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TCI

CAS 5500-21-0

Cyclopropyl Cyanide TCI C0997

Cyclopropyl Cyanide TCI C0997

Chemical Identity

Other names
Cyanocyclopropane · Cyclopropanecarbonitrile
CAS No.
5500-21-0
Formula
C4H5N
Molecular weight
67.09 g/mol
Purity
>97.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
cyclopropanecarbonitrile
SMILES
C1CC1C#N
InChIKey
AUQDITHEDVOTCU-UHFFFAOYSA-N
MDL
MDL00001269
PubChem
CID 79637
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TCI C0997 Cyclopropyl Cyanide (CAS 5500-21-0) is a compact aliphatic nitrile that delivers both a strained cyclopropane ring and a highly convertible cyano group. Hydrolysis affords cyclopropanecarboxylic acid, reduction gives cyclopropylmethylamine, and organometallic addition opens a direct route to cyclopropyl ketones. The cyclopropyl motif is widely used in medicinal chemistry to rigidify structures and fine-tune metabolic behaviour. AMI Scientific stocks 5 mL and 25 mL packs of this flammable liquid, which should be handled in a fume hood and stored tightly closed in a cool, well-ventilated place away from ignition sources.

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  • Oh et al. (2002). Photodissociation of cyclopropyl cyanide at 193 nm. Chemical Physics Letters doi:10.1016/s0009-2614(02)01242-3
  • Bizzocchi et al. (2008). Submillimetre-wave spectrum, 14N-hyperfine structure, and dipole moment of cyclopropyl cyanide. Journal of Molecular Spectroscopy doi:10.1016/j.jms.2008.02.009
  • López et al. (2018). The reactivity of cyclopropyl cyanide in titan's atmosphere: a possible pre-biotic mechanism. Physical Chemistry Chemical Physics doi:10.1039/c7cp06911a

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.