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121-39-1

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121-39-1 Usage

Description

ETHYL 3-PHENYLGLYCIDATE is a colorless liquid with a strawberry-like odor and a sweet, fruity taste. It is prepared by treating ethyl cinnamate with peracetic acid or by condensation of benzaldehyde with ethyl chloroacetate. It is used as a long-lasting fragrance material for creating harmonic, fruity notes in household and fine fragrances.

Uses

Used in Fragrance Industry:
ETHYL 3-PHENYLGLYCIDATE is used as a fragrance material for creating harmonic, fruity notes in household and fine fragrances. Its strong, fruity odor suggestive of strawberry and corresponding sweet flavor make it a valuable ingredient in perfumery.
Used in Construction Industry:
ETHYL 3-PHENYLGLYCIDATE is used in the preparation method of early-strength viscosity-breaking Polycarboxylate water reducer containing three viscosity-breaking groups and is used as a concrete additive. This application helps improve the properties of concrete and enhance its performance in construction projects.
Taste threshold values indicate that ETHYL 3-PHENYLGLYCIDATE has a sweet, fruity, and berry taste with dried fruit and floral nuances at 30 ppm. Its occurrence has not been reported in nature, and it is described as a clear pale yellow or yellow liquid with chemical properties of a pale yellow liquid. The aroma threshold value for detection is 8.5 ppm.

Preparation

Usually prepared by the reaction of benzaldehyde and the ethyl ester of monochloracetic acid in the presence of an alkaline condensing agent; by reacting the silver salt of phenyl glycidic acid with ethyl iodide.

Synthesis Reference(s)

Synthetic Communications, 12, p. 355, 1982 DOI: 10.1080/00397918209408010

Air & Water Reactions

Slightly water soluble.

Reactivity Profile

Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Fire Hazard

ETHYL 3-PHENYLGLYCIDATE is probably combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Check Digit Verification of cas no

The CAS Registry Mumber 121-39-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 1 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 121-39:
(5*1)+(4*2)+(3*1)+(2*3)+(1*9)=31
31 % 10 = 1
So 121-39-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H12O3/c1-2-13-11(12)10-9(14-10)8-6-4-3-5-7-8/h3-7,9-10H,2H2,1H3/t9-,10-/m0/s1

121-39-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (B22990)  Ethyl 3-phenylglycidate, cis + trans, 90+%   

  • 121-39-1

  • 50ml

  • 307.0CNY

  • Detail
  • Alfa Aesar

  • (B22990)  Ethyl 3-phenylglycidate, cis + trans, 90+%   

  • 121-39-1

  • 250ml

  • 914.0CNY

  • Detail
  • Alfa Aesar

  • (B22990)  Ethyl 3-phenylglycidate, cis + trans, 90+%   

  • 121-39-1

  • 1000ml

  • 3072.0CNY

  • Detail
  • Aldrich

  • (291404)  Ethyl3-phenylglycidate  technical grade, 92%, mixture of cis and trans

  • 121-39-1

  • 291404-100ML

  • 458.64CNY

  • Detail

121-39-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ETHYL 3-PHENYLGLYCIDATE

1.2 Other means of identification

Product number -
Other names ethyl3-phenyloxirane

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:121-39-1 SDS

121-39-1Relevant articles and documents

-

Cristol,Norris

, (1954)

-

Efficient and selective peracetic acid epoxidation catalyzed by a robust manganese catalyst

Garcia-Bosch, Isaac,Company, Anna,Fontrodona, Xavier,Ribas, Xavi,Costas, Miquel

, p. 2095 - 2098 (2008)

(Chemical Equation Presented) A manganese catalyst containing a tetradentate ligand derived from triazacyclononane exhibits high catalytic activity in epoxidation reactions using peracetic acid as oxidant. The system exhibits broad substrate scope and requires small (0.1-0.15 mol %) catalyst loading. The catalyst is remarkably selective toward aliphatic cis-olefins. Mechanistic studies point toward an electrophilic oxidant delivering the oxygen atom in a concerted step.

Dioxiranes: Synthesis and Reactions of Methyldioxiranes

Murray, Robert W.,Jeyaraman, Ramasubbu

, p. 2847 - 2853 (1985)

The peroxymonosulfate-acetone system produces dimethyldioxirane under conditions permitting distillation of the dioxirane from the synthesis vessel.The same conditions were used to prepare other methyldioxiranes.Solutions of dimethyldioxirane prepared in this manner were used to study its chemical and spectroscopic properties.The caroate-acetone system was also used to study the chemistry of in situ generated dimethyldioxirane.

Metal-free ring-opening of epoxides with potassium trifluoroborates

Roscales, Silvia,Csaky, Aurelio G.

, p. 454 - 456 (2014)

The ring-opening of epoxides with potassium trifluoroborates proceeds smoothly in the presence of trifluoroacetic anhydride under metal-free conditions. The reactions are regioselective and afford a single diastereomer. Both electron-rich and electron-poor aryltrifluoroborates are tolerated.

SELECTIVE INHIBITORS OF NLRP3 INFLAMMASOME

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Paragraph 0465; 0484; 0491, (2019/02/15)

The present disclosure relates to compounds of Formula (I): (I); and to their pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as autoinflammatory and autoimmune diseases and cancers.

CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE

-

Paragraph 000578; 000579; 000960; 000961, (2018/01/17)

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.

Enantioselective bio-hydrolysis of various racemic and meso aromatic epoxides using the recombinant epoxide hydrolase Kau2

Zhao, Wei,Kotik, Michael,Iacazio, Gilles,Archelas, Alain

, p. 1895 - 1908 (2015/06/02)

Abstract Epoxide hydrolase Kau2 overexpressed in Escherichia coli RE3 has been tested with ten different racemic and meso α,β-disubstituted aromatic epoxides. Some of the tested substrates were bi-functional, and most of them are very useful building blocks in synthetic chemistry applications. As a general trend Kau2 proved to be an extremely enantioselective biocatalyst, the diol products and remaining epoxides of the bioconversions being obtained - with two exceptions - in nearly enantiomerically pure form. Furthermore, the reaction times were usually very short (around 1 h, except when stilbene oxides were used), and the use of organic co-solvents was well tolerated, enabling very high substrate concentrations (up to 75 g/L) to be reached. Even extremely sterically demanding epoxides such as cis- and trans-stilbene oxides were transformed on a reasonable time scale. All reactions were successfully conducted on a 1 g preparative scale, generating diol- and epoxide-based chiral synthons with very high enantiomeric excesses and isolated yields close to the theoretical maximum. Thus we have here demonstrated the usefulness and versatility of lyophilized Escherichia coli cells expressing Kau2 epoxide hydrolase as a highly enantioselective biocatalyst for accessing very valuable optically pure aromatic epoxides and diols through kinetic resolution of racemates or desymmetrization of meso epoxides.

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