1-Dodecanethiol Property

Melting point:

-7 °C

Boiling point:

266-283 °C(lit.)

Density 

0.845 g/mL at 25 °C(lit.)

vapor density 

7 (vs air)

vapor pressure 

0.002 hPa (20 °C)

FEMA 

4581 | DODECANETHIOL

refractive index 

n20/D 1.459(lit.)

Flash point:

>230 °F

storage temp. 

Store below +30°C.

solubility 

Chloroform (Sparingly), Methanol (Slightly)

pka

10.49±0.10(Predicted)

form 

Liquid

color 

Clear

Odor

Stench

Odor Type

sulfurous

Water Solubility 

IMMISCIBLE

Sensitive 

Air Sensitive

λmax

205nm(lit.)

JECFA Number

1924

BRN 

969337

Exposure limits

ACGIH: TWA 0.1 ppm
NIOSH: Ceiling 0.5 ppm(4.1 mg/m3)

Stability:

Air Sensitive

InChIKey

WNAHIZMDSQCWRP-UHFFFAOYSA-N

LogP

6.18

CAS DataBase Reference

112-55-0(CAS DataBase Reference)

NIST Chemistry Reference

1-Dodecanethiol(112-55-0)

EPA Substance Registry System

Dodecyl mercaptan (112-55-0)

Safety

Hazard Codes 

Xn,Xi,N,F,C

Risk Statements 

37/38-41-42/43-36/37/38-67-65-62-51/53-48/20-38-11-50/53-34

Safety Statements 

23-26-36/37/39-45-37/39-63-62-61-36/37-33-29-16-9-60

RIDADR 

UN 1208 3/PG 2

OEL

Ceiling: 0.5 ppm (4.1 mg/m3) [15-minute]

WGK Germany 

3

RTECS 

JR3155000

Autoignition Temperature

230 °C

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29309070

Hazardous Substances Data

112-55-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: > 2000 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1-Dodecanethiol Chemical Properties,Usage,Production

Chemical Properties

1-Dodecanethiol is a colourless liquid organic compound, with a characteristic odour. Soluble in methanol, ether, acetone, benzene, ethyl acetate, insoluble in water.

Uses

Dodecyl mercaptan is a poymerization inhibitor added to polyurethane resins and Neoprene glues for use, e.g., in the shoe industry.

Uses

1-Dodecanethiol is used in the preparation of hydrophobic or mixed self-assembled monolayers. It is also employed as a chain transfer agent for radical polymerization. Further, it is utilized as a polymerization inhibitor in polyurethane and neoprene adhesives, which finds application in the footwear industry. In addition to this, it acts as a protein regenerating agent used for the regeneration of native proteins from mercuribenzoate.

Uses

1-Dodecanethiol can be used for the synthesis of thiol-stabilized metal nanoparticles (NPs), such as gold nanoparticles and silver nanoparticles, which have been produced for use as catalysts, electronic devices, fillers, sensors and active components in composite materials, and other applications.
This molecule is used for the production of hydrophobic SAMs. It can also be used in mixed SAMs to give a hydrophobic background and act as a spacer to move other functional groups or domains farther apart.

Preparation

Preparation of 1-dodecanethiol: 1-Bromododecane, thiourea and 95% ethanol are heated to reflux reaction, then sodium hydroxide solution is added and heated. After the reaction is finished, cooled and left to stratify, the oil layer is the crude thiol. The crude product is washed with water, dried, distilled, and distilled under reduced pressure, which is 1-dodecanethiol.

Application

1-Dodecanethiol (DDT) can be used as a source of sulfur for the synthesis CdS quantum dots (QDs) and lead sulfide nanoparticles (PbS) which find potential applications in energy efficient lighting, solar cells and as ammonium gas sensing agents.  DDT may be used to form a self-assembled monolayer (SAM) on copper surface as a corrosion resistant coating. Functionalization with DDT may form SAMs on geranium (Ge) to improve the surface characteristics for futuristic applications in microelectronics. This molecule is used for the production of hydrophobic SAMs. It can also be used in mixed SAMs to give a hydrophobic background and act as a spacer to move other functional groups or domains farther apart.

General Description

Oily colorless liquid with a mild skunk odor. Freezing point 19°F.

Air & Water Reactions

Air and moisture sensitive. Insoluble in water. Reacts vigorously with water or steam.

Reactivity Profile

1-Dodecanethiol is incompatible with bases, oxidizing agents, reducing agents and alkali metals. Easily oxidized to disulfide.

Health Hazard

1-Dodecanethiol is irritating to skin, eyes, and mucous membranes. Ingestion may cause nausea. Repeated skin exposure can cause dermatitis and may produce a sensitizing effect. It is very toxic to aquatic life with long lasting effects.

Fire Hazard

Special Hazards of Combustion Products: Poisonous and irritating gases (e.g., sulfur dioxide) are generated in fires.

Purification Methods

Dry it with CaO for several days, then distil it from CaO. [Beilstein 1 IV 1851.]