60386-78-9

Basic information

• Product Name: 4-chloro-2-nitrophenyl acetate
• Synonyms: 4-chloro-2-nitrophenyl acetate
• CAS NO: 60386-78-9
• Molecular Weight: 215.593
• Mol File: 60386-78-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-chloro-2-nitrophenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-2-nitrophenyl acetate(60386-78-9)
• EPA Substance Registry System: 4-chloro-2-nitrophenyl acetate(60386-78-9)

Safety Data

• Hazardous Substances Data: 60386-78-9(Hazardous Substances Data)

Upstream product

• 89-64-5 p-chloro-o-nitrophenol 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 89-64-5 p-chloro-o-nitrophenol 
• 64-19-7 acetic acid 
• 26488-93-7 N-(5-chloro-2-hydroxyphenyl)acetamide 
• 19219-99-9 2-methyl-5-chlorobenzoxazole 
• 108-24-7 acetic anhydride 
• 69173-73-5 4-Chloro-2-nitro-phenol anion 
• 61925-88-0 2,3,5-trichlorophenyl acetate 
• 19220-93-0 pentafluorophenyl acetate 
• 5393-75-9 2,4,5-trichlorophenyl acetate 
• 878-00-2 4-formylphenyl acetate 
• 13031-41-9 4-cyanophenyl acetate 
• 122-79-2 Phenyl acetate 
• 13031-39-5 3-chlorophenyl acetate 

Relevant articles and documents

Effective charge development in the transfer of the acetyl group between nucleophiles in acetonitrile solution: Acetolysis and butylaminolysis of substituted phenyl esters

Equilibrium and rate constants have been measured for the phenolyses of acetic anhydride in acetonitrile solution. Acetolysis of substituted phenyl acetates by acetate ion possesses a Bronsted βlg value of -1.50 which, together with a βeq value of 2.86, indicates substantial fission of the C-OAr bond in the transition structure. The value of βeq is employed to identify the rate-limiting steps in aminolyses in acetonitrile. Butylaminolysis of substituted phenyl acetates in acetonitrile solution yields amide and substituted phenolate anion and the kinetics obey the general rate law: Rate = k1[ester][amine] + k2[ester][amine]2 + k3[ester][amine][18-crown-6] Free energy plots of log k1 and log k2 exhibit breaks near pKaArOH values of 9 and 8, respectively, and these can be interpreted by a mechanism which involves a common zwitterionic adduct T±, which partitions to give the product by two routes: A involving direct expulsion of the phenolate ion leaving group (k1 parameter) and B involving proton transfer prior to phenolate ion expulsion (k2 parameter). The formation of T± is rate-limiting for the A path and C-OAr bond fission is rate-limiting for the B mechanism.