1-Dodecanethiol

1-Dodecanethiol
  • CAS No.:112-55-0
Other grades of this product :
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:
Mol File:112-55-0.mol
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.)
Fp >230 °F
storage temp. Store below +30°C.
pka10.49±0.10(Predicted)
form Liquid
color Clear
OdorStench
Water Solubility IMMISCIBLE
Sensitive Air Sensitive
λmax205nm(lit.)
JECFA Number1924
BRN 969337
Exposure limitsACGIH: TWA 0.1 ppmNIOSH: Ceiling 0.5 ppm(4.1 mg/m3)
InChIKeyWNAHIZMDSQCWRP-UHFFFAOYSA-N
CAS DataBase Reference112-55-0(CAS DataBase Reference)
NIST Chemistry Reference1-Dodecanethiol(112-55-0)
EPA Substance Registry SystemDodecyl mercaptan (112-55-0)
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 Temperature230 °C
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29309070
Hazardous Substances Data112-55-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2000 mg/kg
MSDS Information
ProviderLanguage
Lauryl mercaptan English
ACROS English
SigmaAldrich English
ALFA English
1-Dodecanethiol Usage And Synthesis
Chemical Properties1-Dodecanethiol is a colourless liquid organic compound, with a characteristic odour. Soluble in methanol, ether, acetone, benzene, ethyl acetate, insoluble in water.
UsesDodecyl mercaptan is a poymerization inhibitor added to polyurethane resins and Neoprene glues for use, e.g., in the shoe industry.
Uses1-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.
Uses1-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.
PreparationPreparation 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 DescriptionOily colorless liquid with a mild skunk odor. Freezing point 19°F.
Air & Water ReactionsAir and moisture sensitive. Insoluble in water. Reacts vigorously with water or steam.
Reactivity Profile1-Dodecanethiol is incompatible with bases, oxidizing agents, reducing agents and alkali metals. Easily oxidized to disulfide.
Health Hazard1-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 HazardSpecial Hazards of Combustion Products: Poisonous and irritating gases (e.g., sulfur dioxide) are generated in fires.
Purification MethodsDry it with CaO for several days, then distil it from CaO. [Beilstein 1 IV 1851.]

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