151194-84-2

Basic information

• Product Name: Acetic acid, [(4-nitrophenyl)sulfonyl]-, phenylmethyl ester
• CAS NO: 151194-84-2
• Molecular Formula: C15H13NO6S
• Molecular Weight: 335.337
• Mol File: 151194-84-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(4-nitrophenyl)sulfonyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(4-nitrophenyl)sulfonyl]-, phenylmethyl ester(151194-84-2)
• EPA Substance Registry System: Acetic acid, [(4-nitrophenyl)sulfonyl]-, phenylmethyl ester(151194-84-2)

Safety Data

• Hazardous Substances Data: 151194-84-2(Hazardous Substances Data)

Upstream product

• 5437-45-6 Benzyl bromoacetate 
• 1849-36-1 para-nitrobenzenethiol 
• 533888-69-6 benzyl [(4-nitrophenyl)thio]acetate 

Relevant articles and documents

Synthesis and reactivity of π-electron-deficient (arylsulfonyl)acetates

Different π-electron-deficient (arylsulfonyl)acetates 9 were synthesized (Scheme 1, Table 1), and their behavior as soft nucleophiles in the dialkylation reaction under phase-transfer catalysis conditions was studied (Schemes 2 and 3, Tables 2 and 3). The [3,5-bis(trifluoromethyl)phenyl]sulfonyl group was shown to be the best substituent for the stereoselective synthesis of (E)-aconitates 18 via an alkylation hydro-sulfonyl-elimination integrated process under very mild phase-transfer-catalysis conditions (Scheme 5, Table 4). Sulfonylacetates 9h,i also underwent smooth Diels-Alder reactions with acyclic and cyclic dienes via in situ formation of the appropriate dienophile through a Knoevenagel condensation with paraformaldehyde (Scheme 6). Reductive desulfonylation with Zn and NH4Cl in THF was shown to be an efficient method for removal of the synthetically useful sulfonyl moiety (Scheme 7).