All Photos(2)
Linear Formula:
C6H5CH=C(CN)2
CAS Number:
Molecular Weight:
154.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
mp
83-85 °C (lit.)
SMILES string
N#C\C(=C/c1ccccc1)C#N
InChI
1S/C10H6N2/c11-7-10(8-12)6-9-4-2-1-3-5-9/h1-6H
InChI key
WAVNYPVYNSIHNC-UHFFFAOYSA-N
Related Categories
General description
Benzylidenemalononitrile undergoes rapid and catalyst-free solid/vapor reaction with primary alkyl amines to yield N-benzylidene-amine. It undergoes addition reaction with octyl- and decylzirconocene chloride. It is a potential substrate for soluble methane monooxygenase.
Application
Benzylidenemalononitrile was used in fluorescence-based assay for determination of soluble methane monooxygenase activity in solution.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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A R Miller et al.
Applied microbiology and biotechnology, 58(2), 183-188 (2002-03-06)
A fluorescence-based assay was developed to estimate soluble methane monooxygenase (sMMO) activity in solution. Whole cells of Methylosinus trichosporium OB3b expressing sMMO were used to oxidize various compounds to screen for fluorescent products. Of the 12 compounds tested, only coumarin
Yuanhong Liu et al.
The Journal of organic chemistry, 67(20), 7019-7028 (2002-10-02)
Direct addition of alkylzirconocenes to activated alkenes was found, for the first time. Octyl- and decylzirconocene chloride reacted with benzylidenemalononitrile to give the corresponding addition products after hydrolysis in 86% and 79% yield, respectively. Zirconacyclopentanes showed a similar reactivity toward
Liqi Shi et al.
Chemical communications (Cambridge, England), 50(7), 872-874 (2013-12-04)
A new rapid and catalyst-free solid/vapor reaction between benzylidenemalonate/benzylidenemalononitrile and primary alkyl amines was found. With these as sensory units of fluorescent polymers, probes for primary amine vapor with high sensitivity and selectivity were developed.
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