(R)-2-Bromobutyric Acid

Base Information

• Chemical Name: (R)-2-Bromobutyric Acid
• CAS No.: 2681-94-9
• Molecular Formula: C4H7BrO2
• Molecular Weight: 167.002
• Hs Code.: 2915900090
• European Community (EC) Number: 865-437-9
• UNII: 1535W1QTHB
• Nikkaji Number: J9.303C
• Mol file: 2681-94-9.mol

Synonyms:2681-94-9;(R)-2-BROMOBUTANOIC ACID;(R)-2-Bromobutyric Acid;(2R)-2-Bromobutanoic Acid;Butanoic acid, 2-bromo-, (2R)-;D-2-Bromobutanoic Acid;(R)-alpha-Bromobutyric acid;D-2-Bromobutyric acid;alpha-Bromobutyric acid, (R)-;UNII-1535W1QTHB;1535W1QTHB;alpha-Bromobutyric acid, (+)-;MFCD00210111;r-bromo-n-butyric acid;SCHEMBL1730691;[R,(+)]-2-Bromobutyric acid;AMY2458;YAQLSKVCTLCIIE-GSVOUGTGSA-N;AKOS000283827;(R)-.ALPHA.-BROMOBUTYRIC ACID;.ALPHA.-BROMOBUTYRIC ACID, (R)-;AS-60265;.ALPHA.-BROMOBUTYRIC ACID, (+)-;BB 0262646;CS-0142640;A20606;P18634;J-016557;Q27251681

Chemical Property of (R)-2-Bromobutyric Acid

Chemical Property:

• Boiling Point: 216.6 °C at 760 mmHg
• PKA: 2.95±0.10(Predicted)
• Flash Point: 84.8 °C
• PSA: 37.30000
• Density: 1.625 g/cm³
• LogP: 1.24450
• Storage Temp.: Refrigerator
• 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:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)O)Br
• Isomeric SMILES: CC[C@H](C(=O)O)Br

Technology Process of (R)-2-Bromobutyric Acid

There total 10 articles about (R)-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: 78.0%

L-2-aminobutyric acid (1492-24-6) → (S)-2-bromobutanoic acid (80-58-0,2385-70-8,2681-94-9,32659-49-7)

Guidance literature:

With sulfuric acid; potassium bromide; sodium nitrite; at -5 ℃; for 1.5h;

DOI:10.1021/jo00360a015

Reference yield: 47.0%

methyl bromo-crotonate (17642-18-1,36297-23-1,22966-48-9) → (S)-2-bromobutanoic acid (80-58-0,2385-70-8,2681-94-9,32659-49-7)

Guidance literature:

With D-glucose; In ethanol; water; at 30 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Microbiological reaction;

DOI:10.1021/op200086t

Reference yield:

(2S)-2-hydroxybutanoic acid (3347-90-8) → (2R)-2-bromobutanoic acid (2681-94-9)

Guidance literature:

With phosphorus pentabromide;

upstream raw materials:

(2S)-2-hydroxybutanoic acid

phosphorus pentabromide

(E)-α-bromocrotonate de methyle

L-2-aminobutyric acid

Downstream raw materials:

methyl (R)-2-bromobutanoate

L-2-aminobutyric acid

(S)-2-mercaptobutanoic acid

2-Bromobutyric acid

Refernces

• 1、 Liu, Weiguo,Liu, Kun,Wood, Harold B.,McCann, Margaret E.,Doebber, Thomas W.,Chang, Ching H.,Akiyama, Taro E.,Einstein, Monica,Berger, Joel P.,Meinke, Peter T.. "Discovery of a peroxisome proliferator activated receptor γ (PPARγ) modulator with balanced PPARα activity for the treatment of type 2 diabetes and dyslipidemia". supporting information; experimental part. p. 4443 - 4453. Retrieved 2010/03/02.
• 2、 Ferorelli,Loiodice,Tortorella,Amoroso,Bettoni,Conte- Camerino,De Luca. "Isosteres of chiral clofibric acid analogs: Synthesis, resolution, absolute configuration and HPLC detection of the optical purity". . p. 367 - 374. Retrieved 2007/10/03.