4-Bromo-2-methylbenzoic acid

Base Information

• Chemical Name: 4-Bromo-2-methylbenzoic acid
• CAS No.: 68837-59-2
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29163990
• European Community (EC) Number: 272-437-7
• NSC Number: 243710
• UNII: W689VK4N9Y
• DSSTox Substance ID: DTXSID40218940
• Nikkaji Number: J267.414I
• Wikidata: Q72446719
• Mol file: 68837-59-2.mol

Synonyms:4-Bromo-2-methylbenzoic acid;68837-59-2;2-methyl-4-bromobenzoic acid;4-BROMO-2-METHYL-BENZOIC ACID;4-Bromo-o-toluic Acid;Benzoic acid, 4-bromo-2-methyl-;W689VK4N9Y;EINECS 272-437-7;MFCD00040905;NSC-243710;4-Bromo-2-Methylbenz;4-Bromo-2-methylbenzoicacid;NSC243710;4-bromo methylbenzoic acid;methyl 4-bromobenzoic acid;SCHEMBL6360;4-bromo methyl benzoic acid;4bromo-2-methylbenzoic acid;UNII-W689VK4N9Y;2-methyl-4-bromo benzoic acid;2-methyl-4-bromo-benzoic acid;4-Bromo-2-methyl benzoic acid;DTXSID40218940;Ethylacetoacetatepropyleneglycolketal;BCP24562;CK2239;4-Bromo-2-methylbenzoic acid, 97%;AKOS005255241;AC-3341;CS-W004863;NSC 243710;PS-7948;SB38331;SY004437;A1776;AM20061235;B3337;FT-0617789;EN300-43616;A1-00378;J-508484;W-104655;Z443357522

Chemical Property of 4-Bromo-2-methylbenzoic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.000264mmHg at 25°C
• Melting Point: 180-184 °C
• Refractive Index: 1.595
• Boiling Point: 310.1 °C at 760 mmHg
• PKA: 3.63±0.25(Predicted)
• Flash Point: 141.3 °C
• PSA: 37.30000
• Density: 1.599 g/cm³
• LogP: 2.45570
• Storage Temp.: Room temperature.
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• 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

4-Bromo-2-methylbenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)Br)C(=O)O
• Uses: A building block which is used in preparation of anthranilic acids possessing antibacterial activity.

Technology Process of 4-Bromo-2-methylbenzoic acid

There total 9 articles about 4-Bromo-2-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: 93.0%

→ 4-bromo-2-methylbenzoic acid (68837-59-2)

Guidance literature:

Reference yield: 60.0%

4-bromo-2-methylbenzonitrile (67832-11-5) → 4-bromo-2-methylbenzoic acid (68837-59-2)

Guidance literature:

With potassium hydroxide; In water; Reflux;

DOI:10.1016/j.ejmech.2018.06.033

Reference yield:

p-cresol (106-44-5) → 4-bromo-2-methylbenzoic acid (68837-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AlBr₃ / CS₂

2: PBr₅

With aluminum tri-bromide; phosphorus pentabromide; In carbon disulfide;

DOI:10.1039/jr9640002258

upstream raw materials:

4-bromo-2-methylbenzonitrile

4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one

n-butyllithium

1,4-dibromo-2-methylbenzene

Downstream raw materials:

4-bromo-2-methyl-benzoic acid methyl ester

4-bromophthalic acid

4-bromo-2-methylbenzoyl chloride

4-bromo-2-methyl-5-nitro-benzoic acid

Refernces

• 1、 Kozlov, Maxim V.,Kleymenova, Alla A.,Romanova, Lyudmila I.,Konduktorov, Konstantin A.,Smirnova, Olga A.,Prasolov, Vladimir S.,Kochetkov, Sergey N.. "Benzohydroxamic acids as potent and selective anti-HCV agents". supporting information. p. 5936 - 5940. Retrieved 2013/10/22.
• 2、 Gohier, Frederic,Castanet, Anne-Sophie,Mortier, Jacques. "The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids". . p. 1501 - 1504. Retrieved 2007/10/03.