Hexadecanethiol Chemical Properties

Melting point:

18-20 °C(lit.)

Boiling point:

184-191 °C7 mm Hg(lit.)

Density 

0.84 g/mL at 25 °C(lit.)

vapor pressure 

<0.1 hPa (20 °C)

refractive index 

n20/D 1.462(lit.)

Flash point:

215 °F

storage temp. 

2-8°C

form 

Liquid or Waxy Solid

pka

10.49±0.10(Predicted)

Specific Gravity

0.847 (20/4℃)

color 

Clear colorless or white to pale-yellow

Water Solubility 

INSOLUBLE

Sensitive 

Air Sensitive

BRN 

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

8.140

CAS DataBase Reference

2917-26-2(CAS DataBase Reference)

NIST Chemistry Reference

1-Hexadecanethiol(2917-26-2)

EPA Substance Registry System

1-Hexadecanethiol (2917-26-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

OEL

Ceiling: 0.5 ppm (5.3 mg/m3) [15-minute]

RIDADR 

UN 3334

WGK Germany 

3

F 

13

Autoignition Temperature

260 °C

TSCA 

TSCA listed

HS Code 

29309070

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:Cetyl mercaptan
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Hexadecanethiol Usage And Synthesis

Chemical Properties

Clear colorless liquid or white to pale yellow

Uses

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

Uses

1-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.

Uses

1-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 Description

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

Reactivity Profile

Hexadecanethiol Class IIIB is non-flammable but combustible (flash point exceeds 200°F). Incompatible with oxidizing agents, strong acids and strong bases, alkali metals, and nitric acid. Can react with water, steam or acids to produce toxic and flammable vapors. Reacts violently with powerful oxidizing agents such as calcium hypochlorite (Ca(OCl)2) to generate SOx. Reacts with hydrides to form flammable H2 gas; reacts with halogenated hydrocarbons to yield hydrogen halides. Reacts exothermically with aldehydes. Emits toxic compounds of sulfur when when heated to decomposition.

Synthesis

In the three-mouth bottle equipped with a thermometer, mechanical stirring, reflux condenser to add a certain amount of cetyl alcohol, sodium bromide, concentrated sulfuric acid, water heated to reflux reaction for a few hours, the product is added to ice water to take the oil layer of oil layer added to concentrated sulfuric acid, water, sodium carbonate aqueous solution, water washing and adding drying agent drying, distillation to get the product of brominated hexadecane. In a three-mouth bottle equipped with a thermometer, mechanical stirring, reflux condenser, add a certain amount of thiourea, 95% ethanol solution, bromohexadecane reflux reaction for several hours. Cold to room temperature and add alkali to start the hydrolysis reaction, hydrolysis reaction for several hours to get the crude n-octyl mercaptan, add the desiccant for distillation to get 1-hexadecanethiol.

Hexadecanethiol(2917-26-2)Related Product Information

• 1-Hexadecanol
• 1-Chlorohexadecane
• 1,2-Ethanedithiol
• N-HEXADECANE-D34
• 1-Dodecanethiol
• SODIUM ETHANETHIOLATE
• 2-Ethylhexyl 10-ethyl-4-[[2-[(2-ethylhexyl)oxy]-2-oxoethyl]thio]-4-methyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecanoate
• Ethanethiol
• METHYL MERCAPTAN
• PYRITHIOXIN DIHYDROCHLORIDE
• RICINOLEIC ACID N-HEXADECYL ESTER
• Sodium thiomethoxide
• PYRITHIOXIN
• CETEARYL ALCOHOL
• 1-Hexadecene
• Myristic acid
• n-Hendecane
• Sodium tetraborate decahydrate