Date published: 2026-5-9

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2-(1-Phenylethylidene)malononitrile (CAS 5447-87-0)

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CAS Number:
5447-87-0
Molecular Weight:
168.2
Molecular Formula:
C11H8N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-(1-Phenylethylidene)malononitrile functions as a Michael acceptor in organic synthesis. It acts as a dienophile in Diels-Alder reactions, participating in cycloaddition reactions with dienes to form new carbon-carbon bonds. 2-(1-Phenylethylidene)Malononitrile′s mechanism of action involves the activation of the carbon-carbon double bond in the dienophile, allowing it to react with the diene to form a cyclic product. The presence of the phenyl group in the molecule enhances its reactivity and selectivity in these types of reactions. 2-(1-Phenylethylidene)Malononitrile′s functional role lies in its ability to facilitate the formation of complex organic molecules through cycloaddition reactions.


2-(1-Phenylethylidene)malononitrile (CAS 5447-87-0) References

  1. (E)-2-(1,3-Diphenyl-allyl-idene)malononitrile.  |  Kang, TR. and Chen, LM. 2009. Acta Crystallogr Sect E Struct Rep Online. 65: o3164. PMID: 21578880
  2. Acid hydrazides, potent reagents for synthesis of oxygen-, nitrogen-, and/or sulfur-containing heterocyclic rings.  |  Majumdar, P., et al. 2014. Chem Rev. 114: 2942-77. PMID: 24506477
  3. Synthesis and Reactivity Profile of Ylidenemalononitrile Enamines and Their Ester Analogs Towards Electrophiles and Nucleophiles.  |  Longstreet, AR., et al. 2015. J Org Chem. 80: 8583-96. PMID: 26218519
  4. Coumarin-Pyrazole Hybrid with Red Shifted ESIPT Emission and AIE Characteristics - a Comprehensive Study.  |  Shreykar, MR. and Sekar, N. 2017. J Fluoresc. 27: 1687-1707. PMID: 28501903
  5. 'On Water' Direct Catalytic Vinylogous Aldol Reaction of Silyl Glyoxylates.  |  Pan, H., et al. 2019. J Org Chem. 84: 14281-14290. PMID: 31578866
  6. Phosphine-Catalyzed (3 + 2)/(3 + 2) Sequential Annulation of γ-Vinyl Allenoates: Access to Fused Carbocycles.  |  Feng, J., et al. 2020. Org Lett. 22: 433-437. PMID: 31873035
  7. Crystal Structure and Subsequent Ligand Design of a Nonriboside Partial Agonist Bound to the Adenosine A2A Receptor.  |  Amelia, T., et al. 2021. J Med Chem. 64: 3827-3842. PMID: 33764785
  8. Controlling and Fine-Tuning Charge-Transfer Emission in 2,6-Dicyanoaniline Multichromophores Prepared through Domino Reactions: Entry to a Potentially New Class of OLEDs.  |  Plass, F., et al. 2021. J Org Chem. 86: 6111-6125. PMID: 33843224

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-(1-Phenylethylidene)malononitrile, 500 mg

sc-298014
500 mg
$96.00

2-(1-Phenylethylidene)malononitrile, 1 g

sc-298014A
1 g
$131.00