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Cinnamyl acetate

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CAS:103-54-8
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Cinnamyl acetate Basic information
Product Name:Cinnamyl acetate
Synonyms:3-Phenyl-2-propen-1-ol acetate;3-phenyl-2-propen-1-olacetate;3-Phenyl-2-propenyl acetate;cinnamyl;Cinnamyl alcohol, acetate;cinnamylalcohol,acetate;gamma-Phenylallyl acetate;gamma-phenylallylacetate
CAS:103-54-8
MF:C11H12O2
MW:176.21
EINECS:203-121-9
Product Categories:C10 to C11;Carbonyl Compounds;Esters;C-D;Flavors and Fragrances;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Alphabetical Listings;11
Mol File:103-54-8.mol
Cinnamyl acetate Structure
Cinnamyl acetate Chemical Properties
Melting point 30 °C
Boiling point 265 °C(lit.)
density 1.057 g/mL at 25 °C
vapor pressure 16Pa at 20℃
refractive index n20/D 1.541(lit.)
FEMA 2293 | CINNAMYL ACETATE
Fp >230 °F
storage temp. 2-8°C
solubility alcohol: soluble(lit.)
form Liquid
color Colorless to Light yellow
Odorat 100.00 %. sweet floral spicy balsam cinnamon
Odor Typespicy
biological sourcesynthetic
Water Solubility 176.2mg/L(temperature not stated)
JECFA Number650
Major Applicationcleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
Cosmetics Ingredients FunctionsPERFUMING
InChI1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+
InChIKeyWJSDHUCWMSHDCR-VMPITWQZSA-N
SMILESCC(=O)OC\C=C\c1ccccc1
LogP2.7 at 35℃
CAS DataBase Reference103-54-8(CAS DataBase Reference)
NIST Chemistry Reference2-Propen-1-ol, 3-phenyl-, acetate(103-54-8)
EPA Substance Registry System2-Propen-1-ol, 3-phenyl-, acetate (103-54-8)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26-37/39-24/25
WGK Germany 1
RTECS GE2275000
TSCA TSCA listed
HS Code 29153900
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
toxicityThe acute oral LD50 in rats was reported to be 3.3 g/kg (2.9-3.7 g/kg) (Moreno, 1972). The acute dermal LD50 was reported to be > 5 g/kg in the rabbit (Moreno, 1972).
MSDS Information
ProviderLanguage
Cinnamyl acetate English
SigmaAldrich English
ACROS English
Cinnamyl acetate Usage And Synthesis
Chemical Propertiesclear colorless to pale yellowish liquid
Chemical PropertiesCinnamyl acetate has a characteristic balsamic-floral odor and burning, sweet taste reminiscent of pineapple. The ester obtained from natural cinnamyl alcohol exhibits a more delicate (hyacinth–jasmine-like) note.
OccurrenceReported found in melon, starfruit, tarragon and litchi.
UsesCinnamyl Acetate is used in preparation and characterization of cinnamon essential oil nanocapsules and comparison of volatile components and antibacterial ability of cinnamon essential oil before and after encapsulation.
UsesPerfumery (fixative), flavoring.
Application Cinnamyl acetate is used as a modifier for Cinnamic alcohol and as a warm-spicy-floral note in heavy florals, Hyacinth, etc. It can also introduce warmth to a Rose composition at a discrete concentration level. Used in flavor compositions for imitation Apple, Apricol, Berry, Cherry, Cinnamon, Cassia, Grape, Peach, Pineapple, Quince, Vanilla, etc.
PreparationBy direct esterification of cinnamic alcohol with acetic acid (or anhydride) under azeotropic conditions (Arctander, 1969).
DefinitionChEBI: An acetate ester resulting from the formal condensation of cinnamyl alcohol with acetic acid. Found in cinnamon leaf oil.
Taste threshold valuesTaste characteristics at 15 ppm: sweet, spicy, floral, cinnamon and honey with a tutti-fruitti nuance.
Synthesis Reference(s)Journal of the American Chemical Society, 90, p. 5518, 1968 DOI: 10.1021/ja01022a034
General DescriptionCinnamyl acetate is a fragrance ingredient. Palladium catalyzed allylic alkylation of cinnamyl acetate using sodium diethyl 2-methylmalonate and novel ferrocenyl Schiff base has been investigated.
Flammability and ExplosibilityNon flammable
Safety ProfileModerately toxic by ingestion and intraperitoneal routes. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and fumes. See also ALLYL COMPOUNDS.
Tag:Cinnamyl acetate(103-54-8) Related Product Information
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