4-(2-bromoacetyl)benzoic Acid

Base Information

• Chemical Name: 4-(2-bromoacetyl)benzoic Acid
• CAS No.: 20099-90-5
• Molecular Formula: C9H7 Br O3
• Molecular Weight: 243.057
• Hs Code.: 2918300090
• European Community (EC) Number: 673-032-1
• DSSTox Substance ID: DTXSID90373578
• Nikkaji Number: J2.450.598G
• Wikidata: Q82161778
• Mol file: 20099-90-5.mol

Synonyms:4-(2-bromoacetyl)benzoic Acid;20099-90-5;4-(2-bromo-acetyl)-benzoic acid;4-(bromoacetyl)benzoic acid;Benzoic acid, 4-(bromoacetyl)-;MFCD00229872;4-(2-bromoacetyl) benzoic acid;2-Bromo-4'-(hydroxycarbonyl)acetophenone;p-bromoacetylbenzoic acid;4-bromoacetylbenzoic acid;4-Carboxyphenacyl bromide;4-(2-bromoacetyl)benzoicAcid;SCHEMBL247615;4-(2-bromoacetyl)-benzoic acid;DTXSID90373578;ZMHLKKVZTJBBHK-UHFFFAOYSA-N;Benzoic acid, 4-(2-bromoacetyl)-;AKOS015958950;AM83121;CS-W005259;DS-17176;SY101265;FT-0648003;A848477;2-BroMo-4'-(hydroxycarbonyl)acetophenone;4-(2-BROMOACETYL) BENZOIC ACID

Chemical Property of 4-(2-bromoacetyl)benzoic Acid

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 224-225℃ (methanol )
• Refractive Index: 1.611
• Boiling Point: 386.2°C at 760 mmHg
• PKA: 3.68±0.10(Predicted)
• Flash Point: 187.3°C
• PSA: 54.37000
• Density: 1.657g/cm³
• LogP: 1.96240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.95786
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-Bromoacetyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CBr)C(=O)O
• Uses: A phenacyl bromide

Technology Process of 4-(2-bromoacetyl)benzoic Acid

There total 5 articles about 4-(2-bromoacetyl)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: 84.0%

4-acetyl-benzoic acid (586-89-0) → 4-(2-bromoacetyl)benzoic acid (20099-90-5)

Guidance literature:

4-acetyl-benzoic acid; With acetic acid; at 70 ℃;

With bromine; In acetic acid; at 20 ℃; Further stages.;

DOI:10.1021/ja9939441

Reference yield:

C9H9BrO3 → 4-(2-bromoacetyl)benzoic acid (20099-90-5)

Guidance literature:

With oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid; In water; acetonitrile; at 25 - 30 ℃; for 10h;

DOI:10.1016/j.tet.2017.08.019

Reference yield:

para-bromoacetophenone (99-90-1) → 4-(2-bromoacetyl)benzoic acid (20099-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate; propylene oxide / octacarbonyldicobalt / methanol / Heating

1.2: 74 percent / KOH / methanol / Heating

2.1: 76 percent / Br₂; acetic acid

With bromine; potassium carbonate; acetic acid; methyloxirane; dicobalt octacarbonyl; In methanol;

DOI:10.1134/S1070427207040106

upstream raw materials:

4-acetyl-benzoic acid

para-bromoacetophenone

4-cyanophenyl methyl ketone

4-ethenylbenzoic acid

Downstream raw materials:

2-{[2-(4-carboxyphenyl)-2-oxoethyl]thio}benzoic acid

4-(2-aminothiazol-4-yl)benzoic acid

4-(2-morpholin-4-yl-thiazol-4-yl)-benzoic acid

4-[2-(4-methyl-piperazin-1-ylamino)-thiazol-4-yl]-benzoic acid

Refernces

• 1、 Nian, Si-Yun,Wang, Guo-Ping,Jiang, Zheng-Li,Xiao, Ying,Huang, Mo-Han,Zhou, Yi-Huan,Tan, Xiang-Duan. "Synthesis and biological evaluation of novel SIPI-7623 derivatives as farnesoid X receptor (FXR) antagonists". . p. 1 - 15. Retrieved 2018/07/13.
• 2、 Takrouri, Khuloud,Chen, Ting,Papadopoulos, Evangelos,Sahoo, Rupam,Kabha, Eihab,Chen, Han,Cantel, Sonia,Wagner, Gerhard,Halperin, Jose A.,Aktas, Bertal H.,Chorev, Michael. "Structure-activity relationship study of 4EGI-1, small molecule eIF4E/eIF4G protein-protein interaction inhibitors". . p. 361 - 377. Retrieved 2014/04/17.