Tetramethylsuccinonitrile

From Wikipedia, the free encyclopedia
Tetramethylsuccinonitrile[1]
Identifiers
Abbreviations TMSN[2]
CAS number 3333-52-6 N
PubChem 18745
ChemSpider 17700 YesY
UNII 116XMU2GHK YesY
MeSH tetramethylsuccinonitrile
Jmol-3D images Image 1
Properties
Molecular formula C8H12N2
Molar mass 136.19 g mol−1
Appearance Colourless crystals
Density 1.07 g mL−1
Melting point 169.1 °C; 336.3 °F; 442.2 K
Thermochemistry
Std enthalpy of
formation ΔfHo298
13.6–16.2 kJ mol−1
Std enthalpy of
combustion
ΔcHo298
−4.8767–−4.8793 MJ mol−1
Related compounds
Related alkanenitriles
Related compounds DBNPA
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Tetramethylsuccinonitrile or TMSN is an organic compound with the formula (C(CH3)2CN)2. Classified as a di[nitrile]], it is a colorless and odorless solid. TMSN is the by-product from the use of some radical initiators used in polymer manufacture.[3]

TMSN is derived from 2,2'-azobis-isobutyronitrile:

(NC(CH3)2CN)2 → (C(CH3)2CN)2 + N2

AIBN is a common radical initiator in the manufacture of polyvinyl chloride polymers.

Safety considerations

Because PVC is pervasive and can contain TMSN, the safety aspects of this dinitrile has generated interest.[4]

Symptoms of large or short exposure to this substance include convulsions, dizziness, headache, nausea, vomiting or even unconsciousness, hence affects central nervous system.

In regards to occupational exposures, the Occupational Safety and Health Administration and the National Institute for Occupational Safety and Health have set limits for dermal exposure at 3 mg/m3 over an eight-hour time-weighted average.[2]

References

  1. "TETRAMETHYL SUCCINONITRILE". International Chemistry Safety Cards. Vermont Safety Information Resources Inc. Retrieved 14 June 2012. 
  2. 2.0 2.1 "Tetramethyl succinonitrile". NIOSH Pocket Guide to Chemical Hazards. Centers for Disease Control and Prevention. Retrieved 15 November 2013. 
  3. Polymeric Materials Encyclopedia, Joseph C. Salamone, 1996, CRC Press, ISBN 0-8493-2470-X
  4. Ishiwata, H; Inoue T, Yoshihira K. (July 1987). "Tetramethylsuccinonitrile in polyvinyl chloride products for food and its release into food-simulating solvents". Z Lebensm Unters Forsch. 185 (1): 39–42. PMID 3617937 


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