Allylbenzene

Allylbenzene
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
EC Number
  • 206-095-7
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
Appearance Colorless 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:
[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).
Infobox references

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.