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796670

Sigma-Aldrich

2,2,3,3-Tetramethylsuccinonitrile

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Synonym(s):
2,2,3,3-Tetramethylbutanedinitrile, 2,3-Dicyano-2,3-dimethylbutane, Tetramethylsuccinic acid dinitrile, Tetramethylsuccinodinitrile
Empirical Formula (Hill Notation):
C8H12N2
CAS Number:
3333-52-6
Molecular Weight:
136.19
MDL number:
MFCD00040683
UNSPSC Code:
12352100
PubChem Substance ID:
329768541
NACRES:
NA.22

form

solid

Quality Level

100

SMILES string

N#CC(C)(C)C(C)(C)C#N

InChI

1S/C8H12N2/c1-7(2,5-9)8(3,4)6-10/h1-4H3

InChI key

ZVQXQPNJHRNGID-UHFFFAOYSA-N

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Application

2,2,3,3-Tetramethylsuccinonitrile can be used as a reactant to synthesize:
  • 3,4-Dihydro-3H-pyrrol-2-imines by reacting with aryl lithium species in the presence of TMSCl.
  • Phenyl substituted metal-free fused tetraazachlorins by condensation reaction with substituted phthalonitrile derivatives in the presence of InCl3.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - STOT RE 2 Inhalation - STOT SE 2 Inhalation

Target Organs

Kidney,Liver, Nervous system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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An efficient synthesis of metal-free tetraazachlorins via indium complexes
Makarova EA, et al.
Journal of Porphyrins and Phthalocyanines, 17(08n09), 785-790 (2013)
3, 4-Dihydro-3H-pyrrol-2-imines as Conformationally Restrained 1, 3-Diazabutadienes: Synthesis, Structural Properties and Protonation
Janich S, et al.
European Journal of Organic Chemistry, 2077-2087 (2009)

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