2-Bromobutyric acid

Base Information

• Chemical Name: 2-Bromobutyric acid
• CAS No.: 80-58-0
• Deprecated CAS: 2385-70-8
• Molecular Formula: C4H7BrO2
• Molecular Weight: 167.002
• Hs Code.: 29349990
• European Community (EC) Number: 201-294-5
• NSC Number: 8024
• UNII: MCO6PW23BT
• DSSTox Substance ID: DTXSID90861642
• Nikkaji Number: J38.169A
• Wikipedia: 2-bromobutyric acid
• Mol file: 80-58-0.mol

Synonyms:2-bromobutanoic acid;2-bromobutyrate;2-bromobutyrate, (+-)-isomer

Chemical Property of 2-Bromobutyric acid

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0533mmHg at 25°C
• Melting Point: -4 °C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 216.6 °C at 760 mmHg
• PKA: pK1: 2.939 (35°C)
• Flash Point: 84.8 °C
• PSA: 37.30000
• Density: 1.625 g/cm³
• LogP: 1.24450
• Storage Temp.: 2-8°C
• Solubility.: water: soluble15 part
• Water Solubility.: 66 g/L (20 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.96294
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

(±)-2-BromobutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn， C， F
• Hazard Codes: Xn,C,F
• Statements: 22-36/37/38-34-38-11
• Safety Statements: 26-28A-24-16-9-2-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCC(C(=O)O)Br
• Uses: 2-Bromobutyric acid was used in the synthesis of S-(1-carboxypropyl)-L-cysteine.

Technology Process of 2-Bromobutyric acid

There total 20 articles about 2-Bromobutyric 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: 87.0%

butyric acid (107-92-6) → 2-Bromobutyric acid (80-58-0)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; In trifluoroacetic acid; at 85 ℃; for 16h;

DOI:10.1016/S0040-4039(98)02204-7

Reference yield: 86.0%

2-aminobutanoic acid (2835-81-6) → 2-Bromobutyric acid (80-58-0)

Guidance literature:

With pyridinium polyhydrogen fluoride; potassium bromide; sodium nitrite; for 48h; Ambient temperature;

DOI:10.1002/hlca.19830660404

Reference yield: 79.0%

butyric acid (107-92-6) → 2-Bromobutyric acid (80-58-0) + rac-2,3-diethylsuccinic acid (1186-79-4)

Guidance literature:

butyric acid; With lithium diisopropyl amide; In tetrahydrofuran; at 20 - 25 ℃; Inert atmosphere;

With carbon tetrabromide; In tetrahydrofuran; at 20 - 25 ℃; Inert atmosphere;

DOI:10.1134/S1070428019100105

upstream raw materials:

butanoic acid anhydride

(2R)-2-bromobutanoic acid

bromoethylmalonic acid

silver butyrate

Downstream raw materials:

2-(1-methyl-1H-benzimidazol-2-ylmercapto)-butyric acid

2-(4-tert-butyl-phenoxy)-butyric acid

2-(2-chloro-phenoxy)-butyric acid

2-(4-tert-pentyl-phenoxy)-butyric acid

Refernces

• 1、 -. "Method for preparing alpha-bromo fatty acid ester". Paragraph 0020-0021; 0023-0024. . Retrieved 2019/04/04.
• 2、 Jiao, Lihui,Bu, Liwei,Ye, Xinyi,Zhao, Xiaowei,Jiang, Zhiyong. "Catalytic Asymmetric Conjugate Addition and Sulfenylation of Diarylthiazolidin-2,4-diones". . p. 9620 - 9629. Retrieved 2016/11/02.