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GB875957A - Process for preparing hexachloroendomethylenetetrahydrophthalan - Google Patents

Process for preparing hexachloroendomethylenetetrahydrophthalan

Info

Publication number
GB875957A
GB875957A GB6116/59A GB611659A GB875957A GB 875957 A GB875957 A GB 875957A GB 6116/59 A GB6116/59 A GB 6116/59A GB 611659 A GB611659 A GB 611659A GB 875957 A GB875957 A GB 875957A
Authority
GB
United Kingdom
Prior art keywords
tetrahydrophthalan
endomethylene
reaction mixture
acid catalyst
hexachloroendomethylenetetrahydrophthalan
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB6116/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Velsicol Chemical LLC
Original Assignee
Velsicol Chemical LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Velsicol Chemical LLC filed Critical Velsicol Chemical LLC
Publication of GB875957A publication Critical patent/GB875957A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

4,5,6,7,10,10-Hexachloro-4,7-endomethylene-4,7,8, 9-tetrahydrophthalan, of formula <FORM:0875957/IV (b)/1> is prepared in a single step by heating hexachlorocyclopentadiene with 1,4-dihydroxybut2-ene in an inert solvent in the presence of a strong acid catalyst and removing water from the reaction mixture as it is formed. Preferably the reaction is carried out in the presence of up to 5% of acid catalyst, based on the diol, and at 100-235 DEG C. Preferred solvents are C4-C10 alcohols and chlorinated hydrocarbons such as tetrachloroethane. Specified acid catalysts are sulphuric, hydrochloric, phosphoric, hydro-bromic, hydriodic and toluene sulphonic acids. The product separates out as the reaction mixture is cooled, and may be further chlorinated to give 1,3,4,5,6,7,10,10-octachloro-4,7 - endomethylene-4,7,8,9-tetrahydrophthalan (the insecticide "Compound 6700"). Specification 772,212 is referred to.
GB6116/59A 1958-03-24 1959-02-23 Process for preparing hexachloroendomethylenetetrahydrophthalan Expired GB875957A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US875957XA 1958-03-24 1958-03-24

Publications (1)

Publication Number Publication Date
GB875957A true GB875957A (en) 1961-08-23

Family

ID=22206124

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6116/59A Expired GB875957A (en) 1958-03-24 1959-02-23 Process for preparing hexachloroendomethylenetetrahydrophthalan

Country Status (1)

Country Link
GB (1) GB875957A (en)

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