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GB573778A - Manufacture of aliphatic dienes - Google Patents

Manufacture of aliphatic dienes

Info

Publication number
GB573778A
GB573778A GB2009343A GB2009343A GB573778A GB 573778 A GB573778 A GB 573778A GB 2009343 A GB2009343 A GB 2009343A GB 2009343 A GB2009343 A GB 2009343A GB 573778 A GB573778 A GB 573778A
Authority
GB
United Kingdom
Prior art keywords
ether
hexadiene
sodium
alkali
hexane
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
GB2009343A
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.)
Henry Dreyfuss Associates LLC
Original Assignee
Henry Dreyfuss Associates 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 Henry Dreyfuss Associates LLC filed Critical Henry Dreyfuss Associates LLC
Priority to GB2009343A priority Critical patent/GB573778A/en
Publication of GB573778A publication Critical patent/GB573778A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/14Silica and magnesia

Landscapes

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

Abstract

Aliphatic dienes are produced by reacting di-b -alkenyl ethers with alkali metal. A b -unsaturated alcohol and b -unsaturated alkyl halide may be reacted in the presence of caustic alkali or alkali carbonate, and the ether produced reacted with alkali metal. Diallyl ether gives 1.5-hexadiene, dicrotyl ether, 2.6-octadiene, and dimethallyl ether, 2.5-dimethyl-1.5-hexadiene. Diallyl ether reacts at room temperature with sodium, and the reaction is preferably effected at not more than 100 DEG C. An inert diluent such as xylene, toluene, a less reactive ether, an excess of the starting material or the reaction product may be used. The metal alcoholate such as sodium allylate obtained as a by-product can be converted back to the ether with the appropriate alkyl halide. In an example, allyl alcohol is refluxed with caustic soda and allyl chloride added, the crude diallyl ether being distilled off and purified by fractionation. Sodium is added thereto and the mixture finally heated to distil the hexadiene. The ether and sodium, suspended for example in a diluent such as n-hexane, may be fed continuously, and hexadiene, with hexane if used, distilled off as formed.
GB2009343A 1943-12-01 1943-12-01 Manufacture of aliphatic dienes Expired GB573778A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2009343A GB573778A (en) 1943-12-01 1943-12-01 Manufacture of aliphatic dienes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2009343A GB573778A (en) 1943-12-01 1943-12-01 Manufacture of aliphatic dienes

Publications (1)

Publication Number Publication Date
GB573778A true GB573778A (en) 1945-12-05

Family

ID=10140261

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2009343A Expired GB573778A (en) 1943-12-01 1943-12-01 Manufacture of aliphatic dienes

Country Status (1)

Country Link
GB (1) GB573778A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2153842A (en) * 1984-02-07 1985-08-29 Coal Ind Improvements in catalysts

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2153842A (en) * 1984-02-07 1985-08-29 Coal Ind Improvements in catalysts

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