Name | n-Tetradecyl mercaptan |
Synonyms | TETRADECANE THIOL 1-TETRADECANETHIOL n-tetradecanethiol 1-Tetradecanethiol Myristyl mercaptan tetradecane-1-thiol TETRADECYLMERCAPTAN Tetradecanethiol-(1) 1-Mercaptotetradecane n-Tetradecyl mercaptan tetradecanethiolnormal tetradecanethiol(non-specificname) Myristyl mercaptan~1-Tetradecanethiol |
CAS | 2079-95-0 |
EINECS | 218-209-2 |
InChI | InChI=1/C14H30S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3 |
Molecular Formula | C14H30S |
Molar Mass | 230.45 |
Density | 0.846g/mLat 20°C(lit.) |
Melting Point | 6-7°C |
Boling Point | 176-180°C 22mm |
Flash Point | 176-180°C/22mm |
Vapor Presure | 0.00135mmHg at 25°C |
BRN | 1742653 |
pKa | 10.49±0.10(Predicted) |
Storage Condition | Room Temprature |
Sensitive | Air Sensitive |
Refractive Index | n20/D 1.461 |
MDL | MFCD00022099 |
Hazard Symbols | Xi - Irritant |
Risk Codes | R41 - Risk of serious damage to eyes R43 - May cause sensitization by skin contact |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
UN IDs | UN 3334 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 9-13-23 |
TSCA | Yes |
HS Code | 29309090 |
use | as a polymer molecular weight regulator, n-decane mercaptan is not only used in synthetic resins, polymethyl methacrylate, but also in acrylonitrile-butadiene-styrene copolymer (ABS) synthesis. Adducts of n-tetradecyl mercaptan and ethylene oxide can be used as emulsifiers, dispersants, detergents, and viscose additives. After oxidation, combined with organic amine, it can be used as an antioxidant for lubricating oil, a vulcanizing agent for synthetic rubber and natural rubber. Thiocarboxylate can be used as an ore flotation agent. Its condensate with aldehyde can be used as lubricant for extrusion lubricating oil additives. The phosphide of n-decadecyl mercaptan can be used as an additive for lubricating oil, ore flotation agent, and insecticide. It can be seen that its uses are quite extensive and its market potential is considerable. |
Preparation | Sodium monoalkyl sulfate replaces alkyl halide and acts with sodium hydrosulfide to prepare n-tetradecyl mercaptan. It is generally believed that the mercaptan of sodium linear alkyl sulfate is transformed into a nucleophilic substitution reaction at the α position. The nucleophile hydrogen sulfate attacks the α-carbon atom from the back of the leaving group sulfate. Due to the electron donating effect of the leaving group, the α-carbon atom is less electrophilic, and the reaction is carried out according to the S N 2 process. The reaction mechanism of n-decadecyl mercaptan synthesis is shown in the following figure: |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |