Allylbenzene

Last updated
Allylbenzene
Allylbenzene.svg
Names
Preferred IUPAC name
(Prop-2-enyl)benzene [1]
Other names
3-Phenyl-1-propene; 2-Propenylbenzene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.542 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-095-7
PubChem CID
UNII
  • InChI=1S/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-5,7-8H,1,6H2
    Key: HJWLCRVIBGQPNF-UHFFFAOYSA-N
  • C=CCC1=CC=CC=C1
Properties
C9H10
Molar mass 118.179 g·mol−1
AppearanceColorless liquid
Density 0.893 g/cm3
Melting point −40 °C (−40 °F; 233 K)
Boiling point 156 °C (313 °F; 429 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable liquid and vapor, May be fatal if swallowed and enters airways
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-silhouette.svg [2]
Danger
H226, H304 [2]
P210, P233, P240, P241, P242, P243, P280, P301+P316, P303+P361+P353, P331, P370+P378, P403+P235, P405, P501 [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Allylbenzene or 3-phenylpropene is an organic compound with the formula C6H5CH2CH=CH2. It is a colorless liquid. The compound consists of a phenyl group attached to an allyl group. Allylbenzene isomerizes to trans-propenylbenzene. [3]

In plant biochemistry, the allylbenzene skeleton is the parent (simplest representation) of many phenylpropanoids. Known allylbenzenes include eugenol, safrole, elemicin, myristicin, apiole, dillapiole, chavicol, sarisan, croweacin, osmorhizole, exalatacin, chavibetol, asarone and many others. [4]

References

  1. "Allylbenzene".
  2. 1 2 3 "Allylbenzene".
  3. Hassam, Mohammad; Taher, Abu; Arnott, Gareth E.; Green, Ivan R.; van Otterlo, Willem A. L. (2015). "Isomerization of Allylbenzenes". Chemical Reviews. 115 (11): 5462–5569. doi:10.1021/acs.chemrev.5b00052. PMID   25993416.
  4. Vogt, Thomas (2010). "Phenylpropanoid Biosynthesis". Molecular Plant. 3 (1): 2–20. doi: 10.1093/mp/ssp106 . PMID   20035037.