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1-Dodecanethiol

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1-Dodecanethiol Basic information

Product Name:
1-Dodecanethiol
Synonyms:
  • 1-Dodecyl mercaptan
  • 1-dodecylmercaptan
  • Dodecane-1-thiol
  • Dodecanethiol-(1)
  • dodecanethiol(non-specificname)
  • dodecanethiolnormal
  • Dodecylthiol
  • laurylmercaptide
CAS:
112-55-0
MF:
C12H26S
MW:
202.4
EINECS:
203-984-1
Product Categories:
  • bc0001
Mol File:
112-55-0.mol
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1-Dodecanethiol Chemical Properties

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)
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Safety Information

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
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

MSDS

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1-Dodecanethiol Usage And Synthesis

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.

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.]

1-Dodecanethiol Preparation Products And Raw materials

Raw materials

1-DodecanethiolSupplier

Shandong Hima Supply chain Management Co., LTD Gold
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