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
Properties
C9H10O
Molar mass 134.17 g/mol
Density 1.0397 g/cm3 at 35 °C
Melting point 33 °C
Boiling point 250 °C
Hazards
Safety data sheet External MSDS
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).
YesY verify (what is YesYN ?)
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.

Cinnamyl alcohol is naturally occurrent only in small amount, so its industrial demand is usually fulfilled by chemical synthesis starting from cinnamaldehyde.[2]

Safety[edit]

Cinnamyl alcohol has been found to have a sensitising effect on some people[3][4] and as a result is the subject of a Restricted Standard issued by IFRA (International Fragrance Association).

Glycosides[edit]

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

References[edit]

  1. ^ "cinnamyl alcohol 104-54-1". thegoodscentscompany.com. Retrieved 26 July 2015. 
  2. ^ Zucca, P; Littarru, M; Rescigno, A; Sanjust, E (May 2009). "Cofactor recycling for selective enzymatic biotransformation of cinnamaldehyde to cinnamyl alcohol.". Bioscience, biotechnology, and biochemistry. 73 (5): 1224–6. PMID 19420690. 
  3. ^ http://www.rifm.org/doc/Food%20&%20Chem%20Tox%20RIFM%20Spec%20Suppl%20122007.pdf
  4. ^ Survey and health assessment of chemical substances in massage oils
  • Merck Index, 11th Edition, 2305.