2-Hydroxyhexanoic acid

Base Information

• Chemical Name: 2-Hydroxyhexanoic acid
• CAS No.: 6064-63-7
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• European Community (EC) Number: 227-991-4
• NSC Number: 227903
• UNII: L58MR7E927
• DSSTox Substance ID: DTXSID90863686
• Nikkaji Number: J227.277F
• Wikidata: Q27159229
• Metabolomics Workbench ID: 1288
• Mol file: 6064-63-7.mol

Synonyms:2-hydroxycaproate;2-Hydroxyhexanoate;2-Hydroxyhexanoic acid

Chemical Property of 2-Hydroxyhexanoic acid

Chemical Property:

• Vapor Pressure: 0.000928mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.4828 (estimate)
• Boiling Point: 270°C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: >230 °F
• PSA: 57.53000
• Density: 1.0160 (rough estimate)
• LogP: 0.62210
• Storage Temp.: −20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 90.3

Purity/Quality:

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

2-Hydroxyhexanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)O)O
• Uses: 2-Hydroxyhexanoic acid was used in the synthesis of aliphatic copolyesters.

Technology Process of 2-Hydroxyhexanoic acid

There total 30 articles about 2-Hydroxyhexanoic 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: 96.0%

phosphoric acid 1,1-dicyano-pentyl ester diethyl ester → rac-2-hydroxyhexanoic acid (636-36-2,6064-63-7)

Guidance literature:

With hydrogenchloride; for 12h; Heating;

DOI:10.1016/S0040-4039(98)02099-1

Reference yield: 94.0%

Hexane-1,2-diol (6920-22-5) → rac-2-hydroxyhexanoic acid (636-36-2,6064-63-7)

Guidance literature:

With C₂₄H₃₃IrN₄O₃; water; sodium carbonate; for 18h; Reflux;

DOI:10.1002/cssc.202001052

Reference yield: 90.0%

S-methyl 2-hydroxyhexanethioate (61603-70-1) → rac-2-hydroxyhexanoic acid (636-36-2,6064-63-7)

Guidance literature:

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

DOI:10.1246/bcsj.62.2013

upstream raw materials:

2-acetoxy-hexanoic acid methyl ester

thien-2-yl-DL-glycolic acid

2-amino-hexanoic acid

2-oxohexanoic acid

Downstream raw materials:

2-hydroxyhexanoic acid ethyl ester

(R)-2-hydroxyhexanoic acid

hexanal

hexanoic acid

Refernces

• 1、 Buechner. "". . p. 2111. Retrieved 1963.
• 2、 Macherla, Venkat R.,Liu, Jehnan,Sunga, Michelle,White, Donald J.,Grodberg, Jennifer,Teisan, Sy,Lam, Kin S.,Potts, Barbara C. M.. "Lipoxazolidinones A, B, and C: Antibacterial 4-oxazolidinones from a marine actinomycete isolated from a Guam marine sediment". . p. 1454 - 1457. Retrieved 2007.
• 3、 Fujita, Ken-ichi,Toyooka, Genki. "Synthesis of Dicarboxylic Acids from Aqueous Solutions of Diols with Hydrogen Evolution Catalyzed by an Iridium Complex". . . Retrieved 2020/07/13.
• 4、 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.