Cinnamonitrile

Structural formula
General
Surname	Cinnamonitrile
other names	Cinnamoyl nitrile trans -cinnamic acid nitrile ( E ) -cinnamic acid nitrile TRANS-CINNAMONITRILE ( INCI )
Molecular formula	C 9 H 7 N
Brief description	yellowish liquid
External identifiers / databases
CAS number 1885-38-7 [( E ) -cinnamonitrile] 4360-47-8 (unspec.) EC number 217-552-5 ECHA InfoCard 100.015.957 PubChem 1550846 ChemSpider 1267328 Wikidata Q27279623
properties
Molar mass	129.16 g mol −1
Physical state	liquid
density	1.028 g cm −3
Melting point	18-20 ° C
boiling point	254-255 ° C
solubility	insoluble in water, soluble in ethanol and ether
Refractive index	1.601 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 315-319-335 P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Cinnamonitrile ( trans -3-phenylacrylic acid nitrile ) forms a yellowish liquid. It belongs to the aromatic group and is an unsaturated nitrile with a trans -substituted carbon-carbon double bond. The isomeric cis -cinnamonitrile is of little importance. The information in this article relates only to trans -cinnamonitrile.

presentation

Cinnamonitrile is obtained by dehydrating trans - cinnamic acid amide with thionyl chloride (SOCl ₂ ) in dimethylformamide .

Individual evidence

1. ↑ Entry on TRANS-CINNAMONITRILE in the CosIng database of the EU Commission, accessed on May 18, 2020.
2. ↑ ^{a b c d} data sheet cinnamonitrile (PDF) from Merck , accessed on February 13, 2010.
3. ↑ ^{a b c d e f} Cinnamonitrile data sheet from Sigma-Aldrich , accessed on April 25, 2011 ( PDF ).
4. ↑ Test procedure: dehydration of cinnamic acid amide with thionyl chloride in dimethylformamide to cinnamic acid nitrile (PDF) from the collection of integrated organic-chemical internship at the University of Regensburg, accessed on October 30, 2011.