14182-57-1

Basic information

• Product Name: (R)-2-PHENYLPROPYLAMIDE
• Synonyms: (R)-PHENYLPROPYLAMIDE;(R)-2-PHENYLPROPYLAMIDE
• CAS NO: 14182-57-1
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• Mol File: 14182-57-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 304.414°C at 760 mmHg
• Flash Point: 137.905°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: (R)-2-PHENYLPROPYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-PHENYLPROPYLAMIDE(14182-57-1)
• EPA Substance Registry System: (R)-2-PHENYLPROPYLAMIDE(14182-57-1)

Safety Data

• Hazardous Substances Data: 14182-57-1(Hazardous Substances Data)

Usage

Description

(R)-2-Phenylpropylamide, also known as (R)-PPA, is a chemical compound with the molecular formula C9H13NO. It is an amide derivative of phenylpropylamine and exists as a white solid at room temperature. As a chiral compound, it has a non-superimposable mirror image, and its (R)-enantiomer is particularly valuable for the production of enantiomerically pure drugs and other bioactive molecules. (R)-PPA is widely recognized for its versatility in both synthetic and pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
(R)-2-Phenylpropylamide is used as a building block for the synthesis of various pharmaceuticals. Its specific (R)-enantiomer is crucial in the production of enantiomerically pure drugs, which are essential for ensuring the desired therapeutic effects and minimizing potential side effects associated with the presence of less active or unwanted enantiomers.
Used in Agrochemical Industry:
(R)-PPA is also utilized as a key component in the development of agrochemicals. Its unique properties allow for the creation of compounds that can effectively address various agricultural challenges, such as pest control and crop protection.
Used in Organic Chemistry:
In the field of organic chemistry, (R)-2-Phenylpropylamide serves as a versatile building block for the synthesis of a wide range of organic compounds. Its amide functionality and chiral nature make it a valuable starting material for the development of novel molecules with potential applications in various industries, including pharmaceuticals, materials science, and chemical research.

InChI:InChI=1/C9H11NO/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H2,10,11)/t7-/m1/s1

Upstream product

• 1823-91-2 1-phenylethyl cyanide 
• 2510-99-8 ethyl 2-phenylpropanoate 
• 2328-26-9 methyl (R)-2-phenylpropanoate 
• 1125-70-8 2-phenylpropanamide 
• 1823-91-2 (R)-α-methylbenzyl cyanide 
• 140-29-4 phenylacetonitrile 
• 495-10-3 2-phenylacrylonitrile 
• 25145-43-1 2-phenylpropionyl chloride 
• 492-37-5 hydratropic acid 
• 14182-52-6 (S)-2-benzenesulfonyl-2-phenyl-propionic acid amide 
• 67-64-1 acetone 
• 64-17-5 ethanol 
• 7782-26-5 (R)-2-Phenylpropionic acid 

Downstream Products

• 36283-44-0 N-acetyl-1-phenylethylamine 
• 582-22-9 (R)-2-phenylpropylamine 
• 2510-99-8 ethyl (R)-2-phenylpropionate 
• 1823-91-2 (R)-α-methylbenzyl cyanide 
• 7782-26-5 (R)-2-Phenylpropionic acid 

Relevant articles and documents

Iron-Catalyzed Diastereoselective Synthesis of Disubstituted Morpholines via C-O or C-N Bond Formation

The diastereoselective synthesis of 2,6- and 3,5-disubstituted morpholines was achieved from 1,2-amino ethers and 1,2-hydroxy amines substituted by an allylic alcohol using an iron(III) catalyst. The morpholines were obtained either by C-O or C-N bond formation. A plausible mechanism is suggested, involving a thermodynamic equilibrium to explain the formation of the cis diastereoisomer as the major product.

Synthesis, structure, and reaction of chiral 2-azidoimidazolinium salts: (7aS)-3-azido-5,6,7,7a-tetrahydro-2-[(1R)-1-phenylethyl]-1H-pyrrolo[1,2-c]imidazolium hexafluorophosphate and 2-azido-1,3-bis[(S)-1-phenylethyl]imidazolinium hexafluorophosphate

Two chiral 2-azidoimidazolinium salts [(7aS)-3-azido-5,6,7,7a-tetrahydro-2-[(1R)-1-phenylethyl]-1H-pyrrolo[1,2-c]imidazolium hexafluorophosphate (2) and 2-azido-1,3-bis[(S)-1-phenylethyl]imidazolinium hexafluorophosphate (3)] were synthesized, and their structures were determined by X-ray single crystal structural analysis. Migratory amidation reaction of enol silyl ether with 3 proceeded, but good diastereoselectivity was not observed in the reaction.

Enantioselective synthesis of (R)-2-arylpropanenitriles catalysed by ene-reductases in aqueous media and in biphasic ionic liquid-water systems

The enantioselective reduction of α-methylene nitrile derivatives catalysed by ene-reductases affords the corresponding (R)-2-arylpropanenitriles with high conversion values. The reaction is investigated either in aqueous medium (with an organic cosolvent or by loading the substrate onto hydrophobic resins) or in a biphasic ionic liquid-water system. The use of ionic liquids, herein with isolated ene-reductases, is found to improve the work-up and the substrate recovery method. The synthetic manipulation of the final chiral nitrile derivatives indicates how this biocatalysed method can be exploited for the preparation of a wide range of chiral compounds.