2-(1-PHENYLETHYLIDENE)MALONONITRILE

Product Name: 2-(1-PHENYLETHYLIDENE)MALONONITRILE
CAS No.: 5447-87-0
Chemical Name: 2-(1-PHENYLETHYLIDENE)MALONONITRILE
Synonyms: AURORA KA-6233;α-Cyano-β-phenylcrotononitrile;α-Methylbenzylidenemalononitrile;1-Phenylethylidenepropanedinitrile;(α-Methylbenzylidene)malononitrile;2-(1-PHENYLETHYLIDENE)MALONONITRILE;ALPHA-METHYLBENZYLIDENEMALONONITRILE;2-(α-Methylbenzylidene)malononitrile;2-Phenyl-1-propene-1,1-dicarbonitrile;Propanedinitrile, 2-(1-phenylethylidene)-
CBNumber: CB6369868
Molecular Formula: C11H8N2
Formula Weight: 168.19
MOL File: 5447-87-0.mol

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2-(1-PHENYLETHYLIDENE)MALONONITRILE Property

Melting point:: 94-96°C
Boiling point:: 165 °C(Press: 12 Torr)
Density: 1.096±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
Appearance: Off-white to light yellow Solid
EPA Substance Registry System: Propanedinitrile, (1-phenylethylidene)- (5447-87-0)

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Safety

HazardClass: IRRITANT
HS Code: 2926907090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: C381613
Product name: α-Methylbenzylidenemalononitrile
Packaging: 100mg
Price: $75
Updated: 2021/12/16

Matrix Scientific

Product number: 043899
Product name: 2-(1-Phenylethylidene)malononitrile
Purity: >95%
Packaging: 500mg
Price: $150
Updated: 2021/12/16

AK Scientific

Product number: 5341AE
Product name: 2-(1-Phenylethylidene)malononitrile
Packaging: 250mg
Price: $155
Updated: 2021/12/16

SynQuest Laboratories

Product number: 3H37-1-7J
Product name: 2-(1-Phenylethylidene)propanedinitrile
Purity: 95%
Packaging: 1g
Price: $192
Updated: 2021/12/16

Matrix Scientific

Product number: 043899
Product name: 2-(1-Phenylethylidene)malononitrile
Purity: >95%
Packaging: 1g
Price: $225
Updated: 2021/12/16

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2-(1-PHENYLETHYLIDENE)MALONONITRILE Chemical Properties,Usage,Production

Synthesis Reference(s)

Tetrahedron Letters, 4, p. 955, 1963 DOI: 10.1039/jr9630005127

Synthesis

98-86-2

109-77-3

5447-87-0

Malononitrile (32 mmol) and acetophenone (28 mmol) were dissolved in 20 mL of toluene solution containing ammonium acetate (500 mg, 6.5 mmol) and glacial acetic acid (2 mL) in a 50 mL round bottom flask. The water generated during the reaction was removed by vigorous reflux using a Dean-Stark water separator mounted under the reflux condenser. Upon completion of the reaction, the toluene was removed by evaporation to give the crude product. The crude product was further purified by recrystallization from ethanol or vacuum distillation to afford the target compound 2-(1-phenylethylidene)malononitrile in 61% yield. The structure of the product was confirmed by 1H NMR (CDCl3, 300 MHz) and 13C NMR (CDCl3, 75 MHz): 1H NMR δ 7.56-7.50 (m, 5H, ArH), 2.63 (s, 3H); 13C NMR δ 175.4, 135.7, 132.1, 128.9, 127.2, 112.7, 112.6, 84.5, 24.1.

References

[1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 3, p. 428 - 431
[2] European Journal of Organic Chemistry, 2008, # 28, p. 4763 - 4768
[3] Tetrahedron Letters, 1982, vol. 23, # 47, p. 4927 - 4928
[4] Synthetic Communications, 2000, vol. 30, # 5, p. 869 - 875
[5] Arkivoc, 2011, vol. 2011, # 9, p. 51 - 67

2-(1-PHENYLETHYLIDENE)MALONONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(1-PHENYLETHYLIDENE)MALONONITRILE Suppliers

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5447-87-0, 2-(1-PHENYLETHYLIDENE)MALONONITRILERelated Search:

9-DICYANOMETHYLENE-2,4,7-TRINITROFLUORENE AKOS UB-20064 2-(1-PHENYLETHYLIDENE)MALONONITRILE 3-(DICYANOMETHYLIDENE)INDAN-1-ONE 1,3-BIS(DICYANOMETHYLIDENE)INDAN 9-(DICYANOMETHYLENE)FLUORENE 2-[1-(4-CHLOROPHENYL)ETHYLIDENE]MALONONITRILE 2-ETHOXYETHYL 9-(DICYANOMETHYLIDENE)-2,5,7-TRINITRO-9H-FLUORENE-4-CARBOXYLATE 2-(4-CHLOROPHENYL)-4,4-BIS(METHYLTHIO)-BUTA-1,3-DIEN-1,1-DICARBONITRILE PENTYL 9-(DICYANOMETHYLIDENE)-2,5,7-TRINITRO-9H-FLUORENE-4-CARBOXYLATE 2-(4-BROMOPHENYL)-4,4-BIS(METHYLTHIO)-BUTA-1,3-DIEN-1,1-DICARBONITRILE 2-(2,4,5,7-TETRANITRO-9H-FLUOREN-9-YLIDEN)MALONONITRILE 4,4-BIS(METHYLTHIO)-2-PHENYL-BUT-1,3-DIEN-1,1-DICARBONITRILE ISOPROPYL 9-(DICYANOMETHYLIDENE)-2,5,7-TRINITRO-9H-FLUORENE-4-CARBOXYLATE 2-[2-(DIMETHYLAMINO)-4,5,7-TRINITRO-9H-FLUOREN-9-YLIDEN]MALONONITRILE 2-(4-METHOXYPHENYL)-4,4-BIS(METHYLTHIO)-1,3-BUTADIEN-1,1-DICARBONITRILE 2-PHENYL-TETRACYANOPROP-2-EN-1-ONIATOTETRAETHYLAMMONIATE N4,N4-DIBUTYL-9-(DICYANOMETHYLIDENE)-2,5,7-TRINITRO-9H-FLUORENE-4-CARBOXAMIDE

(α-Methylbenzylidene)malononitrile

1-Phenylethylidenepropanedinitrile

2-(α-Methylbenzylidene)malononitrile

2-Phenyl-1-propene-1,1-dicarbonitrile

α-Cyano-β-phenylcrotononitrile

α-Methylbenzylidenemalononitrile

AURORA KA-6233

2-(1-PHENYLETHYLIDENE)MALONONITRILE

Propanedinitrile, 2-(1-phenylethylidene)-

ALPHA-METHYLBENZYLIDENEMALONONITRILE

5447-87-0