3-Methyl-2-oxobutanoic acid

Base Information

• Chemical Name: 3-Methyl-2-oxobutanoic acid
• CAS No.: 759-05-7
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2918300090
• European Community (EC) Number: 212-065-4
• UNII: 34P71D50E0
• DSSTox Substance ID: DTXSID6061078
• Nikkaji Number: J39.558G
• Wikipedia: Alpha-Ketoisovaleric_acid
• Wikidata: Q2823217
• Metabolomics Workbench ID: 323
• ChEMBL ID: CHEMBL146554
• Mol file: 759-05-7.mol

Synonyms:2-ketoisovalerate;2-oxoisovalerate;3-methyl-2-oxobutanoate;3-methyl-2-oxobutyrate;alpha-keto-isovaleric acid;alpha-ketoisopentanoic acid;alpha-ketoisovalerate;alpha-ketoisovalerate, calcium salt;alpha-ketoisovalerate, sodium salt;alpha-ketoisovaleric acid;alpha-ketovaline;alpha-oxoisovalerate;calcium ketovaline

Chemical Property of 3-Methyl-2-oxobutanoic acid

Chemical Property:

• Melting Point: 31.5℃
• Refractive Index: 1.3850
• Boiling Point: 170.2 °C at 760 mmHg
• PKA: 2.57±0.54(Predicted)
• Flash Point: 71 °C
• PSA: 54.37000
• Density: 1.125 g/cm³
• LogP: 0.29610
• Storage Temp.: 2-8°C
• Water Solubility.: 400.6g/L(20 oC)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

2-Oxo-3-methylbutanoicacid>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)C(=O)O

Technology Process of 3-Methyl-2-oxobutanoic acid

There total 88 articles about 3-Methyl-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: 95.0%

ethyl 3-methyl-2-oxobutanoate (20201-24-5) → 3-methyl-2-ketobutanoic acid (759-05-7)

Guidance literature:

With water; lithium hydroxide; at 0 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.0c00272

Reference yield: 59.0%

2-[((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-4-isopropyl-2H-oxazol-5-one → 3-methyl-2-ketobutanoic acid (759-05-7) + D-erythrose (583-50-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)79260-4

Reference yield: 38.0%

2,5-dihydro-4-(1-methylethyl)-5-oxo-2-oxazol-propionic aldehyde → butanedial (638-37-9) + 3-methyl-2-ketobutanoic acid (759-05-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)79260-4

upstream raw materials:

pyridine

tetrachloromethane

N-Bromosuccinimide

2-hydroxy-3-methylbutanenitrile

Downstream raw materials:

5-iso-propylidenehydantoin

2-(4-Methoxybenzoylhydrazono)-3-methylbuttersaeure

2-Benzoylhydrazono-3-methylbuttersaeure

N-[(benzyloxy)carbonyl]-D-valine

Refernces

• 1、 Pickl, Mathias,Marín-Valls, Roser,Joglar, Jesús,Bujons, Jordi,Clapés, Pere. "Chemoenzymatic Production of Enantiocomplementary 2-Substituted 3-Hydroxycarboxylic Acids from l-α-Amino Acids". . p. 2866 - 2876. Retrieved 2021/04/14.
• 2、 -. "Synthesis method of 2-(9H-fluorene-9-methoxycarbonylamino)-3-methyl-2-butenoic acid". Paragraph 0006; 0009. . Retrieved 2020/12/30.