2-Bromo-5-methoxybenzoyl chloride

Base Information

• Chemical Name: 2-Bromo-5-methoxybenzoyl chloride
• CAS No.: 56658-04-9
• Molecular Formula: C8H6BrClO2
• Molecular Weight: 249.491
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60381827
• Nikkaji Number: J1.177.112B
• Wikidata: Q82172924
• Mol file: 56658-04-9.mol

Synonyms:2-bromo-5-methoxybenzoyl chloride;56658-04-9;2-bromo-5-methoxybenzene-1-carbonyl chloride;Benzoyl chloride, 2-bromo-5-methoxy-;2-BROMO-5-METHOXYBENZOYLCHLORIDE;SCHEMBL227584;DTXSID60381827;RZCQJXVXRYIJQE-UHFFFAOYSA-N;2-bromo-5-methoxy-benzoyl chloride;MFCD00219937;2-bromanyl-5-methoxy-benzoyl chloride;AKOS009156375;2-Bromo-5-methoxybenzoic acid chloride;FT-0611490;2-bromo-5-methoxybenzoyl chloride, AldrichCPR;A831138

Chemical Property of 2-Bromo-5-methoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 299.2 °C at 760 mmHg
• Flash Point: 134.8 °C
• PSA: 26.30000
• Density: 1.598 g/cm³
• LogP: 2.83670
• Sensitive.: Moisture Sensitive
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 247.92397
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-methoxybenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 34-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)Br)C(=O)Cl

Technology Process of 2-Bromo-5-methoxybenzoyl chloride

There total 5 articles about 2-Bromo-5-methoxybenzoyl 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: 100.0%

2-bromo-5-methoxy-benzoic acid (22921-68-2) → 2-bromo-5-methoxybenzoyl chloride (56658-04-9)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 70 ℃; for 14h; Inert atmosphere;

DOI:10.1002/anie.201914864

Reference yield:

oxalyl dichloride (79-37-8) + 2-bromo-5-methoxy-benzoic acid (22921-68-2) → 2-bromo-5-methoxybenzoyl chloride (56658-04-9)

Guidance literature:

N,N-dimethyl-formamide; In dichloromethane;

Reference yield:

3-Methoxybenzoic acid (586-38-9) → 2-bromo-5-methoxybenzoyl chloride (56658-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Br₂ / acetic acid

2: 98 percent / SOCl₂ / 18 h / Heating

With thionyl chloride; bromine; In acetic acid;

upstream raw materials:

2-bromo-5-methoxy-benzoic acid

3-Methoxybenzoic acid

1-methoxy-3-methyl-benzene

oxalyl dichloride

Downstream raw materials:

2-(2-bromo-5-methoxybenzoyl)-1-ethylidene-1,2,3,4-tetrahydro-6-methoxyisoquinoline

2-(2-bromo-5-methoxybenzoyl)-1,2,3,4-tetrahydro-6-methoxy-1-propylidene-isoquinoline

2-bromo-N-(diphenyl-phosphinoylmethyl)-5-methoxy-N-(4-methoxy-benzyl)-benzamide

methyl 3-[(2-bromo-5-methoxybenzoyl)amino]-4-methylbenzoate

Refernces

• 1、 Chen, Duo-Zhi,Fan, Shi-Rui,Yang, Bi-Juan,Yao, Huo-Chun,Wang, Yi-Ting,Cai, Jie-Yun,Jing, Chen-Xu,Pan, Zi-Hao,Luo, Miao,Yuze, Yan-Qiu,Liu, Guang-Jin,Hao, Xiao-Jiang. "Phenanthridine Derivative Host Heat Shock Cognate 70 Down-Regulators as Porcine Epidemic Diarrhea Virus Inhibitors". . p. 1175 - 1184. Retrieved 2021/05/05.
• 2、 Li, Hengxu,Chen, Jiachang,Dong, Jueqi,Kong, Wangqing. "Ni-Catalyzed Reductive Arylcyanation of Alkenes". supporting information. p. 6466 - 6470. Retrieved 2021/08/23.