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Methantiol

Methantiol ( methyl mercaptan ) CH 3 SH - the simplest representative of the homologous series of thiols , a colorless poisonous gas with a strong disgusting odor, at low concentrations resembling the smell of rotten cabbage.

Methantiol
Methanethiol-2d.png
Methantiol
Are common
Systematic
name
methanethiol
Traditional namesmethyl mercaptan
Chem. formulaCH 4 S
Rat formulaCH 3 SH
Physical properties
conditionGas
Molar mass48.21 g / mol
Density
Ionization energy
Thermal properties
T. melt.-123 ° C
T. bale.5.9 ° C
T. aux.
Etc. blast
Steam pressure
Chemical properties
pK a~ 10.4
Solubility in water2%
Solubility inethanol , diethyl ether
Classification
Reg. CAS number74-93-1
PubChem
Reg. EINECS number
Smiles
Inchi
RTECS
Chebi16007
ChemSpider
Security
MPC0.006 [1]
LD 50

LD50: 60; 67 mg / kg
LC50: 3.3 mg / m 3 (mice, exposure 2 hours)

675 mg / m3 (rat, 4 hours)
ToxicityHighly toxic
R phrasesR12 , R23 , R50 / 53
S-phrasesS16 , S25 , S33 S60 , S61
GHS iconsGHS Skull and Crossbones Icon GHS Health Hazard Icon GHS Flame Icon GHS system environment icon
NFPA 704
NFPA 704.svg
four
four
one

Content

Properties

It is sparingly soluble in water, soluble in ethanol and diethyl ether . Highly flammable. At high concentrations, it negatively affects the central nervous system. The threshold for a person smelling methanethiol at a volume concentration of 1 part per million [3] .

Being in nature

Methantiol is formed during various decomposition processes of organosulfur compounds , primarily in the decay of proteins , which include sulfur-containing amino acids . It is also found in the feces and intestinal gases of humans and animals, being, along with skatol, the cause of their unpleasant odor .

Synthesis

In industry, methanethiol is synthesized from methanol and hydrogen sulfide using thorium dioxide deposited on alumina in an amount of 5-12%, or cobalt - thorium dioxide, at a temperature of 316-468 ° C as a catalyst .

Application

Methantiol is used in the production of the methionine amino acid used as a feed additive from acrolein.H2C=CH-Cho {\ displaystyle {\ ce {H2C = CH-CHO}}}   .

In the first stage, 3-methylthiopropionic aldehyde is synthesized by the addition of methanethiol to acrolein :

CH3SH+H2C=CH-Cho⟶CH3SCH2CH2Cho,{\ displaystyle {\ ce {CH3SH + H2C = CH-CHO -> CH3SCH2CH2CHO,}}}  

which is further used as a carbonyl component in Strecker synthesis :

CH3SCH2CH2Cho+HCN+NH3⟶CH3SCH2CH2CH(NH2)CN;{\ displaystyle {\ ce {CH3SCH2CH2CHO + HCN + NH3 -> CH3SCH2CH2CH (NH2) CN;}}}  
CH3SCH2CH2CH(NH2)CN+H2O⟶CH3SCH2CH2CH(NH2)Cool⋅{\ displaystyle {\ ce {CH3SCH2CH2CH (NH2) CN + H2O -> CH3SCH2CH2CH (NH2) COOH.}}}  

Methantiol is used in the synthesis of pesticides and fungicides .

Methantiol is also used as an odorizing additive to natural gas used in everyday life for people to detect accidental leakages of natural household gas by smell [4] .

Danger

Methantiol is toxic, belongs to the 2nd hazard class. The maximum one-time MPC for the atmospheric air of populated areas is 0.006 mg / m 3 [5] .

See also

  • Ethantiol

Notes

  1. ↑ GN 2.1.6.2326-08 Maximum allowable concentrations (MPC) of pollutants in the atmospheric air of populated areas. Supplement No. 4 to GN 2.1.6.1338-03
  2. ↑ 1 2 3 4 5 http://www.cdc.gov/niosh/npg/npgd0425.html
  3. ↑ Devos, M; F. Patte, J. Rouault, P. Lafort, LJ Van Gemert (1990). Standardized Human Olfactory Thresholds. Oxford: IRL Press. p. 101. ISBN 0-19-963146-8
  4. ↑ Schlager N., Weisblatt J., Newton DE Methyl Mercaptan - Chemical Compounds. - Thomson Gale. - 2006. - vol. 2 - pp 455-457.
  5. ↑ Maximum allowable concentrations (MPC) of pollutants in the atmospheric air of populated areas. Supplement 4 to GN 2.1.6.1338-03. (unopened) (inaccessible link) . Date of treatment July 24, 2017. Archived May 21, 2015.
Source - https://ru.wikipedia.org/w/index.php?title=Metanthiol&oldid=96240016


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Clever Geek | 2019