Tetramethylsuccinonitrile

Structural formula
General
Surname	Tetramethylsuccinonitrile
other names	Tetramethyl succinodinitrile; Tetramethylsuccinic acid dinitrile; Butanedinitrile-2,2,3,3-tetramethyl; 2,3-dicyano-2,3-dimethylbutane; TMSN;
Molecular formula	C 8 H 12 N 2
Brief description	colorless and odorless solid
External identifiers / databases
EC number	608-859-9
ECHA InfoCard	100.129.378
PubChem	18745
Wikidata	Q7706592
properties
Molar mass	136.20 g mol −1
Physical state	firmly
density	1.070 g cm −3
Melting point	170 ° C (sublimation)
solubility	practically insoluble in water
safety instructions
H and P phrases	H: 300-311 + 331-371-373
	P: 260-264-280-301 + 310-308 + 311-311
Toxicological data	27 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetramethylsuccinonitrile is a chemical compound from the group of nitriles .

Occurrence

For example, tetramethylsuccinonitrile is formed from amber resin (succinate resin) when exposed to heat . As long as azobis (isobutyronitrile) (AIBN) was still used as an initiator for the polymerization , it was also present in PVC in small amounts .

Extraction and presentation

Tetramethylsuccinonitrile can be obtained from 2,2'-azobis (isobutyronitrile) .

{\ displaystyle \ mathrm {(NC (CH_ {3}) _ {2} CN) _ {2} \ longrightarrow (C (CH_ {3}) _ {2} CN) _ {2} + N_ {2}} }

properties

Tetramethylsuccinonitrile is a crystalline, colorless and odorless solid that is practically insoluble in water. It decomposes when heated, producing nitrogen oxides and cyanides .

use

Tetramethylsuccinonitrile is used as a binder for toners .

safety instructions

Tetramethylsuccinitrile is acutely toxic orally, dermally and inhalatively and leads to symptoms of central nervous poisoning. It does not irritate the eyes or the skin.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on tetramethylsuccinonitrile in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b Werner Baumann, Thomas Rothardt: Printing chemicals data and facts on environmental protection 2nd, expanded and revised edition . Springer-Verlag, 2013, ISBN 978-3-642-58474-9 , pp. 164 ( limited preview in Google Book search).
↑ ^a ^b Hajimu Ishiwata, Takiko Inoue, Kunitoshi Yoshihira: Tetramethylsuccinonitrile in polyvinyl chloride products for food and its release into food-simulating solvents. In: Journal of Food Study and Research. 185, 1987, p. 39, doi : 10.1007 / BF01083339 .
^ CR Noller: Textbook of Organic Chemistry . Springer-Verlag, 2013, ISBN 978-3-642-87324-9 , pp. 278 ( limited preview in Google Book search).
↑ BAUA: Rationale on tetramethylsuccinitrile in TRGS 900 - edition: January 2006.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on tetramethylsuccinonitrile in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[Werner_Baumann,_Thomas_Rothardt-2] Werner Baumann, Thomas Rothardt: Printing chemicals data and facts on environmental protection 2nd, expanded and revised edition . Springer-Verlag, 2013, ISBN 978-3-642-58474-9 , pp. 164 ( limited preview in Google Book search).

[DOI10.1007/BF01083339-3] Hajimu Ishiwata, Takiko Inoue, Kunitoshi Yoshihira: Tetramethylsuccinonitrile in polyvinyl chloride products for food and its release into food-simulating solvents. In: Journal of Food Study and Research. 185, 1987, p. 39, doi : 10.1007 / BF01083339 .

[C.R._Noller-4] CR Noller: Textbook of Organic Chemistry . Springer-Verlag, 2013, ISBN 978-3-642-87324-9 , pp. 278 ( limited preview in Google Book search).

[BAUA-5] BAUA: Rationale on tetramethylsuccinitrile in TRGS 900 - edition: January 2006.