155687-67-5

Basic information

• Product Name: N-[(2E)-3-phenylprop-2-en-1-yl]butan-1-amine
• Synonyms: CHEMBRDG-BB 9071188;N-BUTYL-3-PHENYL-2-PROPEN-1-AMINE;Butyl[(2e)-3-phenylprop-2-en-1-yl]amine;N-[(E)-3-phenyl-2-propenyl]-n-butylamine;N-butyl-3-phenyl-2-propen-1-amine(SALTDATA: HCl);butyl[(2E)-3-phenylprop-2-en-1-yl]amine hydrochloride
• CAS NO: 155687-67-5
• Molecular Formula: C₁₃H₁₉N
• Molecular Weight: 189.2967
• Mol File: 155687-67-5.mol

Chemical Properties

• Boiling Point: 303°C at 760 mmHg
• Flash Point: 140.6°C
• Density: 0.922g/cm³
• Vapor Pressure: 0.000957mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: N-[(2E)-3-phenylprop-2-en-1-yl]butan-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(2E)-3-phenylprop-2-en-1-yl]butan-1-amine(155687-67-5)
• EPA Substance Registry System: N-[(2E)-3-phenylprop-2-en-1-yl]butan-1-amine(155687-67-5)

Safety Data

• Hazardous Substances Data: 155687-67-5(Hazardous Substances Data)

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 109-73-9 N-butylamine 
• 14371-10-9 (E)-3-phenylpropenal 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 4392-24-9 Cinnamyl bromide 

Relevant articles and documents

Optimization of physicochemical properties is a strategy to improve drug-likeness associated with activity: Novel active and selective compounds against Trypanosoma cruzi

Trypanosoma cruzi is the causing agent of Chagas disease, a parasitic infection without efficient treatment for chronic patients. Despite the efforts, no new drugs have been approved for this disease in the last 60 years. Molecular modifications based on

Introduction of the 4,4,4-Trifluorobut-2-ene Chain Exploiting a Regioselective Tsuji-Trost Reaction Catalyzed by Palladium Nanoparticles

A palladium-nanoparticle-catalyzed Tsuji-Trost reaction of 4,4,4-trifluorobut-2-en-1-yl acetate and ethyl(4,4,4-trifluorobut-2-en-1-yl)carbonate was accomplished with various nucleophiles including phenols, amines, and malonates. In the case of the phenols, isomerization of the double bond in the product (up to 20%) was observed as a side reaction. Further synthetic transformations including hydrogenation, the Diels-Alder reaction, and asymmetric dihydroxylation of a product were also examined.

Ruthenium-catalyzed linear selective allylic aminations of monosubstituted allyl acetates

The ruthenium-catalyzed highly linear selective allylic amination of monosubstituted allylic acetates with secondary amines was developed. The regioselectivity was controlled by the Ru3(CO)12/2-DPPBA catalyst, and a linear-type aminated product was obtained as a single regioisomer.

Iridium complex-catalyzed allylic amination of allylic esters

Iridium complex-catalyzed allylic amination of allylic carbonates was studied. The solvent strongly affected the catalytic activity. The use of a polar solvent such as EtOH is essential for obtaining the products in high yield. The reaction of (E)-3-substituted-2-propenyl carbonate and 1-substituted-2-propenyl carbonate with pyrrolidine in the presence of a catalytic amount of [Ir(COD)Cl]2 and P(OPh)3 (P/Ir=2) gave a branch amine with up to 99% selectivity. Both secondary and primary amines could be used for this reaction. When a primary amine was used, selective monoallylation occurred. No diallylation product was obtained. The reaction of 1,1-disubstituted-2-propenyl acetate with amines exclusively gave an α,α-disubstituted allylic amine. This reaction provides an alternative route to the addition of an organometallic reagent to ketimines for the preparation of such amines. The reaction of (Z)-3-substituted-2-propenyl carbonate with amines gave (Z)-linear amines with up to 100% selectivity. In all cases, no (E)-linear amine was obtained. The selectivities described here have not been achieved in similar palladium complex-catalyzed reactions.

Palladium(0)-Catalyzed Substitution of Allylic Substrates in an Aqueous-Organic Medium

A palladium(0)-water soluble catalyst prepared in situ from palladium acetate and the sulfonated triphenyl phosphine P(C6H4-m-SO3Na)3 (or tppts) is an efficient catalyst for allylic substitution with various carbon and heteronucleophiles in an aqueous-organic medium, allowing a very easy separation of the product(s) and the recycling of the catalyst.

Generation of Aminyl Radicals using Sulfenamides as Synthetic Precursors

Sulfenamides are synthesised from reaction between amines and N-(benzenesulfenil)-phthalimide or benzenesulfenyl chloride.The sulfenamides undergo reaction with tributyltin hydride to yield aminyl radicals which can be cyclised onto suitable alkenes. Key Words: sulfenamides; aminyl radicals; tributyltin hydride; radical-cyclisation; N-(benzenesulfenyl)phthalimide