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Ethyl cinnamate

Ethyl cinnamate Structure
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
Molecular Weight:
176.21
MOL File:
103-36-6.mol
Modify Date:
2024/5/13 18:00:15

Ethyl cinnamate Properties

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℃
FEMA 2430 | ETHYL CINNAMATE
refractive index n20/D 1.558(lit.)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H303
Precautionary statements  P270-P301+P312-P403-P501c
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).
NFPA 704
0
0 0

Ethyl cinnamate price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W243019 Ethyl cinnamate natural, ≥95%, FG 103-36-6 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W243019 Ethyl cinnamate natural, ≥95%, FG 103-36-6 100G ₹9038.88 2022-06-14 Buy
Sigma-Aldrich(India) W243019 Ethyl cinnamate natural, ≥95%, FG 103-36-6 1KG ₹45540.78 2022-06-14 Buy
Sigma-Aldrich(India) W243019 Ethyl cinnamate natural, ≥95%, FG 103-36-6 5KG ₹199169.18 2022-06-14 Buy
Sigma-Aldrich(India) W243000 Ethyl cinnamate ≥98%, stabilized, FCC, FG 103-36-6 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Product number Packaging Price Buy
W243019 1SAMPLE-K ₹5347.55 Buy
W243019 100G ₹9038.88 Buy
W243019 1KG ₹45540.78 Buy
W243019 5KG ₹199169.18 Buy
W243000 1SAMPLE-K ₹5141.88 Buy

Ethyl cinnamate Chemical Properties,Uses,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.

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 .

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

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.

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.]

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(E/Z)-3-Phenyl-acrylicacidethylester 2-Propenoicacid,3-phenyl-,ethylester 3-phenyl-2-propenoicaciethylester cis/trans-ethylcinnamate Ethyl (2E)-3-phenyl-2-propenoate Ethyl 3-phenyl-2-propenoate ethyl3-phenyl-2-propenoate ethyl3-phenylacrylate ethylbenzylideneacetate ETHYL 3-PHENYLPROPENOATE FEMA 2430 ETHYL BETA-PHENYLACRYLATE ETHYL B-PHENYLACRYLATE ETHYL CINNAMATE ETHYL TRANS-3-PHENYLACRYLATE ETHYL TRANS-3-PHENYLPROPENOATE Ethyl ciamate Ethyl Gui Ethyl CinnaMate Trans Ethyl cinnaMate, 98% trans 100GR CINNAMIC ACID ETHYLESTER(SG) Cinnamic Acid Ethyl Ester Ethyl trans-3-Phenylacrylate trans-3-Phenylacrylic Acid Ethyl Ester 3-Phenyl-2-propenoic acid ethyl ester CinnaMic acid, ethyl ester (6CI,7CI,8CI) SeMaSORB 9827 benzyl (2E)-3-phenylprop-2-enoate ethyl (2Z)-3-phenylprop-2-enoate ethyl 3-phenylprop-2-enoate NSC 6773 RARECHEM AL BI 0143 TRANS-3-PHENYLACRYLIC ACID ETHYL ESTER TRANS-ETHYLCINNAMATE ethyl β-phenylacrylate ETHYL CINNAMATE 98+% FCC ETHYL CINNAMATE 92+% NATURAL Ethyl cinnamate, 98+% Ethyl cinnamate, 98% trans CINNAMIC ACID ETHYLESTER WITH GC ETHYL CINNAMATE, NATURAL Ethylcinnamat Ethylcinnamate, trans-Ethyl cinnamate 3-Phenylacrylic acid ethyl 3-Phenylpropenoic acid ethyl 3-Phenylpropenoic acid ethyl ester Benzeneacrylic acid ethyl Benzeneacrylic acid ethyl ester Benzenepropenoic acid ethyl ester Ethyl (E)-3-phenyl-2-propenoate Ethyl 3-phenylacryla Nat.Ethyl cinnamate Natural Ethyl Cinnamate Ethyl Cinnamate > Ethyl cinnamateate Ethyl cinnamate USP/EP/BP Ethyl Cinnamate(kosher) Factory Supply Food Grade High Purity Ethyl Cinnamate CAS 103-36-6 with Best Price TIANFU CHEM----Ethyl cinnamate 2-Propenoic acid, 3-phenyl-, ethyl ester