HALOGEN CONTAINING KETONES ACID HALIDES AND PROCESSES

• US 3,655,765 A
• Filed: 02/15/1968
• Issued: 04/11/1972
• Est. Priority Date: 02/15/1968
• Status: Expired due to Term

• Current Assignee: Occidental Chemical Corporation (Occidental Petroleum Corporation)
• Original Assignee: Samuel Gelfand
• Inventors: Gelfand, Samuel
• Application Number:
  US04/705,615
• Time in Patent Office: 1,517 Days
• US Class Current: 568/374
• CPC Class Codes: C07C 45/513 the singly bound functional group being an etherified hydroxyl group
• CPC Class Codes: C07C 45/69 by addition to carbon-to-carbon double or triple bonds
• CPC Class Codes: C07C 49/227 containing halogen
• CPC Class Codes: C07C 49/687 containing halogen
• CPC Class Codes: C07C 49/693 polycyclic

Abstract

THERE ARE PROVIDED NOVEL HALOGENATED KETONES OF THE FORMULAE

Y-C(-X)(-R1)-C(-R2)=O AND Y-C(-X)<(-R3-CO-)

WHEREIN

X IS SELECTED FROM THE GROUP CONSITING OF CHLORINE BROMINE, FLUORINE AND HYDROGEN; R1 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, CHLORINE, BROMINE, FLUORINE AND HALO ALKYL; R2 IS HALO ALKYL; R3 IS HALO ALKYLENE OF FROM THREE TO FOUR CARBON ATOMS; AND Y IS ALLYL; SAID R1, R2 AND R3 SUBSTITUENTS CONTAINING A MAXIMUM OF TWO HYDROGEN ATOMS. THESE KETONES ARE USEFUL AS PESTICIDES. THERE IS ALSO PROVIDED A PROCESS FOR PREPARING THESE KETONES COMPRISING HEATING A COMPOUND OF FORMULAE

R1-C(-X)=C(-R2)-O-Y AND X-C<(-R3-C(-O-Y)=)

UNTIL THE DESIRED COMPOUND IS PRODUCED. THE KETONES OF THIS INVENTION ARE USEFUL AS CHEMICAL INTERMEDIATES FOR EXAMPLE, IN THE MAKING OF DIELS-ALDER ADDUCTS WITH HEXAHALOCYCLOPENTADIEN, TO PRODUCE PESTICIDAL COMPOUNDS ACTIVE AGAINST INSECTS, FUNGI, BACTERIA AND NEMATODES. THEY ARE ALSO USEFUL AS OLEFIN MONOMERS WHICH MAY BY POLYMERIZED TO MOLDABLE PLASTICS WHICH EXHIBIT FLAME RETARDANT CHARACTERISTICS.

Claims