Methyl 2-Bromo-5-chlorobenzoate

Base Information

• Chemical Name: Methyl 2-Bromo-5-chlorobenzoate
• CAS No.: 27007-53-0
• Molecular Formula: C8H6BrClO2
• Molecular Weight: 249.491
• Hs Code.: 29163990
• European Community (EC) Number: 640-830-6
• NSC Number: 132246
• DSSTox Substance ID: DTXSID70299702
• Nikkaji Number: J340.470F
• Wikidata: Q72488442
• Mol file: 27007-53-0.mol

Synonyms:Methyl 2-Bromo-5-chlorobenzoate;27007-53-0;2-Bromo-5-chlorobenzoic Acid Methyl Ester;METHYL2-BROMO-5-CHLOROBENZOATE;Benzoic acid, 2-bromo-5-chloro-, methyl ester;MFCD00144763;NSC132246;SCHEMBL852809;AMY613;methyl-2-bromo-5-chlorobenzoate;DTXSID70299702;BIECSXCXIXHDBC-UHFFFAOYSA-N;methyl 2-bromo-5-chloro-benzoate;CL8528;AKOS005257845;CS-W007971;NSC-132246;PS-7498;SY018973;FT-0653503;M2033;A818834

Chemical Property of Methyl 2-Bromo-5-chlorobenzoate

Chemical Property:

• Vapor Pressure: 0.00427mmHg at 25°C
• Melting Point: 37-40 °C
• Refractive Index: 1.564
• Boiling Point: 278.4 °C at 760 mmHg
• Flash Point: 122.2 °C
• PSA: 26.30000
• Density: 1.604g/cm³
• LogP: 2.88910
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.1
• 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

Methyl 2-Bromo-5-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/22-36/37/38
• Safety Statements: 36/37/39-45-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)Cl)Br
• Uses: Methyl 2-bromo-5-chlorobenzoate is used as pharmaceutical intermediate.

Technology Process of Methyl 2-Bromo-5-chlorobenzoate

There total 8 articles about Methyl 2-Bromo-5-chlorobenzoate 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-chlorobenzoic acid (21739-93-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl-2-bromo-5-chlorobenzoate (27007-53-0)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 99.0%

methanol (67-56-1) + 2-bromo-5-chlorobenzoic acid (21739-93-5) → methyl-2-bromo-5-chlorobenzoate (27007-53-0)

Guidance literature:

With acetyl chloride; at 65 ℃; Inert atmosphere;

DOI:10.1128/AAC.00670-16

Reference yield: 92.0%

2-bromo-5-chlorobenzoic acid (21739-93-5) → methyl-2-bromo-5-chlorobenzoate (27007-53-0)

Guidance literature:

With hydrogenchloride; In methanol;

upstream raw materials:

methanol

2-bromo-5-chlorobenzoic acid

oxalyl dichloride

dimethyl sulfate

Downstream raw materials:

2-bromo-5-chlorobenzyl alcohol

5-chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester

methyl 5-chloro-2-cyanobenzoate

methyl 2-acetyl-5-chlorobenzoate

Refernces

• 1、 Wen, Zhen-Kang,Ge, Xiao-Min,Zhao, Ze-Kai,Chao, Jian-Bin. "Palladium/Acid Relay Catalyzed Tandem Heck Coupling/6-Endo Cyclization between ortho-Halogenated Benzoates and Unactivated Terminal Alkenes for the Synthesis of 1-Isochromanones". supporting information. p. 983 - 988. Retrieved 2019/01/30.
• 2、 Mancuso, Raffaella,Pomelli, Christian C.,Malafronte, Francesco,Maner, Asif,Marino, Nadia,Chiappe, Cinzia,Gabriele, Bartolo. "Divergent syntheses of iodinated isobenzofuranones and isochromenones by iodolactonization of 2-alkynylbenzoic acids in ionic liquids". supporting information. p. 4831 - 4841. Retrieved 2017/07/10.