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)

Flash point:

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 Reference

2700-22-3(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

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BENZYLIDENEMALONONITRILE Usage And Synthesis

Chemical Properties

SLIGHTLY YELLOW NEEDLE-LIKE CRYSTALLINE POWDER

Uses

Benzylidenemalononitrile 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 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.

Synthesis

Benzaldehyde (1.0eq) was put into a 250mL round-bottomed flask, distilled water (100mL) was added as solvent, put into a clean stirrer, and then malononitrile (1.2eq) was added, and the reaction was placed at room temperature for 12 h. After the reaction was finished by TLC, a large amount of solid was precipitated, and it was filtered, and the cake was washed with petroleum ether, and the white solid product, benzylidene malononitrile, was dried.

Purification Methods

Recrystallise 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.]

BENZYLIDENEMALONONITRILE(2700-22-3)Related Product Information

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