5100-00-5

Basic information

• Product Name: 2-PropenaMide, 3-phenyl-N-(phenylMethyl)-, (2E)-
• Synonyms: 2-PropenaMide, 3-phenyl-N-(phenylMethyl)-, (2E)-;(2E)-N-benzyl-3-phenylprop-2-enamide
• CAS NO: 5100-00-5
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.2964
• Mol File: 5100-00-5.mol
• Article Data: 57

Chemical Properties

• Melting Point: 103-104 °C
• Boiling Point: 466.8±38.0 °C(Predicted)
• Appearance: /
• Density: 1.111±0.06 g/cm3(Predicted)
• PKA: 15.33±0.46(Predicted)
• CAS DataBase Reference: 2-PropenaMide, 3-phenyl-N-(phenylMethyl)-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PropenaMide, 3-phenyl-N-(phenylMethyl)-, (2E)-(5100-00-5)
• EPA Substance Registry System: 2-PropenaMide, 3-phenyl-N-(phenylMethyl)-, (2E)-(5100-00-5)

Safety Data

• Hazardous Substances Data: 5100-00-5(Hazardous Substances Data)

Usage

### Properties

1. Molecular Formula: C16H15NO
2. Physical State: White to yellow crystalline solid
3. Solubility: Insoluble in water; soluble in organic solvents
4. Usage:
Cross-linking agent in polymer production
Building block for various organic compounds
Manufacturing of adhesives, coatings, and industrial products
Applications in pharmaceuticals and agrochemicals

### Specific Content

1. Chemical Name: 2-Propenamide, 3-phenyl-N-(phenylmethyl)-, (2E)-
2. Alternative Name: N-phenyl-N-phenylmethylacrylamide
3. Handling Precautions:
Causes skin and eye irritation
Should be stored in a cool, dry place away from direct sunlight

This compound serves multiple industrial and chemical purposes but requires careful handling due to its potential irritant properties.

Upstream product

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Downstream Products

• 139633-19-5 trans-N-benzylthiocinnamamide 
• 199480-96-1 N-benzyl-3-phenyl-2,3-epoxy-1-propanamide 
• 4192-77-2 ethyl cinnamate 
• 206447-88-3 N-benzyl (2R,3S)-2,3-dihydroxy-3-phenylpropionamide 
• 370084-26-7 (2R,3S)-3-phenyl-oxirane-2-carboxylic acid benzylamide 

Relevant articles and documents

Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both aromatic and aliphatic carboxylic acids. In situ generation of amine-boranes precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodology has high functional group tolerance and chromatography-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides.

Simple Synthesis of Amides via Their Acid Chlorides in Aqueous TPGS-750-M

The technology of surfactant chemistry is employed for amide bond construction via the reaction of acyl chlorides with amines in 2 wt % TPGS-750-M aqueous solution. Specifically, this highly efficient method enables a chromatography-free scalable process and recycling of the TPGS-750-M solution.

Efficient cleavage of tertiary amide bonds: Via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system

A novel approach for the efficient cleavage of the amide bonds in tertiary amides is reported. Based on the selective radical abstraction of a benzylic hydrogen atom by a CuBr2/Selectfluor hybrid system followed by a selective cleavage of an N-C bond, an acyl fluoride intermediate is formed. This intermediate may then be derivatized in a one-pot fashion. The reaction proceeds under mild conditions and exhibits a broad substrate scope with respect to the tertiary amide moiety as well as to nitrogen, oxygen, and carbon nucleophiles for the subsequent derivatization. Mechanistic studies suggest that the present reaction proceeds via a radical-polar crossover process that involves benzylic carbon radicals generated by the selective radical abstraction of a benzylic hydrogen atom by the CuBr2/Selectfluor hybrid system. Furthermore, a synthetic application of this method for the selective cleavage of peptides is described. This journal is