Propenyl

In organic chemistry, 1-propenyl (or simply propenyl) has the formula CH=CHCH3 and 2-propenyl (isopropenyl) has the formula CH2=C-CH3. These groups are found in many compounds. Propenyl compounds are isomeric with allyl compounds, which have the formula CH2-CH=CH2.

The three common precursors to lignin are derivatives of propenylbenzene: paracoumaryl alcohol (1), coniferyl alcohol (2) and sinapyl alcohol (3).

Chemicals with 1-propenyl groups

  • 2-chloropropylene
  • propenylbenzene (β-methylstyrene).[1]

Many phenylpropanoids and their derivatives feature derivatives of propenylbenzene:

  • Anethole
  • Asarone
  • Carpacin
  • Coniferyl alcohol
  • Isoeugenol
  • Isosafrole
  • Methyl isoeugenol
  • Pseudoisoeugenol

Chemicals with 2-propenyl groups

p-Isopropenylphenol features a 2-propenyl derivative of phenol.

Isopropenyl acetate is a 2-propenyl ester, synthesizable from ketene.

Several terpenes feature 2-propenyl substituents:

See also

References

  1. ^ Linstrumelle, Gerard; Krieger, Jeanne K.; Whitesides, George M. (1976). "Preparation of Alkenes by Reaction of Lithium Dipropenylcuprates with Alkyl Halides: (E)-2-Undecene" (PDF). Org. Synth. 55: 103. doi:10.15227/orgsyn.055.0103.
  • v
  • t
  • e
  • v
  • t
  • e
Hydrocarbons
(only C and H)
Only carbon,
hydrogen,
and oxygen
(only C, H and O)
R-O-R
carbonyl
carboxy
Only one
element,
not being
carbon,
hydrogen,
or oxygen
(one element,
not C, H or O)
Nitrogen
Phosphorus
Sulfur
Boron
Selenium
Tellurium
Halo
Other