77-83-8 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 77-83-8 differently. You can refer to the following data:
1. clear yellow liquid
2. Ethyl 3-Methyl-3-phenylglycidate exists as two optically
active pairs of cis- and trans-isomers; each isomer has a characteristic odor
. The commercial product is a racemic mixture of all four isomers and has
a strong, sweetish, strawberry odor. The cis/trans ratio obtained in the Darzens
condensation of acetophenone (R==CH3) and ethyl chloroacetate depends on the
base used in the reaction.
3. Ethyl methylphenylglycidate on dilution has a strong fruity odor suggestive of strawberry. It has a characteristic, slightly
acid taste reminiscent of strawberry.
4. Perennial, herbaceous plant; grows wild or cultivated in central–southern Europe, North America and Asia. The plant grows 10 to 20 cm (4 to 8 in.) in height and has thick rhizomes; radical leaves with long, small, white flowers blossoming from April to July; and fleshy, ovoidal, red berries covered with numerous achenes. The only part used is the berries. Strawberry has a sweet–sour taste and a characteristic odor.
Occurrence
Has apparently not been reported to occur in nature.
Uses
Different sources of media describe the Uses of 77-83-8 differently. You can refer to the following data:
1. Ethyl 3-Methyl-3-phenylglycidate, also known as “strawberry aldehyde”, is commonly used in the flavor industry for artificial fruit flavors, in particular strawberry.
2. Ethyl 3-methyl-3-phenylglycidate is a synthetic flavoring agent that is a glycidic acid ester. It is a colorless to pale yellow liquid with a strong fruit odor suggestive of strawberries. It is unstable to alkali and moderately stable to weak organic acids. It should be stored in glass, tin, or aluminum containers. It is soluble in fixed oils and in propylene glycol. It is used in flavors for strawberry note and has application in candy, beverages, and ice cream at 6–20 ppm. It is also termed aldehyde c-16.
Preparation
By reaction of acetophenone and the ethyl ester of monochloroacetic acid in the presence of an alkaline condensing agent.
Composition
Strawberry aroma has been the subject of extensive investigation. Several components have been identified, of which only 7% appear to be responsible for the aroma. Strawberry aroma varies widely with the strawberry variety. The most valuable part, aroma, is from wild strawberry.
Aroma threshold values
Detection: 2 ppm
Taste threshold values
Different sources of media describe the Taste threshold values of 77-83-8 differently. You can refer to the following data:
1. Taste characteristics at 1 and 5% sucrose: sweet, ripe, strawberry jam and preserve notes.
2. Taste characteristics at 50 ppm: sweet, berry, strawberry, fruity, tutti-frutti and floral nuances
General Description
Clear, colorless to yellowish liquid with a strawberry-like odor.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Esters, such as Ethyl 3-methyl-3-phenylglycidate, react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Fire Hazard
Ethyl 3-methyl-3-phenylglycidate is probably combustible.
Trade name
Strawberry pure (Givaudan)
Safety Profile
Mddly toxic by
ingestion. Mutation data reported.
Combustible liquid. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also ALDEHYDES.
Check Digit Verification of cas no
The CAS Registry Mumber 77-83-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 7 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 77-83:
(4*7)+(3*7)+(2*8)+(1*3)=68
68 % 10 = 8
So 77-83-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H14O3/c1-3-14-11(13)10-12(2,15-10)9-7-5-4-6-8-9/h4-8,10H,3H2,1-2H3/t10-,12-/m1/s1
77-83-8Relevant articles and documents
Enantioselective epoxidation of β,β-disubstituted enamides with a manganese catalyst and aqueous hydrogen peroxide
Clarasó, Carlota,Vicens, Laia,Polo, Alfonso,Costas, Miquel
, p. 2430 - 2435 (2019/03/29)
Enantioselective epoxidation of β,β-disubstituted enamides with aqueous hydrogen peroxide and a novel manganese catalyst is described. Epoxidation is stereospecific and proceeds fast under mild conditions. Amides are disclosed as key functional groups to enable high enantioselectivity.
A versatile synthetic platform based on strained propargyl amines
He, Zhi,Yudin, Andrei K.
supporting information; experimental part, p. 1607 - 1610 (2010/06/16)
"Chemical Equation Presented" Divergent reactivity: Various ethynylaziridines behave as strained propargyl amines and can be directly converted into unprotected α-amino allenes by a highly diastereoselective SN2′ hydride delivery (see scheme). Additional reaction routes involve chemo- and regioselective transformation into either bicyclic aziridine/ enol ethers or highly strained azirine alkynes.
An efficient synthesis of 2-bromo-3-hydroxy esters by reaction of ketones with ethyl dibromoacetate promoted by samarium diiodide
Concellon, Jose M.,Concellon, Carmen,Diaz, Pamela
, p. 2197 - 2200 (2007/10/03)
A simple and efficient samarium diiodide mediated synthesis of 2-bromo-3-hydroxy esters 1 by the reaction of a variety of ketones 2 with ethyl dibromoacetate (3) is described. The relative configuration of the major diastereoisomer obtained was established by NOESY experiments of the corresponding α,β-epoxy esters 4 prepared from 1. Additionally, a mechanism is proposed to explain the results obtained. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
