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]

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 Edit this at Wikidata
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:
GHS02: FlammableGHS08: Health hazard[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).

In plant biochemistry, the allylbenzene skeleton is the parent (simplest representation) of many phenylpropanoids. Prominent allylbenzenes include eugenol, safrole, and many others.[4]

References

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  1. ^ "Allylbenzene".
  2. ^ a b c "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.
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