5-Bromo-2-(carboxymethyl)benzoic acid

Base Information

• Chemical Name: 5-Bromo-2-(carboxymethyl)benzoic acid
• CAS No.: 19725-82-7
• Molecular Formula: C9H7BrO4
• Molecular Weight: 259.056
• Hs Code.: 2917399090
• European Community (EC) Number: 819-867-9
• DSSTox Substance ID: DTXSID70442837
• Nikkaji Number: J974.624B
• Wikidata: Q82260368
• Mol file: 19725-82-7.mol

Synonyms:5-bromo-2-(carboxymethyl)benzoic acid;19725-82-7;5-bromo-2-carboxymethyl-benzoic acid;MFCD11877995;SCHEMBL1400054;DTXSID70442837;VFYONOBJKYTLNC-UHFFFAOYSA-N;4-bromo-2-carboxyphenylacetic acid;2-Carboxy-4-bromobenzeneacetic acid;5-bromo-2-(carboxymethyl)benzoicacid;2-(carboxymethyl)-5-bromobenzoic acid;AB65017;DS-4025;5-bromo-2-(carboxymethyl)-benzoic acid;Benzeneacetic acid, 4-bromo-2-carboxy-;SY240905;FT-0714161;EN300-171248;A934338

Chemical Property of 5-Bromo-2-(carboxymethyl)benzoic acid

Chemical Property:

• Melting Point: 205-206 °C
• Boiling Point: 442.7±35.0 °C(Predicted)
• PKA: 3.37±0.36(Predicted)
• PSA: 74.60000
• Density: 1.779±0.06 g/cm3(Predicted)
• LogP: 1.77440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.95277
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-(carboxymethyl)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(=O)O)CC(=O)O

Technology Process of 5-Bromo-2-(carboxymethyl)benzoic acid

There total 12 articles about 5-Bromo-2-(carboxymethyl)benzoic 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%

5-amino-2-(carboxymethyl)benzoic acid (22901-69-5) → 5-Bromo-2-carboxymethyl-benzoic acid (19725-82-7)

Guidance literature:

5-amino-2-(carboxymethyl)benzoic acid; With hydrogen bromide; sodium nitrite; In water; at 5 ℃;

With hydrogen bromide; copper(I) bromide; In water; at 5 ℃;

DOI:10.1021/jm8007085

Reference yield: 58.0%

Homophthalic acid (89-51-0) → 5-Bromo-2-carboxymethyl-benzoic acid (19725-82-7)

Guidance literature:

With potassium bromate; sulfuric acid; In water; at 90 ℃; for 2.5h;

DOI:10.1039/c6ob02637k

Reference yield: 50.7%

2-(4-bromophenyl)-acetic acid (1878-68-8) → 5-Bromo-2-carboxymethyl-benzoic acid (19725-82-7)

Guidance literature:

With hydrogenchloride; aluminium trichloride; In carbon disulfide; thionyl chloride; aqueous KOH; ethyl acetate; benzene;

upstream raw materials:

2-methoxycarbonylmethyl-5-amino-benzoic acid methyl ester

(4-Brom-2-methoxycarbonyl-phenyl)-diazomethyl-keton

2,5-dibromobenzoic acid

2-(4-bromo-2-carboxyphenyl)malonic acid dimethyl ester

Downstream raw materials:

7-bromoisoquinoline-1,3(2H,4H)-dione

2-benzyloxy-7-bromoisoquinoline-1,3(2H,4H)-dione

Refernces

• 1、 Scorzelli, Francesco,Di Mola, Antonia,De Piano, Francesco,Tedesco, Consiglia,Palombi, Laura,Filosa, Rosanna,Waser, Mario,Massa, Antonio. "A systematic study on the use of different organocatalytic activation modes for asymmetric conjugated addition reactions of isoindolinones". supporting information. p. 819 - 828. Retrieved 2017/01/28.
• 2、 Tsou, Hwei-Ru,Otteng, Mercy,Tran, Tritin,Floyd Jr., M. Brawner,Reich, Marvin,Birnberg, Gary,Kutterer, Kristina,Ayral-Kaloustian, Semiramis,Ravi, Malini,Nilakantan, Ramaswamy,Grillo, Mary,McGinnis, John P.,Rabindran, Sridhar K.. "4-(Phenylaminomethylene)isoquinoline-1,3(2H,4H)-diones as potent and selective inhibitors of the cyclin-dependent kinase 4 (CDK4)". experimental part. p. 3507 - 3525. Retrieved 2009/04/07.