Methyl 6-hydroxyhexanoate

Base Information

• Chemical Name: Methyl 6-hydroxyhexanoate
• CAS No.: 4547-43-7
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Hs Code.: 2918199090
• European Community (EC) Number: 610-255-5
• DSSTox Substance ID: DTXSID40196517
• Nikkaji Number: J140.278A
• Wikidata: Q83069558
• Mol file: 4547-43-7.mol

Synonyms:Methyl 6-hydroxyhexanoate;4547-43-7;Hexanoic acid, 6-hydroxy-, methyl ester;6-HYDROXYHEXANOIC ACID METHYL ESTER;6-hydroxy-hexanoic acid methyl ester;MFCD00083576;methyl 6-hydroxycaproate;5-methoxycarbonylpentanol;methyl-6-hydroxyhexanoate;Methyl 6-hydroxy-hexanoate;SCHEMBL149524;DTXSID40196517;YDJZXHZRXDLCEH-UHFFFAOYSA-N;6-hydroxycaproic acid methyl ester;BCP24433;AKOS006274124;FS-6586;SY201227;CS-0187523;FT-0723017;D97618;EN300-210891;A872377;113007-78-6;6-Hydroxy-Hexanoic Acid Methyl Ester;6-Hydroxycaproic acid methyl ester

Chemical Property of Methyl 6-hydroxyhexanoate

Chemical Property:

• Vapor Pressure: 0.0849mmHg at 25°C
• Melting Point: 123-124 °C(Solv: benzene (71-43-2); cyclohexane (110-82-7); acetone (67-64-1))
• Refractive Index: 1.434
• Boiling Point: 199.6 °C at 760 mmHg
• PKA: 15.12±0.10(Predicted)
• Flash Point: 73.8 °C
• PSA: 46.53000
• Density: 1.007 g/cm³
• LogP: 0.71210
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 90.9

Purity/Quality:

99% ^*data from raw suppliers

Methyl6-hydroxyhexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COC(=O)CCCCCO
• Uses: Methyl 6-Hydroxyhexanoate can be used for odor masking compositions containing fragrant substances for hair cosmetics.

Technology Process of Methyl 6-hydroxyhexanoate

There total 23 articles about Methyl 6-hydroxyhexanoate 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: 83.0%

adipic acid monomethyl ester (627-91-8) → 1,6-hexanediol (629-11-8) + methyl 6-hydroxycaproate (4547-43-7)

Guidance literature:

With water; Rh₆(CO)16*Mo(CO)6; In 1,2-dimethoxyethane; at 165 ℃; for 16h; under 76000 Torr;

DOI:10.1016/0040-4039(94)02453-I

Reference yield: 30.0%

sodium D-gluconate (527-07-1) → methyl hexanoate (106-70-7) + methyl 6-hydroxycaproate (4547-43-7) + 5-(1,2-dihydroxyethyl)-dihydrofuran-2-one

Guidance literature:

With rhenium oxide and palladium co-loaded on activated carbon; at 109.84 ℃; for 24h;

DOI:10.1002/anie.202013843

Reference yield:

methanol (67-56-1) + 6-Hydroxyhexanoic acid (1191-25-9) → methyl 6-hydroxycaproate (4547-43-7) + methyl 6,6-dimethoxyhexanoate (25176-55-0)

Guidance literature:

With dmap; chloroformic acid ethyl ester; for 0.333333h;

DOI:10.1002/anie.201409227

upstream raw materials:

methanol

cyclohexane

1,6-hexanediol

adipic acid monomethyl ester

Downstream raw materials:

1-O-(5'-carbomethoxypentyl)-sn-glyceryl-3-tosylate

methyl 6-oxohexanoate

adipic acid monomethyl ester

6-((1,1-dimethylethyl)diphenylsilyloxy)hexanoic acid methyl ester

Refernces

• 1、 Shvo, Youval,Blum, Yigal,Reshef, Deborah,Menzin, Marit. "CATALYTIC OXIDATIVE COUPLING OF DIOLS BY Ru3(CO)12". . p. C21 - C24. Retrieved 1982.
• 2、 -. "Method for preparing epsilon-caprolactone, 6-hydroxyhexanoic acid and esters thereof from tetrahydrofuranacetic acid and esters thereof". Paragraph 0005; 0020. . Retrieved 2021/05/29.