2-Oxobutanoic acid

Base Information

• Chemical Name: 2-Oxobutanoic acid
• CAS No.: 600-18-0
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 29183000
• European Community (EC) Number: 209-986-9
• NSC Number: 60533
• UNII: B92RB6HY1A
• DSSTox Substance ID: DTXSID9060524
• Nikkaji Number: J2.726J
• Wikipedia: %CE%91-Ketobutyric_acid
• Wikidata: Q209457
• Metabolomics Workbench ID: 1526
• ChEMBL ID: CHEMBL171246
• Mol file: 600-18-0.mol

Synonyms:2-ketobutyrate;2-ketobutyric acid;2-oxobutanoate;2-oxobutyrate;alpha-ketobutyric acid;alpha-ketobutyric acid, sodium salt;alpha-oxobutyric acid

Chemical Property of 2-Oxobutanoic acid

Chemical Property:

• Appearance/Colour: Colourless to almost colourless crystals
• Vapor Pressure: 0.482mmHg at 25°C
• Melting Point: 30-34 °C(lit.)
• Refractive Index: 1.3972 (estimate)
• Boiling Point: 177.8 °C at 760 mmHg
• PKA: 2.5(at 25℃)
• Flash Point: 65 °C
• PSA: 54.37000
• Density: 1.182 g/cm³
• LogP: 0.05010
• Storage Temp.: −20°C
• Solubility.: H2O: soluble0.1g/mL, clear
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

98%, ^*data from raw suppliers

2-Ketobutyric acid 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CCC(=O)C(=O)O
• Uses: A substrate for the determination of lactate dehydrogenase isoenzymes.This compound is suitable for lactate dehydrogenase (LDH) related research. 2-Oxobutyric acid (α-ketobutyric acid) may be used as an analytical reference standard for the determination of the analyte in K562 cells by high-performance liquid chromatography with fluorescence detection and in drinking water at low microgram per liter concentrations by ion chromatography technique. A substrate for the determination of lactate dehydrogenase isoenzymes.

Technology Process of 2-Oxobutanoic acid

There total 107 articles about 2-Oxobutanoic 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: 100.0%

aminocyclopropane-1-carboxylic acid (22059-21-8) → 2-Oxobutyric acid (600-18-0)

Guidance literature:

With tris(hydroxymethyl) aminomethane buffer; at 30 ℃; for 1h; ACC deaminase;

Reference yield: 95.0%

4-ethyl-4-hydroxy-3-phenylisoxazoline-5-one (80490-44-4) → 2-Oxobutyric acid (600-18-0) + benzonitrile (100-47-0)

Guidance literature:

With 2,6-dichloro-benzonitrile; In benzene; for 1h; Heating;

Reference yield: 95.0%

N-carboxy 2-amino-2-butenoic acid anhydride (80465-30-1) → 2-Oxobutyric acid (600-18-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.32.3934

upstream raw materials:

tetrachloromethane

(E)-2-bromo-2-butenoic acid

(Z)-2-bromobut-2-enoic acid

N,N-diethyl 2-ketobutyramide

Downstream raw materials:

3-methyl-2-oxo-4ξ-phenyl-but-3-enoic acid

N-hydroxy-N-phenylpropionamide

4-phenyl-3-methylquinoline-2-carboxylic acid

propionaldehyde

Refernces

• 1、 Kubala, Gregory,Martell, A. E.. "Nuclear Magnetic Resonance Investigation of the Spontaneous Decarboxylation of 2-Oxalopropionic Acid. 2. Species in Solution". . p. 7609 - 7615. Retrieved 1981.
• 2、 Diao, Shiqing,Jiang, Shuiqin,Liu, Yan,Sun, Yangyang,Wang, Hualei,Wang, Liuzhu,Wei, Dongzhi. "Rational engineering ofAcinetobacter tandoiiglutamate dehydrogenase for asymmetric synthesis ofl-homoalanine through biocatalytic cascades". . p. 4208 - 4215. Retrieved 2021/06/30.
• 3、 Sun, Bin,Shi, Rongcheng,Zhang, Kesheng,Tang, Xiaoli,Shi, Xiayue,Xu, Jiayun,Yang, Jin,Jin, Can. "Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives". supporting information. p. 6050 - 6053. Retrieved 2021/06/21.