Topic summary

Tetramethylsuccinonitrile

Tetramethylsuccinonitrile
Names Preferred IUPAC name
Tetramethylbutanedinitrile
Other names
Butanedinitrile, 2,2,3,3-tetramethyl
Identifiers
3D model (JSmol)
Abbreviations TMSN ChemSpiderECHA InfoCard100.129.378MeSHtetramethylsuccinonitrileUNII
  • InChI=1S/C8H12N2/c1-7(2,5-9)8(3,4)6-10/h1-4H3
    Key: ZVQXQPNJHRNGID-UHFFFAOYSA-N
  • CC(C)(C#N)C(C)(C)C#N
Properties C8H12N2Molar mass136.198 g·mol Appearance Colourless crystals Odorodorless Density1.07 g mL Melting point169.1 °C; 336.3 °F; 442.2 K Boiling pointsublimes Thermochemistry 13.6–16.2 kJ mol −4.8767–−4.8793 MJ mol Hazards GHS labelling: DangerH300, H310, H315, H319, H330, H370, H372, H412P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P302+P352, P304+P340, P305+P351+P338, P307+P311, P310, P314, P320, P321, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501Lethal dose or concentration (LD, LC): 38.9 mg/kg (rat, oral) 28 ppm (mouse, 3 hr)
6 ppm (rat, 30 hr) NIOSH (US health exposure limits):
PEL (Permissible)
TWA 3 mg/m (0.5 ppm) [skin]
REL (Recommended)
TWA 3 mg/m (0.5 ppm) [skin]
IDLH (Immediate danger)
5 ppm Safety data sheet (SDS) ICSC 1121Related compounds
Related alkanenitriles
Related compounds
DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetramethylsuccinonitrile or TMSN is an organic compound with the formula (C(CH3)2CN)2, classified as a dinitrile, and a colorless and odorlesssolid derived from 2,2'-azobis-isobutyronitrile, a common radical initiator in the manufacture of PVC:

[(CH3)2C(CN)]2N2 → [(CH3)2C(CN)]2 + N2.

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

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