BENZYLIDENEMALONONITRILE

BENZYLIDENEMALONONITRILE Basic information
Product Name:BENZYLIDENEMALONONITRILE
Synonyms:BENZYLIDENEMALONONITRILE;benzal-malonitril;benzylidene-malononitril;f2370;RARECHEM AL BX 0531;AKOS USSH-4110217;2-BENZYLIDENE-MALONONITRILE;tl237
CAS:2700-22-3
MF:C10H6N2
MW:154.17
EINECS:220-283-6
Product Categories:C10 to C27;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C10 to C27;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
Mol File:2700-22-3.mol
BENZYLIDENEMALONONITRILE Structure
BENZYLIDENEMALONONITRILE Chemical Properties
Melting point 83-85 °C (lit.)
Boiling point 120-125°C 0,6mm
density 1.1975 (rough estimate)
refractive index 1.4820 (estimate)
Fp 120-125°C/0.6mm
storage temp. Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
color White to Orange to Green
BRN 1907519
CAS DataBase Reference2700-22-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36/37/39
RIDADR 3276
WGK Germany 3
RTECS OO3500000
HazardClass 6.1
PackingGroup III
HS Code 29269095
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
BENZYLIDENEMALONONITRILE Usage And Synthesis
Chemical PropertiesSLIGHTLY YELLOW NEEDLE-LIKE CRYSTALLINE POWDER
UsesBenzylidenemalononitrile was used in fluorescence-based assay for determination of soluble methane monooxygenase activity in solution.
Synthesis Reference(s)The Journal of Organic Chemistry, 49, p. 4819, 1984 DOI: 10.1021/jo00199a014
Tetrahedron Letters, 23, p. 4927, 1982 DOI: 10.1016/S0040-4039(00)85749-4
General DescriptionBenzylidenemalononitrile 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.
Purification MethodsRecrystallise the nitrile from EtOH [Bernasconi et al. J Am Chem Soc 107 3612 1985]. It has max at 307nm (EtOH). [Beilstein 9 H 895, 9 II 640, 9 III 4380, 9 IV 3462.]
(BENZO[3,4-D]1,3-DIOXOLAN-5-YLMETHYLENE)METHANE-1,1-DICARBONITRILE ((4-((4-NITROPHENYL)METHOXY)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE 2-[2-(TRIFLUOROMETHOXY)BENZYLIDENE]MALONONITRILE AKOS USSH-4110246 9-DICYANOMETHYLENE-2,4,7-TRINITROFLUORENE 2-(4-CHLOROBENZYLIDENE)MALONONITRILE AG 18 ((4-PIPERIDYLPHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE 2-CHLORO-6-FLUOROBENZALMALONONITRILE 2-(4-CHLOROPHENYL)-4,4-BIS(METHYLTHIO)-BUTA-1,3-DIEN-1,1-DICARBONITRILE 2-(4-BROMOPHENYL)-4,4-BIS(METHYLTHIO)-BUTA-1,3-DIEN-1,1-DICARBONITRILE 2-[(2,4-DICHLOROPHENYL)METHYLENE]MALONONITRILE 9-(DICYANOMETHYLENE)FLUORENE AKOS 92167 ((4-ETHOXYPHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE 2-(4-TRIFLUOROBENZYLIDENE)-MALONONITRILE 2-[1-(4-CHLOROPHENYL)ETHYLIDENE]MALONONITRILE 4,4-BIS(METHYLTHIO)-2-PHENYL-BUT-1,3-DIEN-1,1-DICARBONITRILE

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