3-Hydroxyhexanoic acid

Base Information

• Chemical Name: 3-Hydroxyhexanoic acid
• CAS No.: 10191-24-9
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• European Community (EC) Number: 600-248-5
• UNII: 48NUX22XXO
• DSSTox Substance ID: DTXSID40906794
• Nikkaji Number: J261.998I
• Wikidata: Q27117019
• Metabolomics Workbench ID: 1289
• Mol file: 10191-24-9.mol

Synonyms:3-hydroxycaproic acid;3-hydroxyhexanoate;3-hydroxyhexanoic acid

Chemical Property of 3-Hydroxyhexanoic acid

Chemical Property:

• Vapor Pressure: 0.00187mmHg at 25°C
• Melting Point: 13 °C
• Boiling Point: 259.6°Cat760mmHg
• PKA: 4.38±0.10(Predicted)
• Flash Point: 125.1°C
• PSA: 57.53000
• Density: 1.1g/cm³
• LogP: 0.62210
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 0.4
• 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

3-Hydroxyhexanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CC(=O)O)O
• Uses: 3-Hydroxyhexanoic Acid can be used in a novel process for preparing β-hydroxy-fatty acids which are useful as base material for lipids A, LB films, cosmetics, liquid crystals etc. Used in a novel process for preparing β-hydroxy-fatty acids which are useful as base material for lipids A, LB films, cosmetics, liquid crystals etc.

Technology Process of 3-Hydroxyhexanoic acid

There total 4 articles about 3-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: 85.0%

3-Hydroxy-hexanoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester (95061-50-0) → 3-hydroxyhexanoic acid (10191-24-9,66997-60-2,77877-35-1,88930-06-7) + (R)-1,1,2-triphenylethane-1,2-diol (95061-46-4)

Guidance literature:

With potassium hydroxide; In methanol; water; Heating;

DOI:10.1016/S0040-4039(01)91110-4

Reference yield:

tetrachloromethane (56-23-5) + 6-methyl-pyran-2,4-dione (541-98-0) + water (7732-18-5) → 6-methyltetrahydropyran-2,4-dione (85825-79-2) + 3-penten-2-one (625-33-2) + 3-hydroxyhexanoic acid (10191-24-9,66997-60-2,77877-35-1,88930-06-7)

Guidance literature:

Hydrogenation;

Reference yield:

hex-3-enoic acid (4219-24-3) → 2-hexenoic acid (1191-04-4) + 3-hydroxyhexanoic acid (10191-24-9,66997-60-2,77877-35-1,88930-06-7)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

hex-3-enoic acid

3-Hydroxy-hexanoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester

furan-2-yl-acetic acid

acetic acid

Downstream raw materials:

methyl 3-hydroxyhexanoate

4-Propyloxetan-2-one

acetic acid 4-cyano-3-oxo-1-propyl-4-(triphenyl-λ⁵-phosphanylidene)-butyl ester

5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

Refernces

• 1、 Braun, Manfred,Devant, Ralf. "(R)- AND (S)-2-ACETOXY-1,1,2-TRIPHENYLETHANOL - EFFECTIVE SYNTHETIC EQUIVALENTS OF A CHIRAL ACETATE ENOLATE". . p. 5031 - 5034. Retrieved 2007/10/02.