Borane-1,4-thioxane

Details Borane-1,4-thioxane Borane-1,4-thioxane

1980-02-19

1981-11-03

Randolph, John D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

26034611, 568 6, 568 7, 568814, 568837, 568838, 568885, C07D32706

Patent

active

042987504

ABSTRACT:
The novel borane-1,4-thioxane is synthesized by adding the calculated quantity of diborane to 1,4-thioxane. It is a stable liquid at 25.degree. C. The neat liquid is approximately 8.0 M in borane. The product, in spite of the additional oxygen atom in the ring, exhibits the desirable hydroborating and reducing action of borane-methyl sulfide. However, it possesses a major advantage over the latter in that the donor component, 1,4-thioxane, in contrast to methyl sulfide, is readily soluble in water and can be washed out of typical reaction mixtures. This greatly facilitates the synthetic applications of borane-1,4-thioxane over borane-methyl sulfide.

REFERENCES:
patent: 3314990 (1967-04-01), Miller
Baker et al., Chemical Abstracts, vol. 68, abst. No. 101,333v (1968).
Lowey et al., An Introduction to Organic Chemistry, 6th Ed., p. 214, John Wiley & Sons, Inc. NY (1945).

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