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28162-32-5

28162-32-5 Structure

28162-32-5 Structure
IdentificationBack Directory
[Name]

(2-THIENYLMETHYLENE)METHANE-1,1-DICARBONITRILE
[CAS]

28162-32-5
[Synonyms]

THDCV
AKOS 92447
AKOS USSH-4110240
RARECHEM AL BX 0177
2-Thenylidenemalononitrile
(2-Thenylidene)malononitrile
2-(2-Thenylidene)malononitrile
2-thienylmethylenemalononitrile
(2-thienylmethylene)-malononitril
(thien-2-ylmethylene)malononitrile
2-(2-THIENYLMETHYLENE)MALONONITRILE
2-(2-THIENYLMETHYLIDENE)MALONONITRILE
2-(2-Thienylmethylene)propanedinitrile
2-(Thiophen-2-ylmethylene)malononitrile
Propanedinitrile, 2-(2-thienylmethylene)-
(2-THIENYLMETHYLENE)METHANE-1,1-DICARBONITRILE
[Molecular Formula]

C8H4N2S
[MDL Number]

MFCD00114006
[MOL File]

28162-32-5.mol
[Molecular Weight]

160.2
Chemical PropertiesBack Directory
[Melting point ]

91 °C
[Boiling point ]

308.6±27.0 °C(Predicted)
[density ]

1.302±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 14, p. 790, 1949 DOI: 10.1021/jo01157a011
[Synthesis]

2-Thiophenecarboxaldehyde

98-03-3

Malononitrile

109-77-3

(2-THIENYLMETHYLENE)METHANE-1,1-DICARBONITRILE

28162-32-5

The general procedure for the synthesis of (2-thienylmethylene)methane-1,1-dicarbonitrile from 2-thiophenecarboxaldehyde and malononitrile was as follows: 5.068 g (50 mmol) of 2-thiophenecarboxaldehyde (I-10) and 0.5 g (5 mol%) of Ru/C catalyst were added to a reaction flask. Subsequently, 3.303 g (50 mmol) of malononitrile (II) and 100 mL of ethanol were added and the reaction was stirred for 15 hours at room temperature. The subsequent processing steps were the same as in Example 1. Finally, 7.769 g of the target product was obtained with 97.0% yield and 98.0% purity analyzed by GC-MS.

[References]

[1] RSC Advances, 2013, vol. 3, # 45, p. 23075 - 23079
[2] Tetrahedron Letters, 1982, vol. 23, # 47, p. 4927 - 4928
[3] Green Chemistry, 2010, vol. 12, # 3, p. 514 - 517
[4] Patent: CN108383755, 2018, A. Location in patent: Paragraph 0076-0079
[5] European Journal of Organic Chemistry, 2004, # 3, p. 546 - 551
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