2-Oxopentanoic acid

Base Information

• Chemical Name: 2-Oxopentanoic acid
• CAS No.: 1821-02-9
• Molecular Formula: C5H8 O3
• Molecular Weight: 116.117
• Hs Code.: 2918300090
• European Community (EC) Number: 217-340-2
• UNII: 01I0OE93A7
• DSSTox Substance ID: DTXSID3021647
• Nikkaji Number: J150.812A
• Wikipedia: Alpha-Ketovaleric_acid
• Wikidata: Q4734905
• Metabolomics Workbench ID: 1528
• ChEMBL ID: CHEMBL1162544
• Mol file: 1821-02-9.mol

Synonyms:2-ketopentanoic acid;2-ketopentanoic acid, sodium salt;2-ketovalerate;alpha-ketovaleric acid

Chemical Property of 2-Oxopentanoic acid

Chemical Property:

• Melting Point: 7-9 °C(lit.)
• Refractive Index: n20/D 1.432
• Boiling Point: 88-90 °C12 mm Hg(lit.)
• PKA: 2.65±0.54(Predicted)
• Flash Point: 76.6°C
• PSA: 54.37000
• Density: 1.129g/cm³
• LogP: 0.44020
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

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

2-Oxovaleric Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C(=O)O
• Description: 2-Oxovaleric acid, also known as 2-oxovalerate or a-ketovalerate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Oxovaleric acid has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and herbs and spices. This could make 2-oxovaleric acid a potential biomarker for the consumption of these foods. 2-Oxovaleric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites.
• Uses: 2-Oxovaleric Acid can be used as a carbon source for immobilized bacteria in micro-biosensors.

Technology Process of 2-Oxopentanoic acid

There total 37 articles about 2-Oxopentanoic 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%

4-Prop-(Z)-ylidene-oxazolidine-2,5-dione (80465-31-2) → 2-oxopentanoic acid (1821-02-9)

Guidance literature:

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

DOI:10.1248/cpb.32.3934

Reference yield: 41.0%

2-hydroxyvaleric acid (617-31-2,6450-97-1) → (2R)-2-hydroxypentanoic acid (24809-83-4,6450-97-1) + 2-oxopentanoic acid (1821-02-9)

Guidance literature:

With glycolate oxidase from Spinacia oleracea; oxygen; ethylenediamine; Flavin mononucleotide; In water; for 22h;

DOI:10.1021/jo971298n

Reference yield:

2-Ethyl-3-oxo-succinic acid diethyl ester (26103-77-5) → 2-oxopentanoic acid (1821-02-9)

Guidance literature:

With sulfuric acid; und Erhitzen der mit Wasser verduennten Loesung unter Durchleiten von HCl auf 120grad;

upstream raw materials:

2-Ethyl-3-oxo-succinic acid diethyl ester

L-Norvaline

n-propylfumaric acid

2-hydroxyimino-valeric acid ethyl ester

Downstream raw materials:

ethyl 2-oxovalerate

D-norvaline

2-oxo-propionic acid

L-Norvaline

Refernces

• 1、 Ece, Hamdiye,Tange, Yuji,Yurino, Taiga,Ohkuma, Takeshi. "Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives". . p. 935 - 939. Retrieved 2021/02/22.
• 2、 Sommer-Kamann, Christina,Fries, Alexander,Mordhorst, Silja,Andexer, Jennifer N.,Müller, Michael. "Asymmetric C-Alkylation by the S-Adenosylmethionine-Dependent Methyltransferase SgvM". supporting information. p. 4033 - 4036. Retrieved 2017/03/27.