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(R,S)-NN-dimethyl-N-phenacyl-1-p-nitrophenylethylammonium bromide is a complex organic compound with the chemical formula C21H24BrNO3. It is a chiral molecule, meaning it exists in two non-superimposable forms, R and S, which are mirror images of each other. The compound consists of a quaternary ammonium group, with two methyl groups attached to the nitrogen atom, and a phenacyl group (a phenyl-acetyl group) connected to the nitrogen through an ethyl chain. The p-nitrophenyl group is attached to the terminal carbon of the ethyl chain. (R,S)-NN-dimethyl-N-phenacyl-1-p-nitrophenylethylammonium bromide is often used as a reagent in chemical synthesis and as a phase-transfer catalyst in various organic reactions. Its unique structure and properties make it a valuable tool in the field of organic chemistry, particularly in the synthesis of complex molecules and the study of chiral compounds.

87258-58-0

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87258-58-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 87258-58-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,2,5 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 87258-58:
(7*8)+(6*7)+(5*2)+(4*5)+(3*8)+(2*5)+(1*8)=170
170 % 10 = 0
So 87258-58-0 is a valid CAS Registry Number.

87258-58-0Relevant academic research and scientific papers

Base Catalysed Rearrangements involving Ylide Intermediates. Part 15. The Machanism of the Stevens Rearrangement

Ollis, W. David,Rey, Max,Sutherland, Ian O.

, p. 1009 - 1027 (1983)

The Stevens rearrangement of acyl-stabilised ammonium ylides has been investigated with regard to stereoselectivity, intramolecularity and the formation of products in addition to the rearrangement product.A detailed study of the effects of reaction conditions upon the rearrangement of the ylide derived from the salt (13) has shown that the stereoselectivity (retention of the configuration of the chiral migrating group) and intramolecularity decrease as solvent viscosity decreases.The rearrangement of the salt (13) in water at 0 deg C is essentially intramolecular with virtually complete retention of the configuration of the migrating group.These results, together with the isolation of products that can be rationalised on the basis of random free-radical coupling, indicate that the rearrangement of acyl-stabilised ammonium ylides normally involves a radical pair mechanism.

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