4-ALLYLPHENOL
4-ALLYLPHENOL Basic information
- Product Name:
- 4-ALLYLPHENOL
- Synonyms:
-
- 4-(2-propenyl)-pheno
- 4-(Prop-2-enyl)-phenol
- Chavicol
- gamma-(p-Hydroxyphenyl)-alpha-propylene
- p-Allylphenol
- Eugenol EP Impurity D
- Eugenol Impurity 4(Eugenol EP Impurity D)
- p-Chavicol
- CAS:
- 501-92-8
- MF:
- C9H10O
- MW:
- 134.18
- EINECS:
- 207-929-2
- Mol File:
- 501-92-8.mol
4-ALLYLPHENOL Chemical Properties
- Melting point:
- 15.8°
- Boiling point:
- bp760 238°; bp16 123°
- Density
- d415 1.0203; d420 1.0175
- FEMA
- 4075 | 4-ALLYLPHENOL
- refractive index
- nD18 1.5441
- pka
- 10.24±0.13(Predicted)
- Odor
- at 0.10 % in dipropylene glycol. phenolic medicinal herbal
- Odor Type
- phenolic
- JECFA Number
- 1527
- LogP
- 2.91
4-ALLYLPHENOL Usage And Synthesis
Chemical Properties
Colorless liquid; medicinal phenolic aroma
Physical properties
Colorless liquid, solidifying in the cold.
M.P. 16°C. B.P,236°C. Sp.Gr. 1.02.
4-ALLYLPHENOL is very slightly soluble in water, soluble in
alcohol. miscible with oils.
Occurrence
Reported found in Alpinia galanga oil (0.20%), bay leaf oil (<0.01–15.51%), bay leaf oil anise (0.8%), bay leaf oil clove (17.1%), and betel leaf.
Uses
4-Allylphenol is a useful building block naturally occurring in Syzygium aromaticum leaves. 4-Allylphenol has been used in the synthetic, regioselective preparation of gamma-lactones.
Application
4-ALLYLPHENOL is suggested for use in perfume compositions for "leather" or "smoke" effects, dry notes, etc. and - in the functional product - as an antiseptic. Unstable under alkaline conditions, discolors in the presence of Iron and other metals in trace amounts.
Production Methods
4-ALLYLPHENOL can be produced from Estragole (Methyl chavicol) by Grignard reaction with Ethyl Magnesium Bromide. Can also be isolated from Betel oil.
Definition
ChEBI: A phenylpropanoid that is phenol substituted by a prop-2-enyl group at position 4.
Aroma threshold values
High strength odor; phenolic type; recommend smelling in a 0.10% solution or less
4-ALLYLPHENOLSupplier
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