930-99-4Relevant articles and documents
Slaugh
, p. 108,110 (1967)
Functionalization of saturated hydrocarbons. High temperature bromination of octahydropentalene. Part 19
Günba?, Duygu D.,Algi, Fatih,H?kelek, Tuncer,Watson, William H.,Balci, Metin
, p. 11177 - 11183 (2007/10/03)
The synthesis and thermal bromination of octahydropentalene was studied. The reaction afforded 1a,3a,4b,6b-tetrabromo-1,2,3,4,5,6-hexahydropentalene (14) with remarkable regio- and stereospecificity. The structure of the product was determined by 1H and 13C NMR data and single X-ray structural analysis. The treatment of octahydropentalene with tenfold bromine gave the octabromopentalene derivative. The formation mechanism of the products is discussed.
Surface-Mediated Reactions. 6. Effects of Silica Gel and Alumina on Acid-Catalyzed Reactions
Kropp, Paul J.,Breton, Gary W.,Craig, Stephen L.,Crawford, Scott D.,Durland, William F.,et al.
, p. 4146 - 4152 (2007/10/02)
Absorption of a variety of acids to chromatographic silica gel results in substantial enhancement of their catalytic activity-affording easily prepared, environmentally benign heterogeneous acids that are highly effective in mediating a number of processes.This was shown for the isomerization of allene 1 and dimerization of the corresponding 1,3-diene 2; cyclization of (R)-citronellal (5), the related diester 10, and 1,5-cyclooctadiene (15); Rupe rearrangement of alkynol 18; and Friedel-Crafts cyclodehydration of alcohols 21.By contrast, commercially available Nafion-H was significantly less effective as a heterogeneous acid catalyst.Chromatographic alumina displayed enigmatic behavior, showing enhanced acidity on the adsorption of HCl but little or no acidity on the adsorption of a variety of other types of acid.The results are discussed in terms of the surface structures of silica gel and alumina.