Preparation of aldehydocelluloses from completely allylated methylcellulose, allylated ethylcellulose, and tri‐O‐allylcellulose by ozonization

In order to prepare aldehydocelluloses which are more stable than periodate‐oxidized cellulose, completely allylated methylcellulose, allylated ethylcellulose, and tri‐O‐allylcellulose were subjected to ozonization followed by reduction with dimethylsulfide. The aldehydocelluloses thus prepared without any degradation showed the presence of many free aldehyde groups by IR and ¹³C‐NMR spectrometries, as well as the presence of hydroxyl groups which were produced by deallylation. The degree of substitution (DS) by aldehyde group was 0.6 for the products from both completely allylated methylcellulose and tri‐O‐allylcellulose, and 0.02 for that from allylated ethylcellulose.