4-Amino-3-bromo-5-methylbenzoic acid

Base Information

• Chemical Name: 4-Amino-3-bromo-5-methylbenzoic acid
• CAS No.: 860787-42-4
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• ChEMBL ID: CHEMBL1548267
• DSSTox Substance ID: DTXSID10405481
• Wikidata: Q82210054
• Mol file: 860787-42-4.mol

Synonyms:4-amino-3-bromo-5-methylbenzoic acid;860787-42-4;4-amino-3-bromo-5-methylbenzenecarboxylic acid;4-amino-3-bromo-5-methyl-benzoic Acid;MLS000736240;CHEMBL1548267;DTXSID10405481;PVGKGOMPWNLCEV-UHFFFAOYSA-N;HMS2644F04;MFCD05975057;AKOS000109243;AT32334;SB80643;SMR000338490;BB 0246087;CS-0192928;SR-01000307516;12X-0821;SR-01000307516-1

Chemical Property of 4-Amino-3-bromo-5-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 3.64E-06mmHg at 25°C
• Boiling Point: 371.1°C at 760 mmHg
• Flash Point: 178.3°C
• PSA: 63.32000
• Density: 1.682g/cm³
• LogP: 2.61910
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3-bromo-5-methylbenzoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)Br)C(=O)O

Technology Process of 4-Amino-3-bromo-5-methylbenzoic acid

There total 2 articles about 4-Amino-3-bromo-5-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: 78.3%

4-amino 3-methylbenzoic acid (2486-70-6) → 4-amino-3-bromo-5-methylbenzoic acid (860787-42-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1007/s13738-012-0176-2

Reference yield:

3-methyl-4-nitrobenzoic acid (3113-71-1) → 4-amino-3-bromo-5-methylbenzoic acid (860787-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 30 - 45 °C / 750.08 - 7500.75 Torr / Autoclave

2: bromine / methanol / 0 - 10 °C

With palladium 10% on activated carbon; hydrogen; bromine; In methanol;

Reference yield:

4-amino-3-bromo-5-methylbenzoic acid (860787-42-4) → 4-amino-3-bromo-N-5-dimethylbenzamide

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / Reflux

2: tetrahydrofuran / 20 °C

With thionyl chloride; In tetrahydrofuran;

DOI:10.1007/s13738-012-0176-2

upstream raw materials:

4-amino 3-methylbenzoic acid

3-methyl-4-nitrobenzoic acid

Refernces

• 1、 Dong, Wei-Li,Xu, Jun-Ying,Xiong, Li-Xia,Li, Zheng-Ming. "Synthesis, structure and insecticidal activity of some novel amides containing N-pyridylpyrazole". . p. 429 - 437. Retrieved 2013/07/27.