Cinnamyl Alcohol

Title: Cinnamyl Alcohol
CAS Registry Number: 104-54-1
CAS Name: 3-Phenyl-2-propen-1-ol
Additional Names: cinnamic alcohol; styryl carbinol; g-phenylallyl alcohol
Molecular Formula: C9H10O
Molecular Weight: 134.18
Percent Composition: C 80.56%, H 7.51%, O 11.92%
Literature References: The trans-form occurs (in the esterified form) in storax and in balsam Peru, cinnamon leaves, hyacinth oil. Obtained by the alkaline hydrolysis of storax. Prepd synthetically by reducing cinnamal diacetate with iron filings and acetic acid; from cinnamaldehyde by Meerwein-Ponndorf reduction with aluminum isopropoxide: Meerwein, Schmidt, Ann. 444, 221 (1925). Review of risk assessment as fragrance ingredient: D. Bickers et al., Food Chem. Toxicol. 43, 799-836 (2005); of toxicology: C. S. Letizia et al., ibid. 837-866.
Properties: Needles or cryst mass. Odor of hyacinth. mp 30°. d3535 1.0397. bp 258°. nD20 1.58190; nD33 1.57580. Flash point, closed cup: >93.3°C. When small amounts of impurities are present as in the natural article (cinnamyl alcohol from storax), it remains fluid at lower temps than the melting point. Minimum congealing points specified by the Essential Oil Assn are: 33.0° for cinnamic alcohol pure; 28.0° for cinnamic alcohol prime; 20.0° for cinnamic alcohol from storax. Is oxidized slowly on exposure to heat, light and air. Sol in water, glycerol. Clearly sol in 3 vols 50% alc. Freely sol in alc, ether, other common organic solvents. LD50 (g/kg): 2.0 orally in rats; >5.0 dermally in rabbits (Letizia).
Melting point: mp 30°
Boiling point: bp 258°
Flash point: Flash point, closed cup: >93.3°C
Index of refraction: nD20 1.58190; nD33 1.57580
Density: d3535 1.0397
Toxicity data: LD50 (g/kg): 2.0 orally in rats; >5.0 dermally in rabbits (Letizia)
Use: In perfumery; as deodorant in 12.5% soln in glycerol.
Cinnamyl Anthranilate Cinnamyl Cinnamate Cinnoline Cinobufotalin Cinolazepam

Cinnamyl alcohol
Skeletal formula
Identifiers
CAS number 104-54-1 YesY
ChemSpider 21105870 YesY
KEGG C02394 YesY
ChEBI CHEBI:33227 YesY
ChEMBL CHEMBL324794 YesY
Jmol-3D images Image 1
Properties
Molecular 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
MSDS External MSDS
Related compounds
Related compounds Cinnamic acid; Cinnamaldehyde
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Cinnamyl alcohol is an organic compound that is found in esterified form in storax, balsam 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.