbonyl chloride;2-Bromobenzene-1,4-dicarbonyl dichloride;SCHEMBL2268166;DTXSID90540602

Chemical Property of Bromoterephthaloyl chloride

Chemical Property:

• Boiling Point: 158 °C(Press: 11 Torr)
• PSA: 34.14000
• Density: 1.779±0.06 g/cm3(Predicted)
• LogP: 3.20710
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 279.86935
• Heavy Atom Count: 13
• Complexity: 232

Purity/Quality:

99.90% ^*data from raw suppliers

1,4-BENZENEDICARBONYLDICHLORIDE,2-BROMO- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)Cl)Br)C(=O)Cl

Technology Process of Bromoterephthaloyl chloride

There total 3 articles about Bromoterephthaloyl chloride 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: 71.8%

2-bromo-1,4-benzenedicarboxylic acid (586-35-6) → 2-bromobenzene-1,4-dicarbonyl dichloride (13815-89-9)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; Heating;

Reference yield:

4-bromo-m-xylene (553-94-6) → 2-bromobenzene-1,4-dicarbonyl dichloride (13815-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium permanganate / water; tert-butyl alcohol / 12 h / 70 °C

2: thionyl chloride / 5 h / 100 °C

With potassium permanganate; thionyl chloride; In water; tert-butyl alcohol;

DOI:10.1021/jm2012408

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → 2-bromobenzene-1,4-dicarbonyl dichloride (13815-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: permanganate

2: PCl₅

With phosphorus pentachloride; permanganate(VII) ion;

upstream raw materials:

2-bromo-1,4-benzenedicarboxylic acid

3-bromo-4-methylbenzoic acid

4-bromo-m-xylene

Downstream raw materials:

dimethyl 2-bromoterephthalate

2-[2-Bromo-4-(dicyano-trimethylsilanyloxy-methyl)-phenyl]-2-trimethylsilanyloxy-malononitrile

diethyl 2-Bromoterephthalate

(2-bromo-1,4-phenylene) dimethyl carbinol