Methyl 3-bromo-2-methylbenzoate

Base Information

• Chemical Name: Methyl 3-bromo-2-methylbenzoate
• CAS No.: 99548-54-6
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• European Community (EC) Number: 807-742-1
• DSSTox Substance ID: DTXSID20513208
• Wikidata: Q72488634
• Mol file: 99548-54-6.mol

Synonyms:METHYL 3-BROMO-2-METHYLBENZOATE;99548-54-6;3-BROMO-2-METHYL-BENZOIC ACID METHYL ESTER;3-Bromo-2-methylbenzoic Acid Methyl Ester;methyl3-bromo-2-methylbenzoate;MFCD09031772;BENZOIC ACID, 3-BROMO-2-METHYL-, METHYL ESTER;3-Bromo-o-toluic Acid Methyl Ester;Methyl 3-Bromo-o-toluate;SCHEMBL257409;BENZOIC ACID,3-BROMO-2-METHYL-, METHYL ESTER;methyl?3-bromo-2-methylbenzoate;DTXSID20513208;MKQQTCSBXHAYQL-UHFFFAOYSA-N;BCP24540;AKOS014882717;AC-9419;AM82976;CS-W005509;AS-11290;SY011043;FT-0663774;M2543;EN300-211828;J-522152

Chemical Property of Methyl 3-bromo-2-methylbenzoate

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 29 °C
• Boiling Point: 256.264 °C at 760 mmHg
• Flash Point: 108.785 °C
• PSA: 26.30000
• Density: 1.434 g/cm³
• LogP: 2.54410
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

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

3-Bromo-2-methylbenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1Br)C(=O)OC
• Uses: 3-Bromo-2-methylbenzoic Acid Methyl Ester is a compound useful in organic synthesis.

Technology Process of Methyl 3-bromo-2-methylbenzoate

There total 10 articles about Methyl 3-bromo-2-methylbenzoate 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%

3-bromo-2-methylbenzoic acid (76006-33-2) + methyl iodide (74-88-4) → methyl 3-bromo-2-methylbenzoate (99548-54-6)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 99.9%

methanol (67-56-1) + 3-bromo-2-methylbenzoic acid (76006-33-2) → methyl 3-bromo-2-methylbenzoate (99548-54-6)

Guidance literature:

With thionyl chloride; at 70 ℃; for 1.5h;

Reference yield: 98.0%

3-bromo-2-methylbenzoic acid (76006-33-2) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3-bromo-2-methylbenzoate (99548-54-6)

Guidance literature:

In methanol; hexane; dichloromethane; at -5 ℃; for 1h;

DOI:10.1021/jm900683d

upstream raw materials:

methanol

3-bromo-2-methylbenzoic acid chloride

3-bromo-2-methylbenzoic acid

5-bromo-2-methylbenzoic acid

Downstream raw materials:

methyl 2-bromomethyl-5-bromobenzoate

methyl 3-bromo-2-(bromomethyl)benzoate

3-bromo-2-methylbenzyl alcohol

2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxyIic acid

Refernces

• 1、 Yang, Yang,Wang, Ke,Chen, Hao,Feng, Zhiqiang. "Design, synthesis, evaluation, and SAR of 4-phenylindoline derivatives, a novel class of small-molecule inhibitors of the programmed cell death-1/ programmed cell death-ligand 1 (PD-1/PD-L1) interaction". . . Retrieved 2020/12/04.
• 2、 Wang, Siyuan,Zhou, Yangkun,Huang, Hanmin. "Palladium-Catalyzed Tandem Carbonylative Diels-Alder Reaction for Construction of Bridged Polycyclic Skeletons". supporting information. p. 2125 - 2129. Retrieved 2021/04/05.