2-Benzoyl-5-bromobenzoic acid

Base Information

• Chemical Name: 2-Benzoyl-5-bromobenzoic acid
• CAS No.: 718620-09-8
• Molecular Formula: C14H9BrO3
• Molecular Weight: 305.128
• DSSTox Substance ID: DTXSID80567868
• Wikidata: Q82453904
• Mol file: 718620-09-8.mol

Synonyms:2-benzoyl-5-bromobenzoic acid;718620-09-8;SCHEMBL4704774;DTXSID80567868;BOLNJOOPZNLKHN-UHFFFAOYSA-N

Chemical Property of 2-Benzoyl-5-bromobenzoic acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 303.97351
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C(C=C(C=C2)Br)C(=O)O

Technology Process of 2-Benzoyl-5-bromobenzoic acid

There total 11 articles about 2-Benzoyl-5-bromobenzoic 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: 63.0%

m-bromobenzoic acid (585-76-2) + Benzoylformic acid (611-73-4) → 5-bromo-2-(phenylcarbonyl)benzoic acid (718620-09-8)

Guidance literature:

With palladium(II) trifluoroacetate; silver carbonate; In 1,2-dimethoxyethane; at 130 ℃; for 24h; chemoselective reaction; Sealed tube;

DOI:10.1021/ol400919u

Reference yield: 49.0%

4-bromophthalic anhydride (86-90-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 5-bromo-2-(phenylcarbonyl)benzoic acid (718620-09-8) + 4-bromo-2-(phenylcarbonyl)benzoic acid (412299-83-3)

Guidance literature:

4-bromophthalic anhydride; benzene; With aluminum (III) chloride; at 0 - 20 ℃; for 24h;

With water; Cooling with ice;

DOI:10.1016/j.bmc.2011.06.059

Reference yield:

2-benzoyl-5,4'-dibromo-benzil (860511-78-0) + dihydrogen peroxide (7722-84-1) → 4-Bromobenzoic acid (586-76-5) + 5-bromo-2-(phenylcarbonyl)benzoic acid (718620-09-8)

Guidance literature:

DOI:10.1021/ja01243a031

upstream raw materials:

aluminium trichloride

4-bromophthalic anhydride

benzene

2-benzoyl-5,4'-dibromo-benzil

Downstream raw materials:

N-(2-hydroxyethyl)-N-methyl-2-benzoyl-4-bromobenzamide

N-(2-hydroxyethyl)-N-methyl-2-benzoyl-5-bromobenzamide

2-benzoyl-5-(5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbonyl)benzoic acid

2-benzoyl-5-iodobenzoic acid methyl ester

Refernces

• 1、 Bovenkerk, Marcel,Esser, Birgit. "Synthesis of isoindoles by one-electron reductions of dibenzo[1,4]diazocines". . p. 775 - 785. Retrieved 2015/01/30.
• 2、 Sera, Misayo,Yamashita, Makoto,Ono, Yuujirou,Tabata, Takashi,Muto, Eigo,Ouchi, Takashi,Tawada, Hiroyuki. "Development of Large-Scale Synthesis using a Palladium-Catalyzed Cross-Coupling Reaction for an Isoquinolone Derivative as a Potent DPP-4 Inhibitor". . p. 446 - 453. Retrieved 2014/04/17.