113085-12-4

Basic information

• Product Name: (R)-2-PHENYLPROPIONATE ETHYL
• Synonyms: ETHYL (R)-2-PHENYLPROPIONATE
• CAS NO: 113085-12-4
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• EINECS: 219-727-1
• Product Categories: Chiral Compounds;Esters
• Mol File: 113085-12-4.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 232.2°C at 760 mmHg
• Flash Point: 93.6°C
• Appearance: /
• Density: 1.012g/cm³
• Vapor Pressure: 0.0597mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: (R)-2-PHENYLPROPIONATE ETHYL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-PHENYLPROPIONATE ETHYL(113085-12-4)
• EPA Substance Registry System: (R)-2-PHENYLPROPIONATE ETHYL(113085-12-4)

Safety Data

• Hazardous Substances Data: 113085-12-4(Hazardous Substances Data)

Usage

General Description

(R)-2-Phenylpropionate ethyl is a chemical compound with the molecular formula C11H14O2. It is an ethyl ester derived from (R)-2-phenylpropionic acid, and it is commonly used as a fragrance ingredient in perfumes and personal care products. The compound has a sweet, floral, and fruity aroma, and it is also used in the food industry as a flavoring agent. In addition, (R)-2-phenylpropionate ethyl has potential pharmaceutical applications, including as an anti-inflammatory and analgesic agent. It is important to handle this chemical with care and to follow proper safety protocols when working with it.

InChI:InChI=1/C11H14O2/c1-3-13-11(12)9(2)10-7-5-4-6-8-10/h4-9H,3H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 29916-14-1 (S)-ethyl 2-hydroxy-2-phenylpropanoate 
• 55004-59-6 2-bromo-2-phenylpropionic acid ethyl ester 
• 492-37-5 hydratropic acid 
• 14182-57-1 (R)-2-phenylpropionic acid amide 
• 151-18-8 2-cyanoethylamine 
• 2510-99-8 ethyl 2-phenylpropanoate 
• 21906-17-2 3-phenyl-2-amino butane 
• 22286-82-4 2-phenyl-acrylic acid ethyl ester 
• 492-37-5 (+)-α-phenylpropionic acid 
• 591-50-4 iodobenzene 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 2510-99-8 ethyl 2-phenylpropanoate 
• 1434644-15-1 C₁₇H₁₈O₃ 
• 1434644-20-8 C₃₀H₃₃BrN₂O₅S 
• 87604-59-9 2-benzyloxy-2-phenyl ethanol 
• 1391911-23-1 (R)-4-methyl-N-(2-phenylpropyl)benzenesulfonamide 
• 98-82-8 Isopropylbenzene 
• 7782-26-5 (R)-2-Phenylpropionic acid 

Relevant articles and documents

Synthesis method of (S)-2-aryl propionate compound

The invention discloses a synthesis method of a (S)-2-aryl propionate compound. The (S)-2-aryl propionate compound shown in the formula IV is obtained by taking a compound shown in a formula I and a compound shown in a formula II as raw materials and reacting under the conditions of a chiral ligand shown in a formula III, a nickel catalyst, a photocatalyst, a reducing agent and alkali under the condition of visible light. The method has the advantages of cheap and easily available raw materials, convenient generation, mild conditions, environmental protection and safety, the photocatalyst canbe recycled, the production cost is greatly reduced, the test operation is simple, less waste is generated, and the method can be developed into an industrial production method.

Towards sustainable kinetic resolution, a combination of bio-catalysis, flow chemistry and bio-based solvents

The esterification of 2-phenylpropionic acid was investigated as a model system for enzyme catalysed (CALB, Novozyme 435) reactions in bio-based solvents. A multi-parameter correlation taking into account solvent parameters was developed to explain experimental observations. A continuous flow process using p-cymene as the solvent was operated over several weeks, thus combining a sustainable solvent and flow chemistry for kinetic resolution.

Iron-Catalyzed Enantioselective Cross-Coupling Reactions of α-Chloroesters with Aryl Grignard Reagents

The first iron-catalyzed enantioselective cross-coupling reaction between an organometallic compound and an organic electrophile is reported. Synthetically versatile racemic α-chloro- and α-bromoalkanoates were coupled with aryl Grignard reagents in the presence of catalytic amounts of an iron salt and a chiral bisphosphine ligand, giving the products in high yields with acceptable and synthetically useful enantioselectivities (er up to 91:9). The produced α-arylalkanoates were readily converted to the corresponding α-arylalkanoic acids with high optical enrichment (er up to >99:1) via simple deprotections/recrystallizations. The results of radical probe experiments are consistent with a mechanism that involves the formation of an alkyl radical intermediate, which undergoes subsequent enantioconvergent arylation in an intermolecular manner. The developed asymmetric coupling offers not only facile and practical access to various chiral α-arylalkanoic acid derivatives, which are of significant pharmaceutical importance, but also a basis of controlling enantioselectivity in an iron-catalyzed organometallic transformation. (Chemical Equation Presented).