3-Mercapto-1-hexanol

Base Information

• Chemical Name: 3-Mercapto-1-hexanol
• CAS No.: 51755-83-0
• Molecular Formula: C₆H₁₄OS
• Molecular Weight: 134.243
• Hs Code.: 29420000
• European Community (EC) Number: 440-730-0,922-990-1,610-721-8
• UNII: U3TIX8Z92N
• DSSTox Substance ID: DTXSID70866216
• Nikkaji Number: J937.257A
• Wikidata: Q27147277
• Metabolomics Workbench ID: 3397
• Mol file: 51755-83-0.mol

Synonyms:3-mercaptohexan-1-ol;P-3MH cpd;3-mercaptohexanol;3-sulfanylhexan-1-ol

Chemical Property of 3-Mercapto-1-hexanol

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0387mmHg at 25°C
• Refractive Index: 1.479-1.481
• Boiling Point: 212.4 °C at 760 mmHg
• PKA: 10.49±0.10(Predicted)
• Flash Point: 82.3 °C
• PSA: 59.03000
• Density: 0.962 g/cm³
• LogP: 1.46730
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DMSO, Methanol, Water
• Water Solubility.: Insoluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 134.07653624
• Heavy Atom Count: 8
• Complexity: 47.8

Purity/Quality:

99% ^*data from raw suppliers

3-Mercaptohexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-39-37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CCO)S
• Uses: 3-Mercaptohexanol is an thiol compound found in various grape juices and wines. 3-mercapto-1-hexanol (3MH) are compounds potentially responsible for the development of blackcurrant aroma in red wine. 3-mercapto-1-hexanol was the most important odorant of Grenache rosé wine was with a deep impact on the wine fruity and citric notes. 3-Mercaptohexanol is an thiol compound found in various grape juices.

Technology Process of 3-Mercapto-1-hexanol

There total 6 articles about 3-Mercapto-1-hexanol 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:

(S)-N-[(3R)-3-mercaptohexanoyl]-4-isopropyloxazolidin-2-one (918287-63-5) → 3-mercapto-1-hexanol (90180-88-4,90180-90-8,51755-83-0)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/ja0654027

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

Reference yield:

(E)-2-Hexenal (6728-26-3) → 3-mercapto-1-hexanol (90180-88-4,90180-90-8,51755-83-0)

Guidance literature:

With piperidine; sodium tetrahydroborate; hydrogen sulfide; Yield given. Multistep reaction; 1.) 5 deg C, 2 h;

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

upstream raw materials:

(E)-2-Hexenal

(S)-N-[(3R)-3-mercaptohexanoyl]-4-isopropyloxazolidin-2-one

3-(acetylmercapto)hexyl acetate

2-(1-hydroxyhexan-3-ylthio)isoindoline-1,3-dione

Downstream raw materials:

3-(acetylmercapto)hexyl acetate

3-mercaptohex-1-yl acetate

3-sulfanylhexyl dodecanoate

3-sulfanylhexyl decanoate

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.
• 2、 -. "Fragrance precursors". . . Retrieved 2008/06/13.