Newman, Melvin S.; Beal, Philip F. III published an article in 1950, the title of the article was Improved Wolff rearrangement in homogeneous medium.HPLC of Formula: 29704-38-9 And the article contains the following content:
The Wolff rearrangement of α-diazo ketones to esters with MeOH and Ag2O gives erratic results. BzOAg (1 g.) in 9.1 g. NEt3 with the diazo ketone in MeOH works much better. The basic properties of NEt3 seem important, as F3CCO2Ag in C6H6 did not react. The reaction can be inhibited by a solution of hydroquinone. The presence in the diazo ketone of a H in the α-position to both the carbonyl and the diazo group is necessary. A possible reaction mechanism is presented. tert-Bu p-nitrophenylacetate b10 164-8°. The experimental process involved the reaction of tert-Butyl 2-(4-nitrophenyl)acetate(cas: 29704-38-9).HPLC of Formula: 29704-38-9
tert-Butyl 2-(4-nitrophenyl)acetate(cas:29704-38-9) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. HPLC of Formula: 29704-38-9
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics