4-Vinylanisole is an organic compound with the formula CH3OC6H4CH=CH2. It is one of three isomers of vinylanisole. A colorless liquid, 4-vinylanisole is found in a number of foods and drinks.[1] It is also a monomer for the synthesis of modified polystyrenes.[2] It is an aggregation pheromone used by locusts.[3]

4-Vinylanisole
Names
Preferred IUPAC name
1-Ethenyl-4-methoxybenzene
Other names
p-vinylanisole, 4-methoxystyrene
Identifiers
3D model (JSmol)
ECHA InfoCard 100.010.272 Edit this at Wikidata
EC Number
  • 211-298-9
UNII
  • InChI=1S/C9H10O/c1-3-8-4-6-9(10-2)7-5-8/h3-7H,1H2,2H3
    Key: UAJRSHJHFRVGMG-UHFFFAOYSA-N
  • COC1=CC=C(C=C1)C=C
Properties
C9H10O
Molar mass 134.178 g·mol−1
Appearance colorless liquid
Density 1.001 g/cm3
Melting point 2 °C (36 °F; 275 K)
Boiling point 205 °C (401 °F; 478 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Zhang, Suying; Mueller, Christoph (2012). "Comparative Analysis of Volatiles in Traditionally Cured Bourbon and Ugandan Vanilla Bean (Vanilla planifolia) Extracts". Journal of Agricultural and Food Chemistry. 60 (42): 10433–10444. doi:10.1021/jf302615s. PMID 23020223.
  2. ^ Mecking, Stefan; Johnson, Lynda K.; Wang, Lin; Brookhart, Maurice (1998). "Mechanistic Studies of the Palladium-Catalyzed Copolymerization of Ethylene and α-Olefins with Methyl Acrylate". Journal of the American Chemical Society. 120 (5): 888–899. doi:10.1021/JA964144I.
  3. ^ Guo, Xiaojiao; Yu, Qiaoqiao; Chen, Dafeng; Wei, Jianing; Yang, Pengcheng; Yu, Jia; Wang, Xianhui; Kang, Le (2020). "4-Vinylanisole is an aggregation pheromone in locusts". Nature. 584 (7822): 584–588. Bibcode:2020Natur.584..584G. doi:10.1038/s41586-020-2610-4. PMID 32788724. S2CID 221106319.