Sec-butyl thiohexanoate

Base Information

• Chemical Name: Sec-butyl thiohexanoate
• CAS No.: 2432-79-3
• Molecular Formula: C₁₀H₂₀OS
• Molecular Weight: 188.334
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID50947153
• Mol file: 2432-79-3.mol

Synonyms:SEC-BUTYL THIOHEXANOATE;DTXSID50947153

Chemical Property of Sec-butyl thiohexanoate

Chemical Property:

• Vapor Pressure: 0.0335mmHg at 25°C
• Boiling Point: 242.7°C at 760 mmHg
• Flash Point: 87.3°C
• PSA: 42.37000
• Density: 0.918g/cm³
• LogP: 3.62500
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 188.12348643
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)SC(C)CC

Technology Process of Sec-butyl thiohexanoate

There total 3 articles about Sec-butyl thiohexanoate 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:

hex-1-yne (693-02-7) → S-butyl hexanethioate (2432-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) butyllithium / 1) THF, hexane, -70 deg C, 0.5 h, 2) -70 deg C, 0.5 h, 3) room temp.

2: 1) dicyclohexylborane, 2) 30percent H₂O₂, N,N,N',N'-tetramethylethylenediamine, 3 M aq. NaOH / 1) 0 deg C, 2 h, THF, 2) 0 deg C, 1 h; also with bis(1,2-dimethylpropyl)borane

With sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; bis(cyclohexanyl)borane; dihydrogen peroxide;

DOI:10.1246/bcsj.63.447

Reference yield:

butyl (hexa-1-ynyl) sulfide (99174-82-0) → S-butyl hexanethioate (2432-79-3) + 1-(butylthio)hexan-2-one (127894-25-1)

Guidance literature:

With sodium hydroxide; N,N,N,N,-tetramethylethylenediamine; bis(cyclohexanyl)borane; dihydrogen peroxide; Yield given. Multistep reaction. Yields of byproduct given; 1) 0 deg C, 2 h, THF, 2) 0 deg C, 1 h; also with bis(1,2-dimethylpropyl)borane;

DOI:10.1246/bcsj.63.447

Reference yield:

n-butanethiol (109-79-5) + 1-iodo-1-hexyne (1119-67-1) → S-butyl hexanethioate (2432-79-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1039/c39850000714

upstream raw materials:

n-butanethiol

1-iodo-1-hexyne

butyl (hexa-1-ynyl) sulfide

hex-1-yne

Refernces

• 1、 Hoshi,Masuda,Arase. "The hydroboration of 1-alkylthio-1-alkynes, and its application to the syntheses of s-alkyl alkanethioates and (Z)-1-alkylthio-1-alkenes". . p. 447 - 452. Retrieved 2007/10/02.