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1866-31-5

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1866-31-5 Usage

Identification

▼▲ CAS.No.:? 1866-31-5? FL.No.:? 9.741 FEMA.No.:? 2022 NAS.No.:? 2022 CoE.No.:? 334 EINECS.No.:? 217-477-8? JECFA.No.:? 19

Description

A colorless liquid with peachor apricot-like aroma. It is used as a flavoring agent or adjuvant.

Regulatory Status

CoE: n/a FDA: 21 CFR 172.515 FDA (other): n/a JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (1996).

Usage

Reported uses (ppm): (FEMA, 1994) ▼▲ Food Category? Usual? Max.? Alcoholic beverages? 0.5 2 Baked goods? 7.68 10.08 Frozen dairy? 2.65 4.65 Gelatins, puddings? 2.28 3.83 Nonalcoholic beverages? 0.92 1.81 Soft candy? 4.38 7.27

Natural occurrence

Not reported found in nature.

Chemical Properties

A colorless liquid with peach- or apricot-like aroma. It is used as a flavoring agent or adjuvant.

Occurrence

Has apparently not been reported to occur in nature.

Uses

Allyl Cinnamate is a synthetic flavoring agent that is a fairly stable, hazy, colorless to light yellow colored liquid of cherry odor. it is used for its cherry note in flavors and has application in baked goods and candies at 1–2 ppm.

Preparation

By esterification of cinnamic acid with allyl alcohol in the presence of concentrated H2SO4.

Production Methods

Allyl cinnamate is produced by the direct esterification of allyl alcohol with cinnamic acid.

Synthesis Reference(s)

Tetrahedron, 48, p. 1219, 1992 DOI: 10.1016/S0040-4020(01)90785-9Tetrahedron Letters, 36, p. 113, 1995 DOI: 10.1016/0040-4039(94)02179-F

Safety Profile

Moderately toxic by ingestion. Human skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS and ESTERS

Metabolism

Many esters, including benzyl cinnamate, are rapidly hydrolysed in vivo. Cinnamic acid is known to conjugate with glycine in the animal body, or it may be converted to benzoic acid(Williams, 1959). In the rabbit, cinnamic acid is almost entirely excreted as hippuric acid, without formation of cinnamoyl glycine(El Masry, Smith & Williams, 1956) . In the dog, Quick(1928) observed a large excretion of glucuronide, probably benzoylglucuronide. Dakin (1909) named B-phenyl-B-oxopropionic acid, cinnamoyl glycine and acetophenone as minor metabolites in the dog.

Check Digit Verification of cas no

The CAS Registry Mumber 1866-31-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,6 and 6 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1866-31:
(6*1)+(5*8)+(4*6)+(3*6)+(2*3)+(1*1)=95
95 % 10 = 5
So 1866-31-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H12O2/c1-2-10-14-12(13)9-8-11-6-4-3-5-7-11/h2-9H,1,10H2/b9-8+

1866-31-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (C0878)  Allyl Cinnamate (stabilized with TBC)  >98.0%(GC)

  • 1866-31-5

  • 25g

  • 550.00CNY

  • Detail
  • Sigma-Aldrich

  • (07056)  Allylcinnamate  analytical standard

  • 1866-31-5

  • 07056-1ML

  • 553.41CNY

  • Detail
  • USP

  • (1133999)  Allylcinnamate  United States Pharmacopeia (USP) Reference Standard

  • 1866-31-5

  • 1133999-5X0.5ML

  • 4,647.24CNY

  • Detail

1866-31-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name ALLYL CINNAMATE

1.2 Other means of identification

Product number -
Other names trans-allyl cinnamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1866-31-5 SDS

1866-31-5Relevant articles and documents

Allyl Isopropenyl Dicarbonate; A Convenient Reagent for the Preparation of Allyl Esters of Carboxylic Acids

Takeda, Kazuyoshi,Akiyama, Akira,Konda, Yaeko,Takayanagi, Hiroaki,Harigaya, Yoshihiro

, p. 113 - 114 (1995)

Allyl isopropenyl dicarbonate(1) reacts with carboxylic acids in the presence of 4-dimethylaminopyridine(DMAP) catalyst to give allyl esters in high yields under mild conditions such as in a near-neutral medium at room temperature.

Trimethylphosphine-Promoted Alcoholysis of α,β-Unsaturated Imides and α,β-Unsaturated Esters

Sato, Haruka,Hosokawa, Seijiro

, p. 1343 - 1349 (2018/01/27)

α,β-Unsaturated imides and α,β-unsaturated esters were found to undergo alcoholysis in the presence of trimethylphosphine. The reaction is initiated by nucleophilic addition of trimethylphosphine to the double bond of the α,β-unsaturated carbonyl compound. Saturated imides also undergo the alcoholysis in the presence of the corresponding α,β-unsaturated imide.

Synthesis of l -octaarginine through microencapsulated palladium-catalyzed allyl ester deprotection

Pérez-López, Ana M.,González-Calderón, Dávir,Occorso, Antonio,Galindo-ángel, Javier,Domínguez-Seglar, José F.,Tamayo, Juan A.,Díaz-Gavilán, Mónica,Gómez-Vidal, José A.

supporting information, p. 2319 - 2322 (2015/08/06)

Octaarginine has been described as a molecular transporter. We report a useful synthesis of orthogonally protected l-octaarginine by using a method based on a microencapsulated palladium catalyst. Known palladium-based methods for allyl ester deprotection have been modified to facilitate purification of the unprotected intermediates. This improvement in the purification step has also been tested with a variety of allyl α-amino esters and allyl α,β-unsaturated esters.

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