Cinnamyl alcohol

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Cinnamyl alcohol
Skeletal formula
Names
IUPAC name
(2E)-3-phenylprop-2-en-1-ol
Other names
Cinnamyl alcohol
Cinnamic alcohol
Styryl carbinol
Phenylallyl alcohol
Identifiers
104-54-1 YesY
ChEBI CHEBI:33227 YesY
ChEMBL ChEMBL324794 YesY
ChemSpider 21105870 YesY
Jmol 3D model Interactive image
KEGG C02394 YesY
  • InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+ YesY
    Key: OOCCDEMITAIZTP-QPJJXVBHSA-N YesY
  • InChI=1/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+
    Key: OOCCDEMITAIZTP-QPJJXVBHBG
  • c1ccc(cc1)/C=C/CO
Properties
C9H10O
Molar mass 134.17 g/mol
Density 1.0397 g/cm3 at 35 °C
Melting point 33 °C
Boiling point 250 °C
Vapor pressure {{{value}}}
Related compounds
Related compounds
Cinnamic acid; Cinnamaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cinnamyl alcohol is an organic compound that is found in esterified form in storax, Balsam of Peru, and cinnamon leaves. It forms a white crystalline solid when pure, or a yellow oil when even slightly impure. It can be produced by the hydrolysis of storax.

Cinnamyl alcohol has a distinctive odour described as "sweet, balsam, hyacinth, spicy, green, powdery, cinnamic" and is used in perfumery[1] and as a deodorant.

Safety

Cinnamyl alcohol has been found to have a sensitising effect on some people[2][3] and as a result is the subject of a Restricted Standard issued by IFRA (International Fragrance Association).

Glycosides

Rosarin and rosavin are cinnamyl alcohol glycosides isolated from Rhodiola rosea.

References

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  2. http://www.rifm.org/doc/Food%20&%20Chem%20Tox%20RIFM%20Spec%20Suppl%20122007.pdf
  3. Survey and health assessment of chemical substances in massage oils
  • Merck Index, 11th Edition, 2305.

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