5-methyl-4-oxo-hexanoic acid

Base Information

• Chemical Name: 5-methyl-4-oxo-hexanoic acid
• CAS No.: 41654-04-0
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918300090
• NSC Number: 331769
• UNII: GU2B5382AF
• DSSTox Substance ID: DTXSID60194474
• Nikkaji Number: J461.138A
• Wikidata: Q27279282
• Mol file: 41654-04-0.mol

Synonyms:4-Oxo-5-methylhexanoicacid;5-Methyl-4-oxohexanoic acid;NSC 331769;

Chemical Property of 5-methyl-4-oxo-hexanoic acid

Chemical Property:

• Vapor Pressure: 0.0037mmHg at 25°C
• Refractive Index: 1.441
• Boiling Point: 260.2 °C at 760 mmHg
• Flash Point: 125.4 °C
• PSA: 54.37000
• Density: 1.058 g/cm³
• LogP: 1.07630
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-4-oxohexanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)CCC(=O)O

Technology Process of 5-methyl-4-oxo-hexanoic acid

There total 19 articles about 5-methyl-4-oxo-hexanoic 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: 86.0%

1-ethyl 2,2-dimethyl-3-oxohexanedioate (69527-64-6) → 5-Methyl-4-oxohexanoic acid (41654-04-0)

Guidance literature:

With hydrogenchloride; water; for 1h; Heating;

DOI:10.1055/s-1992-26112

Reference yield: 75.0%

3-methyl-2-morpholin-4-yl-butyronitrile (409108-65-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 5-Methyl-4-oxohexanoic acid (41654-04-0)

Guidance literature:

3-methyl-2-morpholin-4-yl-butyronitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

acrylic acid methyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 72.0%

3-(4,4-dimethyl-5-keto-3-isoxazole)propionic acid (81659-65-6) → 5-Methyl-4-oxohexanoic acid (41654-04-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; acetic acid; for 2h; under 570 - 760 Torr;

upstream raw materials:

6-methyl-2,5-heptanedione

ethyl 5-methyl-4-oxohexanoate

3-isopropyl-cyclopent-2-enone

isopropylmagnesium chloride

Downstream raw materials:

methyl 5-methyl-4-oxohexanoate

(-)-(3R,7aR)-3-Phenyl-5-oxo-7a-isopropyl-2,3,5,6,7,7a-hexahydropyrrolo<2,1-b>oxazole

5-methyl-4-oxo-hexanoic acid 3-tert-butoxycarbonylmethyl-1-(4-chloro-benzoyl)-2-methyl-1H-indol-5-yl ester

(+)-N-<2-(1-Hydroxy-2(R)-phenylethyl)>-5(S)-isopropyl-2-pyrrolidinone

Refernces

• 1、 Hanari, Taiki,Shimada, Naoyuki,Kurosaki, Yasunobu,Thrimurtulu, Neetipalli,Nambu, Hisanori,Anada, Masahiro,Hashimoto, Shunichi. "Asymmetric Total Synthesis of (-)-Englerin A through Catalytic Diastereo- and Enantioselective Carbonyl Ylide Cycloaddition". supporting information. p. 11671 - 11676. Retrieved 2015/08/11.
• 2、 Pawar,Waghmare,Lokhande. "A simple synthesis of α-methyl-γ-keto acids". . p. 2549 - 2551. Retrieved 2007/10/03.