CHEBI:64343 - trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile

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ChEBI Name trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile
ChEBI ID CHEBI:64343
ChEBI ASCII Name trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile
Definition A dinitrile that is tert-butylbenzene in which the hydrogen at the para- position is substituted by a 4,4-dicyano-2-methylbuta-1,3-dien-1-yl group (the trans isomer). It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gerhard Mayer
Supplier Information
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Formula C17H18N2
Net Charge 0
Average Mass 250.33820
Monoisotopic Mass 250.14700
InChI InChI=1S/C17H18N2/c1-13(10-15(11-18)12-19)9-14-5-7-16(8-6-14)17(2,3)4/h5-10H,1-4H3/b13-9+
InChIKey OIASAVWSBWJWBR-UKTHLTGXSA-N
SMILES C\C(C=C(C#N)C#N)=C/c1ccc(cc1)C(C)(C)C
Roles Classification
Application(s): MALDI matrix material
A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).
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ChEBI Ontology
Outgoing trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile (CHEBI:64343) has role MALDI matrix material (CHEBI:64345)
trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile (CHEBI:64343) is a dinitrile (CHEBI:51308)
IUPAC Name
[(2E)-3-(4-tert-butylphenyl)-2-methylprop-2-en-1-ylidene]propanedinitrile
Synonyms Sources
(2E)-2-[3-(4-tert-butylphenyl)-2-methylprop-2-en-1-ylidene]malononitrile ChEBI
DCTB SUBMITTER
trans-2-[3-(4-t-butylphenyl)-2-methyl-2-propenylidene]malononitrile ChEBI
Registry Number Type Source
8913051 Reaxys Registry Number Reaxys
Last Modified
05 April 2012
General Comments
2012-04-04 MALDI matrix solution [PubChem_Compound:6382826]
2012-04-05 Use of trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]malononitrile (DCTB) as a non-protic matrix for MALDI-TOF-MS was first reported by H. Luftmann et al., Eur. J. Mass Spectrom., 2000, 6, 49. DOI: http://dx.doi.org/10.1255/ejms.329