2-Hydroxyoctanoic acid

Base Information

• Chemical Name: 2-Hydroxyoctanoic acid
• CAS No.: 617-73-2
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• Hs Code.: 2918199090
• European Community (EC) Number: 210-524-3
• NSC Number: 189703
• UNII: 0R6X0G0S8A
• DSSTox Substance ID: DTXSID80862300
• Nikkaji Number: J94.836E
• Wikidata: Q27071901
• Pharos Ligand ID: U9FS2F9V2HRA
• Metabolomics Workbench ID: 1297
• ChEMBL ID: CHEMBL4447980
• Mol file: 617-73-2.mol

Synonyms:alpha-HCA acid;alpha-hydroxycaprylic acid

Chemical Property of 2-Hydroxyoctanoic acid

Chemical Property:

• Appearance/Colour: Colorless to Light Yellow Liquid /WHITE POWDER
• Vapor Pressure: 0.000249mmHg at 25°C
• Melting Point: 66-68 °C
• Refractive Index: 1.463
• Boiling Point: 289 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 142.8 °C
• PSA: 57.53000
• Density: 1.046 g/cm³
• LogP: 1.40230
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 160.109944368
• Heavy Atom Count: 11
• Complexity: 112

Purity/Quality:

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

2-HydroxycaprylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C(=O)O)O

Technology Process of 2-Hydroxyoctanoic acid

There total 36 articles about 2-Hydroxyoctanoic 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: 100.0%

1-((6-bromopyridin-2-yl)amino)-1-oxooctan-2-yl acetate → 2-hydroxy-octanoic acid (617-73-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.6b00091

Reference yield: 95.0%

Octanoic acid (124-07-2) → 2-hydroxy-octanoic acid (617-73-2)

Guidance literature:

With P_450CLA; dihydrogen peroxide; In aq. phosphate buffer; ethanol; at 20 ℃; for 12.5h; pH=7.25; regioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.201801377

Reference yield: 85.0%

S-methyl 2-hydroxyoctanethioate (124838-40-0) → 2-hydroxy-octanoic acid (617-73-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water; for 1h; Heating;

DOI:10.1246/bcsj.62.2013

upstream raw materials:

heptanal

hydrogen cyanide

Octanoic acid

2-hydroxyoctanoic acid ethyl ester

Downstream raw materials:

2-oxooctanoic acid

benzyl 2-(<(trifluoromethyl)sulfonyl>oxy)octanoate

methyl (E)-oct-2-enoate

methyl 2-bromooctanoate

Refernces

• 1、 Armbruster, Julia,Steinmassl, Mathilde,Müller Bogotá, Christina A.,Berg, Gabriele,Nidetzky, Bernd,Dennig, Alexander. "P450Jα: A New, Robust and α-Selective Fatty Acid Hydroxylase Displaying Unexpected 1-Alkene Formation". . p. 15910 - 15921. Retrieved 2020/10/29.
• 2、 Dennig, Alexander,Blaschke, Fabio,Gandomkar, Somayyeh,Tassano, Erika,Nidetzky, Bernd. "Preparative Asymmetric Synthesis of Canonical and Non-canonical α-amino Acids Through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids". supporting information. . Retrieved 2019/02/09.