1-Hexanethiol

Base Information

• Chemical Name: 1-Hexanethiol
• CAS No.: 111-31-9
• Deprecated CAS: 2022216-71-1
• Molecular Formula: C6H14S
• Molecular Weight: 118.243
• Hs Code.: 29309090
• European Community (EC) Number: 203-857-0
• ICSC Number: 1523
• NSC Number: 99106
• UN Number: 1228,3336
• UNII: 1KH2129A0Q
• DSSTox Substance ID: DTXSID0051574
• Nikkaji Number: J43.519H
• Wikidata: Q10334930
• Metabolomics Workbench ID: 48681
• ChEMBL ID: CHEMBL153339
• Mol file: 111-31-9.mol

Synonyms:1-HEXANETHIOL;Hexane-1-thiol;111-31-9;Hexyl mercaptan;n-Hexyl mercaptan;Hexanethiol;1-Mercaptohexane;1-Hexylthiol;Hexylthiol;n-Hexanethiol;n-Hexylthiol;n-Hexylmercaptan;Hexan-1-thiol;USAF EK-4628;Mercaptan C6;1-Hexyl mercaptan;EINECS 203-857-0;BRN 1731295;UNII-1KH2129A0Q;CHEMBL153339;DTXSID0051574;1KH2129A0Q;4-01-00-01705 (Beilstein Handbook Reference);hexanotiol;hexanthiol;Hexiltiol;N-hexanotiol;n-Hexiltiol;mercaptano hexilo;N-hexilmercaptano;1-Hexanotiol;1-Mercaptohexano;Hexan-1-tiol;MFCD00004909;1-Hexanethiol, 95%;Hexanethiol (6CI7CI);1-Hexanethiol, >=95%;SCHEMBL22331;1-HEXANETHIOL [FHFI];1-Hexanethiol, 99% (GC);DTXCID4030126;FEMA NO. 3842;FEMA 3842;1-mercaptano hexilo, 1-Hexiltiol;CHEBI:169314;1-Hexanethiol, analytical standard;NSC99106;Tox21_303860;BDBM50095999;NSC 99106;NSC-99106;AKOS015897424;FS-4087;NCGC00357125-01;CAS-111-31-9;LS-75169;Hexanethiol, 1-;(N-HEXYLMERCAPTAN);FT-0652492;H0103;EN300-267737;A802340;J-504659;Q10334930

Chemical Property of 1-Hexanethiol

Chemical Property:

• Appearance/Colour: clear coloreless liquid
• Vapor Pressure: 4.5mmHg at 25°C
• Melting Point: -81 °C
• Refractive Index: n20/D 1.4482(lit.)
• Boiling Point: 152.3 °C at 760 mmHg
• PKA: 10.55±0.10(Predicted)
• Flash Point: 20.6 °C
• PSA: 38.80000
• Density: 0.834 g/cm³
• LogP: 2.49650
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 118.08162162
• Heavy Atom Count: 7
• Complexity: 27.4
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99% ^*data from raw suppliers

Hexyl Mercaptan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20/22
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: CCCCCCS
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. This may result in lowering of consciousness.
• Uses: 1-Hexanethiol can be mixed with 4-mercaptophenol to functionalize gold nanoparticles (AuNPs) for use as chemi-resistive sensors. It can also form a protective coating against oxidative reactions and contaminating layers on copper surfaces. It can also be used as a thiol based ligand which finds potential application as a semiconducting material in thin film solar cells.It is used to tune the electrical characteristics in networked carbon nanotube field-effect transistors. It is also used as a monolayer on copper surfaces to retard surface oxidation during exposure to the environment which can then be desorbed effectively with an annealing step in inert N2 to provide a clean Cu surface. Intermediate, synthetic rubber processing. See thiol.

Technology Process of 1-Hexanethiol

There total 50 articles about 1-Hexanethiol 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: 95.0%

N-phenylthiocarbamic acid S-hexyl ester → Hexanethiol (111-31-9) + Formanilid (103-70-8)

Guidance literature:

With C₂₈H₄₁NOP₂Ru; hydrogen; In 1,4-dioxane; at 135 ℃; for 36h; under 15001.5 Torr; Autoclave;

DOI:10.1021/jacs.0c10884

Reference yield: 93.0%

1-hexylthiocyanate (6803-40-3) → Hexanethiol (111-31-9)

Guidance literature:

With tetraphosphorus decasulfide; In toluene; for 1h; Reflux;

DOI:10.3762/bjoc.13.117

Reference yield: 67.0%

2-n-pentyl-1,3-dithiolane (74585-39-0) → Hexanethiol (111-31-9) + butyl hexyl sulfide (16967-04-7) + Decane-5-thiol (129125-91-3) + 5-Butylsulfanyl-decane

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at 25 ℃; for 4h;

DOI:10.1021/ja00530a043

upstream raw materials:

1-hexene

hexanenitrile

1-Chlorohexane

1-bromo-hexane

Downstream raw materials:

hexyl sulfide

methyl 12-thiastearic acid

dihexyl disulfide

hexane-1-sulfonic acid

Refernces

• 1、 Shen, Zhibing,Ke, Ming,Yu, Pei,Hu, Haiqiang,Song, Zhaozheng,Jiang, Qingzhe. "Reaction mechanisms of thioetherification for mercaptans and olefins over sulfided Mo-Ni/Al2O3 catalysts". . p. 120 - 127. Retrieved 2015.
• 2、 Wang, Tianze,Zhen, Dawei,Tan, Jia,Xie, Jianchun,Cheng, Jie,Zhao, Jian. "Characterization of initial reaction intermediates in heated model systems of glucose, glutathione, and aliphatic aldehydes". . . Retrieved 2019/09/12.
• 3、 Rad, M. N. Soltani,Maghsoudi. "Two-step three-component process for one-pot synthesis of 8-alkylmercaptocaffeine derivatives". . p. 70335 - 70342. Retrieved 2016/08/06.