4-Ketocapric acid

Base Information

• Chemical Name: 4-Ketocapric acid
• CAS No.: 4144-54-1
• Molecular Formula: C10H18O3
• Molecular Weight: 186.251
• Hs Code.: 2918300090
• Mol file: 4144-54-1.mol

Synonyms:Decanoic acid, 4-oxo-;4-oxo-1-decanoic acid;4-Oxo-decansaeure;Decanoic acid,4-oxo;4-ketodecanoic acid;4-oxo-decanoic acid;4-oxo capric acid;

Chemical Property of 4-Ketocapric acid

Chemical Property:

• PSA: 54.37000
• LogP: 2.39070

Purity/Quality:

99%, ^*data from raw suppliers

4-OxodecanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Oxodecanoic Acid is catalyzed by a novel carbonyl reductase from Serratia marcescens, SmCR, yield chiral γ- and δ-decalactones with high enantiopurity. It is one of the intermediate and minor compounds from the conversion of 12-Hydroxystearic Acid to 5-n-Hexyl-tetrahydrofuran-2-acetic Acid.Also, it is derived 4-Decanolide (D212553), which is one of the organic compounds from meat charbroiling operations studied.

Technology Process of 4-Ketocapric acid

There total 4 articles about 4-Ketocapric 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: 43.0%

R-12-hydroxyoctadecanoic acid (106-14-9,18417-00-0,36377-33-0,5762-36-7,78642-86-1,8039-23-4,27924-99-8,860114-96-1) → 5-hexyldihydro-2(3H)-furanone (706-14-9,2825-92-5) + 4-hydroxydecanoic acid (17369-51-6,30100-79-9) + 4-oxodecanoic acid (4144-54-1) + 5-n-hexyl-tetrahydrofuran-2-acetic acid

Guidance literature:

With ammonium sulfate; disodium hydrogenphosphate; potassium dihydrogenphosphate; calcium chloride; In ethanol; water; at 25 ℃; for 60h; Further byproducts given; Bacillus lentus NRRL B-14864, pH=7.2;

DOI:10.1007/BF02541090

Reference yield: 5.0%

R-12-hydroxyoctadecanoic acid (106-14-9,18417-00-0,36377-33-0,5762-36-7,78642-86-1,8039-23-4,27924-99-8,860114-96-1) → 5-hexyldihydro-2(3H)-furanone (706-14-9,2825-92-5) + 4-hydroxydecanoic acid (17369-51-6,30100-79-9) + 4-oxodecanoic acid (4144-54-1) + 6-hydroxydodecanoic acid (35875-13-9) + 5-n-hexyl-tetrahydrofuran-2-acetic acid

Guidance literature:

With ammonium sulfate; disodium hydrogenphosphate; potassium dihydrogenphosphate; calcium chloride; In ethanol; water; at 25 ℃; for 60h; Bacillus lentus NRRL B-14864, pH=7.2; other strains of bacteria;

DOI:10.1007/BF02541090

Reference yield:

oct-1-ene (111-66-0,25068-25-1) + capric anhydride (2082-76-0) → 4-oxodecanoic acid (4144-54-1) + 2-octyldecanoic acid (619-39-6) + (E)-2-Octyl-dec-3-enoic acid + (E)-2-Octyl-dec-4-enoic acid

Guidance literature:

With manganese triacetate; at 100 ℃;

upstream raw materials:

oct-1-ene

capric anhydride

R-12-hydroxyoctadecanoic acid

1-decanoic acid

Downstream raw materials:

γ-(Z)-dec-7-enlactone

(R)-5-Hexyl-dihydro-furan-2-one

(R)-4-dodecanolide

dihydro-cis-jasmone

Refernces

• 1、 Sonnet, P. E.,Lankin, M. E.,McNeill, G. P.. "Reactions of Dioxiranes with Selected Oleochemicals". . p. 199 - 204. Retrieved 2007/10/02.