2-Oxooctanoic acid

Base Information

• Chemical Name: 2-Oxooctanoic acid
• CAS No.: 328-51-8
• Molecular Formula: C8H14 O3
• Molecular Weight: 158.197
• Hs Code.: 2918300090
• European Community (EC) Number: 206-331-9
• NSC Number: 950
• UNII: 8C9DFX8ABB
• DSSTox Substance ID: DTXSID90186468
• Nikkaji Number: J193.749I
• Wikidata: Q83057764
• Metabolomics Workbench ID: 1540
• Mol file: 328-51-8.mol

Synonyms:2-Oxooctanoic acid;328-51-8;2-keto-n-caprylic acid;Octanoic acid, 2-oxo-;alpha-KETOCAPRYLIC ACID;2-oxo-octanoic acid;alpha-Ketooctanoic acid;.alpha.-Ketocaprylic acid;8C9DFX8ABB;NSC-950;EINECS 206-331-9;2-Oxocaprylate;2-Oxocaprylic acid;2-ketooctanoic acid;alpha-KETOCAPRYLATE;2-OXOOCTANOICACID;UNII-8C9DFX8ABB;2-oxidanylideneoctanoic acid;2-keto-3-deoxyoctanoic acid;SCHEMBL284705;2-OXO-N-OCTANOIC ACID;NSC950;.ALPHA.-OXOOCTANOIC ACID;DTXSID90186468;NSC 950;CHEBI:173668;LMFA01060016;2-Oxooctanoic acid, >=99.0% (T);FT-0693813;A836585;J-018903

Chemical Property of 2-Oxooctanoic acid

Chemical Property:

• Vapor Pressure: 0.0161mmHg at 25°C
• Melting Point: 33-36 °C
• Boiling Point: 82 °C/0.05 mmHg
• PKA: 2.73±0.54(Predicted)
• Flash Point: 111.2°C
• PSA: 54.37000
• Density: 1.038g/cm³
• LogP: 1.61050
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

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

2-Oxooctanoic acid ≥99.0% (T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC(=O)C(=O)O

Technology Process of 2-Oxooctanoic acid

There total 23 articles about 2-Oxooctanoic 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: 97.0%

4-hexyl-4-hydroxy-3-phenylisoxazoline-5-one (80490-46-6) → 2-oxooctanoic acid (328-51-8) + benzonitrile (100-47-0)

Guidance literature:

With 2,6-dichloro-benzonitrile; In benzene; for 4h; Heating;

Reference yield: 95.0%

3-Hexyl-1,2,5-trioxa-spiro[5.5]undecan-4-one → 2-oxooctanoic acid (328-51-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

triethylamine; In dichloromethane; at 20 - 25 ℃; for 58h;

DOI:10.1039/c39860001701

Reference yield: 91.0%

Octanoic acid (124-07-2) → 2-oxooctanoic acid (328-51-8)

Guidance literature:

With (S)-α-hydroxy acid oxidase from Aerococcus viridans; P₄₅₀ from Clostridium acetobutylicum; dihydrogen peroxide; Flavin mononucleotide; In aq. phosphate buffer; ethanol; at 20 ℃; for 22h; pH=7.4; Reagent/catalyst; Temperature; Time; enantioselective reaction; Catalytic behavior; Sealed tube; Enzymatic reaction;

DOI:10.1002/anie.201710227

upstream raw materials:

3-pentyl-oxirane-2,2-dicarboxylic acid diethyl ester

2-hydroxy-octanoic acid

(Z)-2-Methoxymethoxy-oct-2-enoic acid ethyl ester

(Z)-2-Methoxymethoxy-oct-2-enoic acid isopropyl ester

Downstream raw materials:

2,5-Undecanedione

peracetic acid

1-penten

2-oxo-propionic acid

Refernces

• 1、 Zhang, Yang,Su, Chen,Lei, Jinxiu,Chen, Lu,Hu, Haihong,Zeng, Su,Yu, Lushan. "Studies on the L-2-hydroxy-acid oxidase 2 catalyzed metabolism of S-mandelic acid and its analogues". . p. 187 - 193. Retrieved 2019/03/14.
• 2、 Gandomkar, Somayyeh,Dennig, Alexander,Dordic, Andela,Hammerer, Lucas,Pickl, Mathias,Haas, Thomas,Hall, Mélanie,Faber, Kurt. "Biocatalytic Oxidative Cascade for the Conversion of Fatty Acids into α-Ketoacids via Internal H2O2 Recycling". supporting information. p. 427 - 430. Retrieved 2018/02/21.