Cinnamyl Alcohol

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Product Description

The following is the introduction of Cinnamyl Alcohol

Product Detail

Cinnamyl alcohol Basic information

Description Uses Preparation References

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

Cinnamyl alcohol Chemical Properties

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)

Cinnamyl alcohol Safety Information

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)

Cinnamyl alcohol Usage And Synthesis

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: 1) In the Meerwein–Ponndorf reduction, cinnamaldehyde is reduced to cinnamic alcohol (yield about 85%) with isopropyl or benzyl alcohol in the presence of the corresponding aluminum alcoholate. 2) A 95% yield of Cinnamyl alcohol is obtained by selective hydrogenation of the carbonyl group in cinnamaldehydewith, for example, an osmium–carbon catalyst. 3) High yields of Cinnamyl alcohol can be obtained by reduction of cinnamaldehyde with alkali borohydrides. Formation of dihydrocinnamic alcohol is thus avoided.
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.]