CAS 22208-70-4 1-Hexadecanethiol (HCID 18015)

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Basic information

CAS: 22208-70-4
Standard SMILES: CCCCCCCCCCCCCCCCS
InChIKey: ORTRWBYBJVGVQC-UHFFFAOYSA-N
Molecular formula: C16H34S
Average molar mass: 258.515 g/mol
Monoisotopic mass: 258.23812209

Names & identifiers

Preferred name: 1-Hexadecanethiol
IUPAC: Hexadecane-1-thiol
English name: Hexadecanethiol
Molecular formula: C16H34S
Molecular weight: 258.51

Names & synonyms

1-HEXADECANETHIOLN-HEXADECYL MERCAPTANHEXADECYL THIOLhexadecane-1-thiolHEXADECYL MERCAPTANCetanethiolMERCAPTAN C161-CETANETHIOLSixteen thiolsHEXADECANETHIOL

Database identifiers

CAS: 22208-70-4、2917-26-2
PubChem CID: 18015
DTXSID: DTXSID6062709
UNII: QR98QIO1QL
EC Number: 220-846-6
Nikkaji: J97.161H

Properties

Physicochemical properties

Melting point: 18 · 18-20 °C(lit.)
Boiling point: 184 · 184-191 °C7 mm Hg(lit.)
Density: 0.84 g/mL · 0.84 g/mL at 25 °C(lit.)
vapor pressure: 0.1 hPa · <0.1 hPa (20 °C)
refractive index: 20 · n20/D 1.462(lit.)
Flash point: 215 °F · 215 °F
storage temp.: 2 · 2-8°C
form: Liquid or Waxy Solid
pka: 10.49 · 10.49±0.10(Predicted)
Specific Gravity: 0.847 · 0.847 (20/4℃)
color: Clear colorless or white to pale-yellow
Water Solubility: INSOLUBLE
Sensitive: Air Sensitive
BRN: 1748495 · 1748495
InChI: 1S/C16H34S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
InChIKey: ORTRWBYBJVGVQC-UHFFFAOYSA-N
SMILES: CCCCCCCCCCCCCCCCS
LogP: 8.14 · 8.140
CAS DataBase Reference: 2917 · 2917-26-2(CAS DataBase Reference)
FDA UNII: 98 QIO1QL · QR98QIO1QL
NIST Chemistry Reference: 1 · 1-Hexadecanethiol(2917-26-2)
EPA Substance Registry System: 1 · 1-Hexadecanethiol (2917-26-2)
UNSPSC Code: 12352105 · 12352105

Safety & regulation

Safety data

F: 13
OEL: Ceiling: 0.5 ppm (5.3 mg/m3) [15-minute]
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3334
hs_code: 29309070
risk_code: 36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 10 - Combustible liquids
Hazard statements: H320-H319-H413
Autoignition Temperature: 260 °C
Precautionary statements: P305+P351+P338-P264-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 4 items

UsesIntermediate, synthetic-rubber processing, surface-active agent, corrosion inhibitor.

Uses1-Hexadecanethiol is used in the study of nanoparticles and self-assembled monolayers. It is also used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles and in the formation of hydrophobic self-assembled monolayers (SAMs). Due to the length of the alkane chain, the resulting monolayer is highly ordered. 1-Hexadecanethiol is also employed in different fields such as biomedicine, chemical industry, also used in electroplating industry and chemical auxiliaries.

Uses1-Hexadecanethiol has been used in the preparation of cholesterol-PIE12-trimer and alkyl-PIE12-trimer (PIE12-trimer = protease-resistant trimeric D-peptide inhibitor). It may be used for the functionalization of silver nanowires.

General DescriptionColorless liquid or white solid (below 19° C) with a strong unpleasant odor. Density (as liquid at 25°C) 0.83 g cm-3.