Diels-Alder type process involving a geminal-dihalocyclopropane

Details Diels-Alder type process involving a geminal-dihalocyclopropane Diels-Alder type process involving a geminal-dihalocyclopropane

1971-01-18

1976-08-03

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260165, 260295T, 260326HL, 2603466, 260464, 260468J, 260514J, 260586C, 260598, 260644, 260648F, 260648R, 260684, C07D30789

Patent

active

039729010

ABSTRACT:
Adducts containing a six-membered olefinically unsaturated ring having a halogen atom on one of the ethylenic carbon atoms (e.g., 3,5-diketo-4,8-dioxa-12-chlorotricyclo[5.3.2.0.sup.2,6 ]-dodec-11-ene) are formed by heating a dienophile (e.g., maleic anhydride) with a gem-dihalocyclopropane which has at least 4 carbon atoms in the molecule and at least one hydrogen on a carbon atom singly bonded to the cyclopropane ring (e.g., 7,7-dichloro-2-oxabicyclo[4.1.0] heptane). The adducts have toxicological properties and thus may be used as insecticides, fungicides, bactericides, herbicides, miticides and the like. They are also useful in the manufacture of plasticizers, flameproofing agents, water mark detecting agents, waterproofing agents, degreasing solvents, surface active agents, and the like.

REFERENCES:
robinson, J. Org. Chem., vol. 33, No. 2, Feb. 1968, pp. 607-610.
Craig et al., J.A.C.S., (1961), vol. 83, pp. 2885-2891.

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