40032-55-1

Basic information

• Product Name: BENZYL-((E)-3-PHENYL-ALLYL)-AMINE
• Synonyms: BENZYL-((E)-3-PHENYL-ALLYL)-AMINE;TRAMS-N-BENZYL-3-AMINO-1-PHENYLPROPENE;TRANS-N-BENZYL-3-AMINO-1-PHENYLPROPENE
• CAS NO: 40032-55-1
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.31288
• Mol File: 40032-55-1.mol
• Article Data: 52

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BENZYL-((E)-3-PHENYL-ALLYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-((E)-3-PHENYL-ALLYL)-AMINE(40032-55-1)
• EPA Substance Registry System: BENZYL-((E)-3-PHENYL-ALLYL)-AMINE(40032-55-1)

Safety Data

• Hazardous Substances Data: 40032-55-1(Hazardous Substances Data)

Usage

General Description

Benzyl-((E)-3-phenyl-allyl)-amine is an organic compound that contains benzyl, allyl, and amine functional groups. It is an aromatic amine with a benzene ring attached to an allyl group, which consists of a straight chain of three carbon atoms and a phenyl group. BENZYL-((E)-3-PHENYL-ALLYL)-AMINE is commonly used in organic synthesis and can serve as a building block for the preparation of various pharmaceuticals and complex organic molecules. It has a wide range of applications in the chemical industry, including the production of polymers, dyes, and pharmaceutical intermediates. Benzyl-((E)-3-phenyl-allyl)-amine is also used as a starting material for the synthesis of bioactive compounds and is an important intermediate in the production of agrochemicals and fine chemicals.

Upstream product

• 2687-12-9 cinnamyl chloride 
• 100-46-9 benzylamine 
• 95-56-7 2-hydroxybromobenzene 
• 511286-64-9 (+/-) 3,5-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 21040-45-9 Cinnamyl acetate 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 104-54-1 3-Phenylpropenol 
• 29568-62-5 2-ethynyl-2-phenyl-1,3-dioxolane 
• 300-57-2 allylbenzene 
• 4392-24-9 Cinnamyl bromide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 160879-62-9 methyl 1-phenylprop-2-enyl carbonate 
• 1464149-40-3 (E)-[(trifluoromethyl)thio]prop-1-en-1-ylbenzene 

Downstream Products

• 221873-11-6 3--2,2-dimethylpropionaldehyde 
• 697287-01-7 (E)-N-benzyl-N-(3-phenyl-2-propenyl)glycine methyl ester 
• 1044262-22-7 (E)-1-benzyl-1-cinnamyl-3-(4-methoxyphenyl)urea 
• 552321-84-3 1-[((E)-N-benzyl-N-(3-phenyl-2-propenyl)amino)acetyl]pyrrolidine 
• 887235-24-7 S-(4-pentynyl) N-benzyl-N-[(E)-3-phenyl-2-propenyl]carbamothioate 

Relevant articles and documents

Intramolecular Cyclization of 3,3-Diarylpropenylamides of Electron-Deficient Alkenes: Stereoselective Synthesis of Functionalized Hexahydrobenzo[f]isoindoles

Intramolecular Diels–Alder reactions of various 3,3-diarylpropenylamides of electron-deficient alkenes to give hexahydrobenzo[f]isoindoles were investigated. Reaction of 1,1,2-ethenetricarboxylic acid 1,1-diethyl ester with 3,3-diaryl-2-propen-1-amines under the amide formation conditions gave the tricyclic compounds in sequential processes involving intramolecular Diels–Alder reaction. The reaction gave cis- and trans-fused tricyclic compounds selectively, depending on the substituents on the benzene ring, reaction temperature and solvent. In the reaction with dissymmetrically substituted 3,3-diaryl-2-propen-1-amines, trans-substituted aryl group reacted mainly as a styrene component. Amides of electron-deficient alkenic carboxylic acids such as fumarate do not undergo cyclization at room temperature sequentially and the reaction on heating gave trans-fused hexahydrobenzo[f]isoindoles. The origin of the observed stereoselectivity has been examined by the DFT calculations.

Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines

A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.

Visible Light-Mediated Synthesis of Enantiopure g-Cyclobutane Amino and 3-(Aminomethyl)-5-phenylpentanoic Acids

A visible light-mediated [2+2] photocycloaddition of amide-linked dienes using [Ir(dtb-bpy)(dF(CF3)ppy)2]PF6 as triplet sensitizer was applied to generate a variety of N-tert-butyl, N-benzyl- and N-tert-butoxycarbonyl-protected 3-aza-bicyclo[3.2.0]heptan-2-ones in good yields and with good diastereoselectivity. Density functional theory calculations shed light on the conformational prerequisites for the [2+2] photocycloaddition. The bicyclic key structures could be readily transformed into g-cyclobutane amino acids. For the obtained racemic 3-phenyl-2-aminocyclobu-tane-1-carboxylic acid the resolution with chiral oxazolidin-2-one is demonstrated to allow access to both enantiomers. Alternatively, a chiral auxiliary approach led as well to the enantiomerically pure target compound. Finally, the synthesis of either enantiomer of 3-(aminomethyl)-5-phenylpentanoic acid, the racemate being described as an anticonvulsant is described.