17972-49-5

Usage

Physical state

White to light yellow solid at room temperature

Solubility

Soluble in organic solvents

Uses

a. Synthesis of other organic compounds
b. Stabilizer for plastics
c. Antiseptic

Safety precautions

a. Can cause skin, eye, and respiratory irritation
b. Harmful if swallowed or inhaled
c. Proper disposal is necessary to prevent environmental harm

Hazardous properties

Potential for irritation and harm to human health and the environment if not handled properly

Upstream product

• 6287-35-0 3-phenylaminobut-2-enoic acid ethyl ester 
• 158261-85-9 (Z)-3-(4-bromo-phenylamino)-but-2-enoic acid ethyl ester 
• 504-61-0 (E)-but-2-enol 
• 62-53-3 aniline 
• 1750-36-3 (E)-N-benzylidenebenzenamine 

Relevant academic research and scientific papers

Aerobic oxidative coupling of alcohols and amines over Au-Pd/resin in water: Au/Pd molar ratios switch the reaction pathways to amides or imines

A facile switch of the reaction pathways of aerobic oxidative coupling of alcohols and amines from amidation to imination was realized for the first time by tuning the Au/Pd ratios in ion-exchange resin supported Au-Pd alloy catalysts (Au-Pd/resin). Amides were obtained with high yields on Au6Pd/resin while imines were obtained over AuPd4/resin. Various alcohols and amines underwent oxidative coupling smoothly in water to afford the desired products with good to excellent yields. Further investigation on the reaction mechanism suggested the synergistic effect between Au and Pd determined the adsorption strength of the aldehyde intermediate, which in turn dictated the reaction pathways. That is, on Au-rich alloys (e.g., Au6Pd) absorbed aldehyde species was formed, followed by further oxidation to yield amides, while on Pd-rich alloys (e.g., AuPd4), free aldehyde was generated, which then underwent condensation with amines to produce imines. The discovery might provide avenues to develop new efficient catalysts for the green synthesis of special chemicals.

Chemo- and diastereoselective reduction of β-enamino esters: A convenient synthesis of both cis- and trans-γ-amino alcohols and β-amino esters

Convenient procedures for the chemo- and diastereoselective reduction of b-enamino esters 1 are described. Both cis- and trans-γ-amino alcohols 2 or b-amino esters 3 can be prepared by reduction of b-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Na/i-PrOH or NaHB(OAc)3/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric γ-amino alcohols 2 and β-amino esters 3 obtained are established by 1H and 13C NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.