Product Name: |
Cinnamyl alcohol |
Synonyms: |
(E)-3-phenyl-2-propen-1-ol;(2E)-3-Phenyl-2-propen-1-ol;1-Phenyl-1-propen-3-ol;2-Propen-1-ol,3-phenyl-;3-Fenyl-2-propen-1-ol;3-phenyl-2-propen-1-o;3-Phenyl-2-propenol;3-phenyl-prop-2-en-1-ol |
CAS: |
104-54-1 |
MF: |
C9H10O |
MW: |
134.18 |
EINECS: |
203-212-3 |
Product Categories: |
chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Cosmetics;Pharmaceutical Intermediates;Benzhydrols, Benzyl & Special Alcohols |
Mol File: |
104-54-1.mol |
|
Melting point |
30-33 °C(lit.) |
Boiling point |
250 °C(lit.) |
density |
1.044 g/mL at 25 °C(lit.) |
vapor density |
4.6 (vs air) |
vapor pressure |
<0.01 mm Hg ( 25 °C) |
FEMA |
2294 | CINNAMYL ALCOHOL |
refractive index |
1.5819 |
Fp |
>230 °F |
storage temp. |
2-8°C |
solubility |
H2O: soluble |
form |
Fused Low Melting Crystalline Solid |
Specific Gravity |
1.044 |
color |
White |
Water Solubility |
1.8 g/L (20 ºC) |
JECFA Number |
647 |
Merck |
14,2302 |
BRN |
1903999 |
Stability: |
Stable. Incompatible with strong oxidizing agents. |
InChIKey |
OOCCDEMITAIZTP-QPJJXVBHSA-N |
CAS DataBase Reference |
104-54-1(CAS DataBase Reference) |
NIST Chemistry Reference |
2-Propen-1-ol, 3-phenyl-(104-54-1) |
EPA Substance Registry System |
3-Phenyl-2-propen-1-ol (104-54-1) |
Hazard Codes |
Xn |
Risk Statements |
22-36/38-43-36 |
Safety Statements |
26-36/37-37/39-24-24/25 |
RIDADR |
2811 |
WGK Germany |
2 |
RTECS |
GE2200000 |
F |
10-23 |
TSCA |
Yes |
HS Code |
29062990 |
Hazardous Substances Data |
104-54-1(Hazardous Substances Data) |
Toxicity |
LD50 (g/kg): 2.0 orally in rats; >5.0 dermally in rabbits (Letizia) |
Uses |
Cinnamyl alcohol is valuable in perfumery for its odor and fixative properties. It is a component of many flower compositions (lilac, hyacinth, and lily of the valley) and is a starting material for cinnamyl esters, several of which are valuable fragrance materials. In flavor compositions, the alcohol is used for cinnamon notes and for rounding off fruit aromas. |
Preparation |
Cinnamyl alcohol is
prepared on an industrial scale by reduction of cinnamaldehyde. Three methods
are particularly useful: |
Chemical Properties |
Cinnamyl alcohol has a pleasant, floral odor and bitter taste. |
Uses |
cinnamyl alcohol is naturally occurring in cinnamon bark, it can also be synthetically manufactured. It is used in cosmetics as a fragrance or flavoring agent.In perfumery; as deodorant in 12.5% solution in glycerol. |
Aroma threshold values |
Detection: 1 ppm; cis- form, 81 ppb; trans- form, 2.8 ppm |
Taste threshold values |
Taste characteristics at 20 ppm: green, floral, spicy and honey with a fermented yeasty nuance. |
Chemical Synthesis |
Obtained originally by saponification of extraction from storax; synthetically, by reduction of cinnamaldehyde with sodium or potassium hydroxide. |
Purification Methods |
Crystallise the alcohol from diethyl ether/pentane. [Beilstein 6 I 281.] |