2-Bromo-3-methylbenzoic acid

Base Information

• Chemical Name: 2-Bromo-3-methylbenzoic acid
• CAS No.: 53663-39-1
• Molecular Formula: C8H7 Br O2
• Molecular Weight: 215.046
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20370813
• Nikkaji Number: J3.152.498I
• Wikidata: Q72446739
• Mol file: 53663-39-1.mol

Synonyms:2-Bromo-3-methylbenzoic acid;53663-39-1;2-bromo-3-methyl-benzoic Acid;2-Bromo-m-toluic Acid;Benzoic acid, bromo-3-methyl-;MFCD00079721;SCHEMBL9504;DTXSID20370813;LSRTWJCYIWGKCQ-UHFFFAOYSA-N;BCP24535;2-Bromo-3-methylbenzoic acid, 97%;AKOS005259124;AC-4387;CS-W007601;PS-7945;SY005150;A7807;AM20060891;B3636;FT-0611418;EN300-116227;J-508232;Z1269235887

Chemical Property of 2-Bromo-3-methylbenzoic acid

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 0.000297mmHg at 25°C
• Melting Point: 135-138 ºC
• Boiling Point: 308.3°Cat760mmHg
• PKA: 2.92±0.10(Predicted)
• Flash Point: 140.2°C
• PSA: 37.30000
• Density: 1.599g/cm³
• LogP: 2.45570
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-methylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)O)Br
• Uses: 2-Bromo-3-methylbenzoic acid may be used to synthesize N-phenyl-3-methylanthranilic acid via copper-catalyzed amination reaction with aniline.

Technology Process of 2-Bromo-3-methylbenzoic acid

There total 6 articles about 2-Bromo-3-methylbenzoic acid 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: 85.0%

carbon dioxide (124-38-9,18923-20-1) + 2,3-dibromotoluene (61563-25-5) → 3-methyl-2-bromobenzoic acid (53663-39-1)

Guidance literature:

2,3-dibromotoluene; With isopropylmagnesium chloride; In tetrahydrofuran; at -40 ℃;

carbon dioxide; In tetrahydrofuran; Further stages.;

DOI:10.1002/mrc.1891

Reference yield:

3-methylantranilic acid (4389-45-1) → 3-methyl-2-bromobenzoic acid (53663-39-1)

Guidance literature:

3-methylantranilic acid; With hydrogen bromide; acetic acid; sodium nitrite; In water; for 0.166667h; Cooling with ice;

With copper(I) bromide; In water; at 50 ℃; for 3h;

Reference yield:

2-bromo-3-methyl-benzaldehyde (109179-31-9) → 3-methyl-2-bromobenzoic acid (53663-39-1)

Guidance literature:

With potassium permanganate; In water; acetone; for 1h; Yield given; Heating;

DOI:10.1246/bcsj.59.3285

upstream raw materials:

2-bromo-4-nitrotoluene

potassium cyanide

2-bromo-3-methyl-benzaldehyde

carbon dioxide

Downstream raw materials:

2-bromo-3-methylbenzoic acid chloride

2-bromo-3-methylaniline

2-Bromo-3-methyl-benzoic acid 2-hydroxy-ethyl ester

2-Bromo-3-methyl-benzoic acid 3-hydroxy-propyl ester

Refernces

• 1、 DiMichele, Lisa,Menzel, Karsten,Mills, Paul,Frantz, Doug,Nelson, Todd. "Halogen-metal exchange of 3-substituted 1,2-dibromoarenes: The use of long-range JCH coupling constants to determine regiochemistry". . p. 1041 - 1043. Retrieved 2008/02/05.