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

General Description

(R)-2-Phenylpropylamide, also known as (R)-PPA, is a chemical compound with the molecular formula C9H13NO. It is commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. (R)-PPA is an amide derivative of phenylpropylamine and exists as a white solid at room temperature. It is a chiral compound, meaning it has a non-superimposable mirror image, and its (R)-enantiomer has specific applications in the production of enantiomerically pure drugs and other bioactive molecules. Overall, (R)-2-Phenylpropylamide is a versatile chemical with diverse synthetic and pharmaceutical uses.

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

Downstream Products

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

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.