1504-72-9

Basic information

• Product Name: ETHYL TRANS-BETA-METHYLCINNAMATE 97
• Synonyms: ETHYL TRANS-BETA-METHYLCINNAMATE 97;ethyl trans-β-methylcinnamate;(E)-ethyl 3-phenylbut-2-enoate;(2E)-3-Phenyl-2-butenoic Acid Ethyl Ester;Ethyl (E)-3-Phenyl-2-butenoate;Ethyl trans-3-Phenylcrotonate;Ethyl trans-beta-methylcinnamate 97%
• CAS NO: 1504-72-9
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.241
• Product Categories: C12 to C63;Carbonyl Compounds;Esters;Aromatics;Miscellaneous Reagents
• Mol File: 1504-72-9.mol
• Article Data: 186

Chemical Properties

• Boiling Point: 142-144 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.042 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Solubility: Dichloromethane
• CAS DataBase Reference: ETHYL TRANS-BETA-METHYLCINNAMATE 97(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL TRANS-BETA-METHYLCINNAMATE 97(1504-72-9)
• EPA Substance Registry System: ETHYL TRANS-BETA-METHYLCINNAMATE 97(1504-72-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1504-72-9(Hazardous Substances Data)

Usage

Description

ETHYL TRANS-BETA-METHYLCINNAMATE 97, also known as Ethyl trans-β-methylcinnamate, is a chemical compound with the chemical formula C11H12O2. It is a yellow oil at room temperature and is primarily known for its use in the flavor and fragrance industry due to its characteristic aroma.

Uses

Used in Flavor Industry:
ETHYL TRANS-BETA-METHYLCINNAMATE 97 is used as a flavoring agent for its distinctive strawberry-like aroma. It is particularly useful in the diastereoselective synthesis of ethyl (E)-3-methyl-3-phenylglycidate, which is a key component in creating the natural flavor of strawberries.
Used in Fragrance Industry:
In addition to its application in the flavor industry, ETHYL TRANS-BETA-METHYLCINNAMATE 97 is also utilized in the fragrance industry to impart a pleasant and natural scent to various products, such as perfumes, colognes, and other personal care items.
Used in Chemical Synthesis:
ETHYL TRANS-BETA-METHYLCINNAMATE 97 serves as a valuable intermediate in the synthesis of various chemical compounds, particularly those with applications in the pharmaceutical, agrochemical, and materials science industries. Its unique chemical structure allows for further modification and functionalization, making it a versatile building block in organic chemistry.

InChI:InChI=1/C12H14O2/c1-3-14-12(13)9-10(2)11-7-5-4-6-8-11/h4-9H,3H2,1-2H3/b10-9+

Upstream product

• 105-36-2 ethyl bromoacetate 
• 98-86-2 acetophenone 
• 7647-01-0 hydrogenchloride 
• 142272-85-3 4-Ethoxy-2-phenylbut-3-yn-2-ol 
• 100-42-5 styrene 
• 623-73-4 diazoacetic acid ethyl ester 
• 623-70-1 ethyl (E)-crotonate 
• 14922-16-8 phenylazo phenyl sulfone 
• 4341-76-8 Ethyl 2-butynoate 
• 55164-20-0 ethyl-(E)-3-chloro-3-phenyl-2-propenoate 
• 124755-24-4 ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 621-62-5 chloroacetaldehyde diethyl acetal 
• 114895-10-2 phenylazoxy phenyl sulphone 

Downstream Products

• 934219-63-3 3-phenyl-2-butenyl mesylate 
• 1332645-38-1 (R)-4-phenyl-6-(trifluoromethyl)-6-(4-chlorophenyl)-5,6-dihydro-2H-pyran-2-one 
• 1332645-27-8 (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one 
• 1377848-07-1 (R)-4-phenyl-6-p-tolyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-08-2 (R)-6-(4-bromophenyl)-4-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-09-3 (S)-4-phenyl-6-(thiophen-2-yl)-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-11-7 (S)-6-methyl-4-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1393381-99-1 (R)-6-ethyl-4-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-13-9 (S)-6-ethyl-4-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1377848-15-1 (R)-ethyl 6-oxo-4-phenyl-2-(trifluoromethyl)-3,6-dihydro-2H-pyran-2-carboxylate 
• 1196-67-4 3-phenyl-2-butenal 
• 1446100-83-9 5,6-dimethoxy-3-methyl-3-phenylindan-1-one 
• 90173-15-2 2-methyl-3-phenylbut-3-en-1-ol 
• 109988-55-8 2-(1-Phenyl-vinyl)-pent-4-en-1-ol 

Relevant articles and documents

Visible-Light-Induced Meerwein Fluoroarylation of Styrenes

An unprecedented approach for assembling a broad range of 1,2-diarylethane derivatives with fluorine-containing fully substituted carbon centers was developed. The protocol features straightforward operation, proceeds under metal-free condition, and accommodates a large variety of synthetically useful functionalities. The critical aspect to the success of this novel transformation lies in using aryldiazonium salts as both aryl radical progenitor and also as single electron acceptor which elegantly enables a radical-polar crossover manifold.

An Intramolecular Iodine-Catalyzed C(sp3)?H Oxidation as a Versatile Tool for the Synthesis of Tetrahydrofurans

The formation of ubiquitous occurring tetrahydrofuran patterns has been extensively investigated in the 1960s as it was one of the first examples of a non-directed remote C?H activation. These approaches suffer from the use of toxic transition metals in overstoichiometric amounts. An attractive metal-free solution for transforming carbon-hydrogen bonds into carbon-oxygen bonds lies in applying economically and ecologically favorable iodine reagents. The presented method involves an intertwined catalytic cycle of a radical chain reaction and an iodine(I/III) redox couple by selectively activating a remote C(sp3)?H bond under visible-light irradiation. The reaction proceeds under mild reaction conditions, is operationally simple and tolerates many functional groups giving fast and easy access to different substituted tetrahydrofurans.

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.