2-(4-Bromophenyl)succinic acid

Base Information

• Chemical Name: 2-(4-Bromophenyl)succinic acid
• CAS No.: 71471-40-4
• Molecular Formula: C₁₀H₉BrO₄
• Molecular Weight: 273.083
• Hs Code.: 2917399090
• European Community (EC) Number: 895-617-2
• Nikkaji Number: J1.561.941D
• Mol file: 71471-40-4.mol

Synonyms:71471-40-4;2-(4-Bromophenyl)succinic acid;(4-BROMOPHENYL)SUCCINIC ACID;2-(4-bromophenyl)butanedioic acid;2-(4-Bromo-phenyl)-succinic acid;MFCD06656575;2-(4-Bromophenyl)succinicacid;(4-BROMOPHENYL)SUCCINICACID;SCHEMBL9468277;AB1264;AKOS015835656;AB25539;NS-04409;2-(4-BROMOPHENYL)-BUTANEDIOIC ACID;2-(4-Bromophenyl)succinic acid, AldrichCPR;EN300-704758;A837193

Chemical Property of 2-(4-Bromophenyl)succinic acid

Chemical Property:

• Vapor Pressure: 2.65E-06mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 375.4 °C at 760 mmHg
• Flash Point: 180.8 °C
• PSA: 74.60000
• Density: 1.691 g/cm³
• LogP: 2.09200
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.96842
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

98%min ^*data from raw suppliers

(4-Bromophenyl)succinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)C(=O)O)Br

Technology Process of 2-(4-Bromophenyl)succinic acid

There total 5 articles about 2-(4-Bromophenyl)succinic 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: 84.6%

4-Bromophenylacetonitrile (16532-79-9) + chloroacetic acid (79-11-8) → 2-(4-bromophenyl)succinic acid (71471-40-4)

Guidance literature:

chloroacetic acid; With potassium carbonate; In N,N-dimethyl-formamide;

4-Bromophenylacetonitrile; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 2h;

With sodium hydroxide; for 16h; Heating;

DOI:10.1055/s-2001-15235

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 2-(4-bromophenyl)succinic acid (71471-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOEt / ethanol

2: (i) EtOH, (ii) aq. HCl

With sodium ethanolate; In ethanol;

DOI:10.1039/j29680000901

Reference yield:

maleic anhydride (108-31-6) + 4-bromobenzenediazonium tetrafluoroborate (673-40-5) → 2-(4-bromophenyl)succinic acid (71471-40-4)

Guidance literature:

With sodium hydroxide; titanium(III) chloride; Yield given. Multistep reaction; 2.) cetone, 20 deg C, 2 h;

DOI:10.1055/s-1986-31593

upstream raw materials:

ethyl 3-(4-bromophenyl)-2-cyanoacrylate

potassium cyanide

maleic anhydride

4-bromobenzenediazonium tetrafluoroborate

Refernces

• 1、 Citterio, Attilio,Cominelli, Alberto,Bonavoglia, Francesco. "Reductive Arylation of Maleic and Fumaric Acid Derivatives by Arenediazonium and Titanium(III) Salts". . p. 308 - 309. Retrieved 2007/10/02.