Cinnamyl alcohol

Cinnamyl alcohol
Names

IUPAC name (2E)-3-phenylprop-2-en-1-ol
Other names Cinnamyl alcohol Cinnamic alcohol Styryl carbinol Phenylallyl alcohol
Identifiers
CAS Number	104-54-1^Y
ChEBI	CHEBI:33227^Y
ChEMBL	ChEMBL324794^Y
ChemSpider	21105870^Y
Jmol interactive 3D	Image
KEGG	C02394^Y
InChI InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+^Y Key: OOCCDEMITAIZTP-QPJJXVBHSA-N^Y InChI=1/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+ Key: OOCCDEMITAIZTP-QPJJXVBHBG
SMILES c1ccc(cc1)/C=C/CO
Properties
Chemical formula	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).
Y verify (what is ^YN ?)
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

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

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

References

↑ "cinnamyl alcohol 104-54-1". thegoodscentscompany.com. Retrieved 26 July 2015.
↑ 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.
↑ http://www.rifm.org/doc/Food%20&%20Chem%20Tox%20RIFM%20Spec%20Suppl%20122007.pdf
↑ Survey and health assessment of chemical substances in massage oils

Merck Index, 11th Edition, 2305.

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