4-Methyl-3-oxopentanoic acid

Base Information

• Chemical Name: 4-Methyl-3-oxopentanoic acid
• CAS No.: 5650-76-0
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2918300090
• UNII: FWW4Q5U8HP
• DSSTox Substance ID: DTXSID60331463
• Nikkaji Number: J1.084.441J
• Wikipedia: Beta-Ketoisocaproic_acid
• Wikidata: Q27104036
• Metabolomics Workbench ID: 325
• Mol file: 5650-76-0.mol

Synonyms:2-methyl-3-oxovaleric acid;beta-ketoisocaproic acid

Chemical Property of 4-Methyl-3-oxopentanoic acid

Chemical Property:

• PSA: 54.37000
• LogP: 0.68620
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

95% ^*data from raw suppliers

4-Methyl-3-oxopentanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(=O)CC(=O)O

Technology Process of 4-Methyl-3-oxopentanoic acid

There total 8 articles about 4-Methyl-3-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%

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → isobutyrylacetic acid (5650-76-0)

Guidance literature:

ethyl 4-methyl-3-oxo-pentanoate; With sodium hydroxide; water; at 20 ℃; for 16h;

With hydrogenchloride; In water; pH=1 - 2;

Reference yield: 85.0%

bis(trimethylsilyl) malonate (18457-04-0) + isobutyryl chloride (79-30-1) → isobutyrylacetic acid (5650-76-0)

Guidance literature:

bis(trimethylsilyl) malonate; With n-butyllithium; In diethyl ether; hexane; at -78 - 0 ℃;

isobutyryl chloride; at 0 ℃; for 0.166667h;

DOI:10.1081/SCC-100000576

Reference yield:

Methyl 4-methyl-3-oxopentanoate (42558-54-3) → isobutyrylacetic acid (5650-76-0)

Guidance literature:

With sodium hydroxide; water; for 12h; Yield given;

upstream raw materials:

4-methyl-2-pentynoic acid

3-methyl-butan-2-one

Methyl 4-methyl-3-oxopentanoate

bis(trimethylsilyl) malonate

Downstream raw materials:

Methyl 4-methyl-3-oxopentanoate

carbon dioxide

isobutyric Acid

2-methyl-5-phenyl-6-heptene-3-one

Refernces

• 1、 -. "PANTETHEINE DERIVATIVES AND USES THEREOF". Paragraph 2121. . Retrieved 2020/06/19.
• 2、 -. "NOVEL PHARMACEUTICALS". Page/Page column 68. . Retrieved 2010/11/28.