35490-52-9

Upstream product

• 2220-42-0 4,4-dimethyl-cholest-5-en-3-one 
• 107-21-1 ethylene glycol 

Downstream Products

• 2220-42-0 4,4-dimethyl-cholest-5-en-3-one 

Relevant academic research and scientific papers

Chemical consequences of long-range orbital interactions in cholestane-3,7-diol monosulfonate esters. A seven-center fragmentation

The manifestation of through-five-bond interactions in the reactions of the rigid 1,5-diol monosulfonate esters (1-3), having an ideal all-trans geometry of the σ-relay, with sodium tert-amylate is investigated. It has been shown that the deprotonation of the alcohol group in 2 and 3, which results in an increased electrofugal ability of this group, finds expression in a seven-center fragmentation. This fragmentation also illustrates that effective through-five-bond interactions exist between the alcoholate group and the carbocationic center which is generated during the heterolysis. The reaction outcome of mesylate 1 does not indicate effective through-bond interactions, and only elimination is observed. This difference can be attributed to the alkyl substituents on the γ- and α-positions to the mesylate group in 2 and 3, respectively, which stimulate the seven-center fragmentation. Though a reasonable amount of fragmentation product is obtained from 3, the through-five-bond interaction is not strong enough to dominate the reaction course completely and typical E1-like processes, i.e., elimination and rearrangement, are competitive. As expected, only a 1,2 Me-shift is observed in the reaction of the axial mesylate 4 where a gauche interaction is present in the geometry of the σ-relay. The presence of through-bond interactions in the reactions of 3 and 4 becomes apparent by comparison of the reactivity of 3 and 4 with their O-silylated analogs 5 and 6.

Montmorillonite Clay Catalysis. Part 2. 1 An Efficient and Convenient Procedure for the Preparation of Acetals catalysed by Montmorillonite K-10

Acetalization of aldehydes and ketones is catalysed by montmorillonite K-10 in refluxing benzene or toluene in excellent yields.