139944-54-0

Usage

Physical state

Clear, colorless liquid

Odor

Faint amine-like

Common uses

Solvent in industrial processes (e.g. paints, coatings, varnishes), intermediate in pharmaceutical and cosmetic synthesis

Safety precautions

Can be harmful if ingested, inhaled, or absorbed through the skin, may cause eye and skin irritation, prolonged exposure can lead to serious health effects.

Upstream product

• 1024043-62-6 2-phenylaminomethyl-prop-2-en-1-ol 
• 529409-62-9 N-bromomethyldimethylsilyl-N-allyl-aniline 
• 589-09-3 N-allyl-N-phenylamine 
• 18052-24-9 2,2,4-trimethyl-1-phenyl-[1,2]azasilolidine 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Behaviour of enaminomalonates and enamidomalonates under various reductive conditions: a novel synthetic approach to N-acetyl-N-aryl β-amino acids

The behaviour of enaminomalonates and their deprotection to amines under various reductive conditions is described. A new synthetic approach to N-aryl-N-acetyl-β-amino acids using heterogeneous catalytic hydrogenation has been discovered.

N-silyl-tethered radical cyclizations: a new synthesis of gamma-amino alcohols.

[reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcoh

Solid-Liquid Biphasic Hydroformylation of Olefins Catalyzed by Rhodium Carhonyl Complexes

Some polymer-anchored alkenes have been hydroformylated by carrying out the reaction in a high-pressure reactor equipped with a suitably designed vial. The solid substrates are converted to the corresponding oxo-aldehydes in high yields. In all cases the regioselectivity was strongly shifted towards the linear aldehyde when the rhodium carbonyl complex was modified with xantphos (3:1 or 4:1 P/Rh molar ratio). Treatment with 5% of trifluoroacetine acid in dichloromethane at room temperature removed quantitatively the oxo-product from the polymer support, which can be purified and reused.

Synthesis of Pyrrolidines and Pyrrolidinones by the Rhodium Complex Catalyzed Cyclization of Unsaturated Amines

N-Allylic arylamines react with carbon monoxide, sodium borohydride, 2-propanol, and catalytic amounts of the zwitterionic complex η6-C6H6BPh3-Rh(COD)+ (1), to form pyrrolidines as the main products in most cases.Pyrrolidinones result from N-allylic alkylamines.An alternate route to the lactams from N-allylic alkylamines involves synthesis gas instead of CO/NaBH4, together with the dual catalytic system 1/2.Complementary to the N-allylic arylamine route to pyrrolidines with NaBH4 and 1 is the use of synthesis gas, 1, and 1,4-bis(diphenylphosphino)butane.