3-Mercaptohexyl acetate

Base Information

• Chemical Name: 3-Mercaptohexyl acetate
• CAS No.: 136954-20-6
• Molecular Formula: C8H16O2S
• Molecular Weight: 176.28
• Hs Code.: 2930909090
• European Community (EC) Number: 603-987-1
• UNII: 2N346IQC0M
• DSSTox Substance ID: DTXSID50869866
• Nikkaji Number: J676.705B
• Wikidata: Q27147423
• Metabolomics Workbench ID: 3398
• Mol file: 136954-20-6.mol

Synonyms:3-mercaptohexyl acetate

Chemical Property of 3-Mercaptohexyl acetate

Chemical Property:

• Appearance/Colour: colorless clear liquid
• Vapor Pressure: 0.0494mmHg at 25°C
• Refractive Index: 1.458
• Boiling Point: 235.7 °C at 760 mmHg
• PKA: 10.53±0.10(Predicted)
• Flash Point: 109.8 °C
• PSA: 65.10000
• Density: 0.987 g/cm³
• LogP: 2.03810
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly),Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 176.08710092
• Heavy Atom Count: 11
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

3-SulfanylhexylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CCOC(=O)C)S
• Uses: 3-Sulfanylhexyl Acetate is a precursor of 3-mercaptohexan-1-ol (M225270) found in grape juice.

Technology Process of 3-Mercaptohexyl acetate

There total 3 articles about 3-Mercaptohexyl acetate 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: 75.0%

3-mercapto-1-hexanol (90180-88-4,90180-90-8,51755-83-0) + acetyl chloride (75-36-5) → 3-mercaptohex-1-yl acetate (136954-20-6)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jf8005245

Reference yield: 9.0%

3-mercapto-1-hexanol (90180-88-4,90180-90-8,51755-83-0) + acetyl chloride (75-36-5) → 3-(acetylmercapto)hexyl acetate (136954-25-1) + 3-mercaptohex-1-yl acetate (136954-20-6)

Guidance literature:

In tetrachloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)99923-4

Reference yield:

3-(acetylmercapto)hexyl acetate (136954-25-1) → 3-mercapto-1-hexanol (90180-88-4,90180-90-8,51755-83-0) + 3-mercaptohex-1-yl acetate (136954-20-6)

Guidance literature:

With Passiflora edulis wall-bound hydrolase; at 30 ℃; pH=7.2; regioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1021/jf800793q

upstream raw materials:

3-mercapto-1-hexanol

acetyl chloride

3-(acetylmercapto)hexyl acetate

Downstream raw materials:

(2S,4S)-2-methyl-4-propyl-1,3-oxathiane

(2S,4R)-2-methyl-4-propyl-1,3-oxathiane

(2R,4S)-2-methyl-4-propyl-1,3-oxathiane

(2R,4R)-2-methyl-4-propyl-1,3-oxathiane

Refernces

• 1、 Tapp, Edward J.,Cummins, Ian,Brassington, David,Edwards, Robert. "Determination and isolation of a thioesterase from passion fruit (Passiflora edulis Sims) that hydrolyzes volatile thioesters". experimental part. p. 6623 - 6630. Retrieved 2010/04/06.