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Allylbenzene information


Allylbenzene
Names
Preferred IUPAC name
(Prop-2-enyl)benzene[1]
Other names
3-Phenyl-1-propene; 2-Propenylbenzene
Identifiers
CAS Number
  • 300-57-2
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL501879
ChemSpider
  • 8950
ECHA InfoCard 100.005.542 Edit this at Wikidata
EC Number
  • 206-095-7
PubChem CID
  • 9309
UNII
  • 3VT7C9MEQ9 checkY
CompTox Dashboard (EPA)
  • DTXSID00861855 Edit this at Wikidata
InChI
  • InChI=1S/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-5,7-8H,1,6H2
    Key: HJWLCRVIBGQPNF-UHFFFAOYSA-N
SMILES
  • C=CCC1=CC=CC=C1
Properties
Chemical formula
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)
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.[2]

In plant biochemistry, the allylbenzene skeleton is the parent (simplest representation) of many phenylpropanoids. Prominent allylbenzenes include eugenol, safrole, and many others.[3]

  1. ^ "Allylbenzene".
  2. ^ 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.
  3. ^ Vogt, Thomas (2010). "Phenylpropanoid Biosynthesis". Molecular Plant. 3 (1): 2–20. doi:10.1093/mp/ssp106. PMID 20035037.

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Allylbenzene

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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...

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Phenylpropene

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allyl group bonded to a benzene ring, having the parent structure of allylbenzene. These comprise a class of phenylpropanoids, where there are typically...

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Eugenol

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/ˈjuːdʒɪnɒl/ is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow, aromatic...

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Curcuma caesia

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constituents.[citation needed] Other research demonstrated diphenylalkanoids, allylbenzene derivatives, terpenoids, flavonoids, steroids, and alkaloids as major...

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Isosafrole

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in the fragrance industry. Structurally, the molecule is related to allylbenzene, a type of aromatic organic chemical. Its fragrance is reminiscent of...

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C9H10

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The molecular formula C9H10 may refer to: Allylbenzene Cyclononatetraene Indane α-Methylstyrene (AMS) Phenylpropene trans-Propenylbenzene 4-Vinyltoluene...

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Safrole

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of both rats and humans include 1,2-dihydroxy-4-allylbenzene or 1(2)-methoxy-2(1)hydroxy-4-allylbenzene. Safrole can undergo many forms of metabolism....

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Anethole

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as a flavoring substance. It is a derivative of the aromatic compound allylbenzene and occurs widely in plants in essential oils. It is in the class of...

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Methoxyeugenol

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Methoxyeugenol is a naturall occurring allylbenzene and eugenol derivative. It is found in toxic Japanese star anise pericarp and leaves. as well as in...

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Phenylpropanoid

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component of plant cell walls. The phenylpropenes, phenylpropanoids with allylbenzene (3-phenylpropene) as the parent compound, are also derived from the monolignols...

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Hydroxychavicol

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2-diol Other names 4-Allylbenzene-1,2-diol Allylpyrocatechol 4-Allylpyrocatechol Desmethylisoeugenol 3,4-dihydroxy-allylbenzene Identifiers CAS Number...

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Myristicin

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data Other names 3-methoxy-4,5-methylenedioxy-allylbenzene; 5-methoxy-3,4-methylenedioxy-allylbenzene Dependence liability Unknown Addiction liability...

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Amphetamine

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Another example employs the Ritter reaction (method 3). In this route, allylbenzene is reacted acetonitrile in sulfuric acid to yield an organosulfate which...

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Chavibetol

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"Synthesis of 4-Hydroxy-3-Ethoxy-1-Allyl-Benzene from 4-Hydroxy-3 -Methoxy-1 -Allylbenzene (Eugenol)". Bulletin of the Chemical Society of Japan. 11 (3): 179–184...

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Ritter reaction

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dopamine receptor ligands and production of racemic amphetamine from allylbenzene and methyl cyanide. The Ritter reaction is inferior to most amination...

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Naturally occurring phenols

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p-Hydroxyphenylacetic acid, Homogentisic acid 9 C6-C3 1 Hydroxycinnamic acids, Allylbenzenes, Coumarins, Isocoumarins, Chromones Caffeic, ferulic acids, Myristicin...

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Annesorhiza

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traditional culinary usage. Some species are notable for their content of allylbenzene derivatives such as nothoapiole. "Annesorhiza Cham. & Schltdl. | Plants...

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Nothoapiole

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3-benzodioxole Other names 2,3,6-Trimethoxy,4,5-methylenedioxy-allylbenzene; 1,3-Benzodioxole, 4,5,7-trimethoxy-6-(2-propen-1-yl)- Identifiers CAS...

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Molopospermum

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traditional culinary usage, with certain species being notable for containing allylbenzene derivatives such as nothoapiole. The Spanish, Catalan and French names...

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