Ethyl cinnamate

ChemicalBook > CAS DataBase List > Ethyl cinnamate

Product Name: Ethyl cinnamate
CAS No.: 103-36-6
Chemical Name: Ethyl cinnamate
Synonyms: CINNAMIC ACID ETHYL ESTER;2-Propenoic acid, 3-phenyl-, ethyl ester;Ethylphenylacryate;ETHYL TRANS-CINNAMATE;Ethyl 3-phenylacrylate;Ethyl (E)-3-phenylprop-2-enoate;ethyl (2E)-3-phenylprop-2-enoate;NSC 6773;FEMA 2430;Ethyl Gui
CBNumber: CB9226049
Molecular Formula: C11H12O2
Formula Weight: 176.21
MOL File: 103-36-6.mol

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Ethyl cinnamate Property

Melting point:: 6-8 °C (lit.)
Boiling point:: 271 °C (lit.)
Density: 1.049 g/mL at 20 °C (lit.)
vapor pressure: 6Pa at 20℃
refractive index: n20/D 1.558(lit.)
FEMA: 2430 | ETHYL CINNAMATE
Flash point:: >230 °F
storage temp.: 2-8°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Liquid
color: Clear colorless to pale yellow
Odor: at 100.00 %. sweet balsam fruity spicy powdery berry plum
Odor Type: balsamic
Water Solubility: insoluble
Merck: 14,2299
JECFA Number: 659
BRN: 1238804
Dielectric constant: 5.3（19℃）
Stability:: Stable. Incompatible with strong oxidizing agents, acids, bases, reducing agents. Combustible.
LogP: 3.01 at 23.6℃
CAS DataBase Reference: 103-36-6(CAS DataBase Reference)
NIST Chemistry Reference: trans-Ethyl cinnamate(103-36-6)
EPA Substance Registry System: Ethyl cinnamate (103-36-6)

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Safety

Risk Statements: 20-22
Safety Statements: 23-24/25
WGK Germany: 1
RTECS: GD9010000
TSCA: Yes
HS Code: 29163990
Toxicity: The acute oral LD₅₀ value in rats was reported as 7.8 g/kg (7.41-8.19 g/kg) (Russell, 1973). The acute dermal LD₅₀ value in rabbits was reported as > 5 g/kg (Russell, 1973).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H303May be harmfulif swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W243019
Product name: Ethyl cinnamate
Purity: natural, ≥95%, FG
Packaging: 100g
Price: $85.5
Updated: 2024/03/01

Sigma-Aldrich

Product number: W243019
Product name: Ethyl cinnamate
Purity: natural, ≥95%, FG
Packaging: 1kg
Price: $432
Updated: 2024/03/01

Sigma-Aldrich

Product number: W243019
Product name: Ethyl cinnamate
Purity: natural, ≥95%, FG
Packaging: 5kg
Price: $1910
Updated: 2024/03/01

Sigma-Aldrich

Product number: W243000
Product name: Ethyl cinnamate
Purity: ≥98%, stabilized, FCC, FG
Packaging: 1kg
Price: $143
Updated: 2024/03/01

Sigma-Aldrich

Product number: W243000
Product name: Ethyl cinnamate
Purity: ≥98%, stabilized, FCC, FG
Packaging: 10Kg
Price: $484.8
Updated: 2024/03/01

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Ethyl cinnamate Chemical Properties,Usage,Production

Description

Ethyl cinnamate is the ester of cinnamic acid and ethanol, and is typically found in the essential oil of cinnamon. It is noteworthy that pure ethyl cinnamate has an aroma of cinnamon, complicated by balsamic and red fruit nuances,all of which can be characteristic of a fine Nebbiolo wine's aromatics.

Chemical Properties

Ethyl Cinnamate, ethyl 3-phenylacrylate, C6H5CH=CHCOOC2H5.Occurs naturally in storax and the volatile oil of Koempferia galanga.The commercial product is a colourless liquid, invariably prepared artificially. Has a sweet balsami honey-note odor of great persistence. Ethyl cinnamate is useful in Oriental bouquets, and in combination with clary sage and citrus oils will make delightful amber colognes.

Occurrence

Normally occurring in the trans-form; a cis-form also exists. Reported found in Oriental styrax, in the oil of Campheria galanga and in the rhizomes of Hedychium spicatum. Also reported found in cherry, American cranberry, pineapple, guava, strawberry, fresh blackberry, strawberry jam, soybean, yellow passion fruit juice, hybrid passion fruit juice, apple brandy, quince, prickly pear, strawberry wine, Bourbon vanilla, sea buckthorn, cinnamon leaf and root bark, clove, brandy, rum, sherry, grape wines, cocoa, soybean and other natural sources.

Uses

Ethyl cinnamate is used in medical intermediate, as a pharmaceutical intermediate and in organic synthesis.

Preparation

By heating to 100°C cinnamic acid, alcohol and sulfuric acid in the presence of aluminum sulfate; also by Claisen condensation of benzaldehyde and ethyl acetate

Definition

ChEBI: Ethyl cinnamate is an alkyl cinnamate and an ethyl ester.

Production Methods

Ethyl cinnamate is found in storax oil, Kaempferia galanga, and several other oils. It is produced by the direct esterification esterification of ethanol with cinnamic acid under azeotropic conditions or by Claisen-type condensation of ethyl acetate and benzaldeyde in the presence of sodium metal .

Aroma threshold values

Detection: 17 to 40 ppb

Taste threshold values

Taste characteristics at 20 ppm: balsamic, powdery, fruity, berry, punch, spice, sweet and green.

Synthesis Reference(s)

Journal of the American Chemical Society, 110, p. 2655, 1988 DOI: 10.1021/ja00216a053
Tetrahedron Letters, 30, p. 5153, 1989 DOI: 10.1016/S0040-4039(01)93472-0

General Description

Ethyl cinnamate can be used as a flavoring and fragrance ingredient. It is one of the key odor components reported in Burgundy Pinot noir wines.

Biochem/physiol Actions

Ethyl cinnamate inhibits the growth of Chlorella pyrenoidosa.

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS

Purification Methods

Wash the ester with aqueous 10% Na2CO3, then water, dry (MgSO4), and distil it. The purified ester is saponified with aqueous KOH, and, after acidifying the solution, cinnamic acid is isolated, washed and dried. The ester is reformed by refluxing for 15hours the cinnamic acid (25g) with absolute EtOH (23g), conc H2SO4 (4g) and dry *benzene (100mL), after which it is isolated, washed, dried and distilled under reduced pressure [Jeffery & Vogel J Chem Soc 658 1958]. [Beilstein 9 IV 2006.]

Ethyl cinnamate Preparation Products And Raw materials

Raw materials

Hydrochloric acid alcohol Sodium trans-Cinnamic acid Aluminum sulfate

Preparation Products

Ozagrel Ethyl 3-phenylpropionate 3-Phenyl-1-propanol

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View Lastest Price from Ethyl cinnamate manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: Ethyl cinnamate 103-36-6
Price: US $20.00/kg
Min. Order: 1kg
Purity: 99.9%
Supply Ability: 200000kg
Release date: 2024-04-26

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Ethyl cinnamate 103-36-6
Price: US $0.00/KG
Min. Order: 25KG
Purity: 99%min
Supply Ability: 30tons/month
Release date: 2023-01-14

Hebei Kingfiner Technology Development Co.Ltd

Product: Ethyl cinnamate 103-36-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 50000kg
Release date: 2023-11-03

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