2-(Acetyloxy)-5-bromobenzoic acid

Base Information

• Chemical Name: 2-(Acetyloxy)-5-bromobenzoic acid
• CAS No.: 1503-53-3
• Molecular Formula: C9H7 Br O4
• Molecular Weight: 259.056
• Hs Code.: 2918990090
• NSC Number: 2400
• UNII: BZU1717ONV
• DSSTox Substance ID: DTXSID1074541
• Nikkaji Number: J7.503E
• Wikidata: Q27274988
• ChEMBL ID: CHEMBL2260706
• Mol file: 1503-53-3.mol

Synonyms:2-bromoacetoxybenzoic acid;bromoaspirin

Chemical Property of 2-(Acetyloxy)-5-bromobenzoic acid

Chemical Property:

• Vapor Pressure: 4.46E-06mmHg at 25°C
• Melting Point: 60°C
• Refractive Index: 1.4490 (estimate)
• Boiling Point: 368.4°Cat760mmHg
• Flash Point: 176.6°C
• PSA: 63.60000
• Density: 1.662g/cm³
• LogP: 2.07260
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.95277
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

99%, ^*data from raw suppliers

2-(Acetyloxy)-5-bromobenzoicacid 92% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1)Br)C(=O)O

Technology Process of 2-(Acetyloxy)-5-bromobenzoic acid

There total 4 articles about 2-(Acetyloxy)-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: 98.0%

5-bromosalicyclic acid (89-55-4) + acetyl chloride (75-36-5) → 2-acetyloxy-5-bromobenzoic acid (1503-53-3)

Guidance literature:

With pyridine; In dichloromethane;

Reference yield: 92.0%

5-bromosalicyclic acid (89-55-4) + acetic anhydride (108-24-7) → 2-acetyloxy-5-bromobenzoic acid (1503-53-3)

Guidance literature:

With sulfuric acid; In water; at 20 ℃; for 0.666667h;

Reference yield: 89.0%

5-bromosalicyclic acid (89-55-4) → 2-acetyloxy-5-bromobenzoic acid (1503-53-3)

Guidance literature:

With sodium chloride; sulfuric acid; acetic anhydride; In water; ethyl acetate;

upstream raw materials:

5-bromosalicyclic acid

acetic anhydride

acetyl chloride

Downstream raw materials:

2-acetoxy-5-bromo-benzoyl chloride

2-hydroxy-3-acetyl-5-bromobenzoic acid

6-bromo-2-methyl-4H-chromen-4-one

diethyl 2-{hydroxy[5-bromo-2-(acetoxy)phenyl]methylene}malonate

Refernces

• 1、 Liu, Yanfei,Long, Shuo,Zhang, Shanshan,Tan, Yifu,Wang, Ting,Wu, Yuwei,Jiang, Ting,Liu, Xiaoqin,Peng, Dongming,Liu, Zhenbao. "Synthesis and antioxidant activities of berberine 9-: O -benzoic acid derivatives". . p. 17611 - 17621. Retrieved 2021/05/29.
• 2、 Solanko, Katarzyna A.,Bond., Andrew D.. "Influence of impurities on the crystallisation of 5-X-aspirin and 5-X-aspirin anhydride polymorphs (X = Cl, Br, Me)". experimental part. p. 6991 - 6996. Retrieved 2012/05/31.