3-Bromo-2-methylbenzoic acid

Base Information

• Chemical Name: 3-Bromo-2-methylbenzoic acid
• CAS No.: 76006-33-2
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29163990
• European Community (EC) Number: 630-127-2
• DSSTox Substance ID: DTXSID40370815
• Nikkaji Number: J1.240.924I
• Wikidata: Q72446717
• Mol file: 76006-33-2.mol

Synonyms:3-Bromo-2-methylbenzoic acid;76006-33-2;3-Bromo-o-toluic Acid;2-methyl-3-bromobenzoic acid;3-bromo-2-methyl-benzoic Acid;BENZOIC ACID, 3-BROMO-2-METHYL-;MFCD00270097;3-Bromo-2-methyl benzoic acid;Bromo-methylbenzoic acid;3-bromo-2-methybenzoic acid;SCHEMBL211283;3-brorno-2-methylbenzoic acid;DTXSID40370815;BJGKVCKGUBYULR-UHFFFAOYSA-N;BCP15096;STR08657;CK2194;STL497499;3-Bromo-2-methylbenzoic acid, 97%;3-bromo-2-methylbenzenecarboxylic acid;AKOS005258291;CS-W001089;PS-7949;AC-19501;SY004585;A9647;AM20041129;B3221;FT-0602332;EN300-86164;A852295;AN-652/43422922;J-511884;Z1258930119

Chemical Property of 3-Bromo-2-methylbenzoic acid

Chemical Property:

• Appearance/Colour: White to orange or brown powder
• Vapor Pressure: 0.000177mmHg at 25°C
• Melting Point: 152-156 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 316.1 °C at 760 mmHg
• PKA: 3.56±0.10(Predicted)
• Flash Point: 145 °C
• PSA: 37.30000
• Density: 1.599 g/cm³
• LogP: 2.45570
• Storage Temp.: Room temperature.
• Sensitive.: Light Sensitive/Air Sensitive
• Solubility.: Soluble in chloroform, methanol
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1Br)C(=O)O
• Uses: 3-Bromo-2-methylbenzoic Acid is a disubstituted benzoic acid used in the preparation of various biologically active compounds such as α-2 adrenoceptor agonists, Smootherned receptor anatogonists and H IV-1 entry inhibitors. 3-Bromo-2-methylbenzoic Acid is a disubstituted benzoic acid used in the preparation of various biologically active compounds such as α-2 adrenoceptor agonists, Smoothened receptor anatogonists and HIV-1 entry inhibitors. 3-Bromo-2-methylbenzoic acid may be used to synthesize 4-(bromoacetyl)isoindolin-1-one and isocoumarins.

Technology Process of 3-Bromo-2-methylbenzoic acid

There total 12 articles about 3-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: 96.2%

methyl 3-bromo-2-methylbenzoate (99548-54-6) → 3-bromo-2-methylbenzoic acid (76006-33-2)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 25 ℃; for 16h;

Reference yield: 44.0%

m-bromobenzoic acid (585-76-2) + 2,2,6,6-tetramethylpiperidinyl-lithium (38227-87-1) + methyl iodide (74-88-4) → 3-bromo-2-methylbenzoic acid (76006-33-2) + 3-(2,2,6,6-tetramethylpiperidino)benzoic acid + 4-(2,2,6,6-tetramethylpiperidino)benzoic acid

Guidance literature:

m-bromobenzoic acid; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -50 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at -50 - 20 ℃; Further stages.;

DOI:10.1021/jo026514t

Reference yield:

ortho-methylbenzoic acid (118-90-1) → 3-bromo-2-methylbenzoic acid (76006-33-2) + 5-bromo-2-methylbenzoic acid (79669-49-1)

Guidance literature:

With bromine; iron; at 0 - 20 ℃;

upstream raw materials:

3-bromophenacyl-2-methylpyridinium bromide

3'-bromo-2'-methylbenzonitrile

m-bromobenzoic acid

2,2,6,6-tetramethylpiperidinyl-lithium

Downstream raw materials:

3-bromo-2-methyl-benzoic acid ethyl ester

3-bromo-2-methylbenzoic acid chloride

3-bromo-2-ethylbenzoic acid

methyl 3-bromo-2-methylbenzoate

Refernces

• 1、 -. "HPK1 ANTAGONISTS AND USES THEREOF". Paragraph 1473. . Retrieved 2021/03/19.
• 2、 Saint-Louis, Carl Jacky,Shavnore, Renée N.,McClinton, Caleb D. C.,Wilson, Julie A.,Magill, Lacey L.,Brown, Breanna M.,Lamb, Robert W.,Webster, Charles Edwin,Schrock, Alan K.,Huggins, Michael T.. "Synthesis, computational, and spectroscopic analysis of tunable highly fluorescent BN-1,2-azaborine derivatives containing the N-BOH moiety". . p. 10172 - 10183. Retrieved 2017/12/26.