Sumitomo Chemical Company, Limited

Masashi Araki

Takuo Hibi

Tsuneyuki Nagase

Yasuhiko Higashio

Takeshi Yamahara

Tomofumi Kawabe

Shinichi Arakawa

Masaaki Okamura

A method for producing a compound having a double bond at an end of the molecule, comprising the dehydrating reaction of a compound represented by the general formula ##STR1## wherein R is a C.sub.2 -C.sub.20 hydrogen group having optionally double bonds, in the presence of a zirconium oxide catalyst treated with alkali solution.

Method for producing compounds having a double bond at the terminal

A process for producing methyl tertiary butyl ether is disclosed, comprising reacting isobutylene and methanol using a hydrocarbon mixture of 4 carbon atoms containing isobutylene and methanol as starting materials in a reaction zone containing an acidic ion exchange resin and distilling the resulting reaction mixture in a distillation column connected to the reaction zone to separate methyl tertiary butyl ether from the unreacted hydrocarbon mixture of 4 carbon atoms, wherein a mixture of the hydrocarbon mixture of 4 carbon atoms as a distillate from a top of the distillation column and methanol as a distillate by azeotropy is contacted with water in a second extraction step to wash and extract methanol with water, and the water containing the extracted methanol is then contacted with said hdyrocarbon mixture of 4 carbon atoms containing isobutylene which is fed to the reaction zone in a first extraction step in an upstream of the reaction zone to thereby transfer a part or a large portion of the methanol in the methanol-containing water into a hydrocarbon mixture phase by reverse extraction. By the process, methanol in the reaction mixture can be recovered simply and at low cost.

Process for producing methyl tertiary butyl ether

A selective hydrogenation method for highly saturated hydrocarbons by bringing a mixture of hydrocarbons of low hydrogenation degree having 4 or more carbon atoms containing the highly saturated hydrocarbons in the presence of a catalyst using a fixed bed reaction vessel, which comprises supplying a hydrogen gas in a state of plural splits along the flow direction of the fixed bed reaction vessel is disclosed. In accordance with this mehtod, only the highly unsaturated hydrocarbons are selectively hydrogenated without being accompanied by isomerization of olefins.

Selective hydrogenation method for hydrocarbons

Method of producing tertiary olefins from alkyl tert-alkyl ethers using a catalyst produced by calcining an aluminum compound supported on a carrier containing silicon oxides at a temperature above that at which the aluminum compound decomposes.

Production of tertiary olefins

In the preparation of olefin derivatives having an ester group at the allylic position (hereinafter referred to as 'allylic ester(s)') which comprises reacting an olefin having at least one hydrogen atom at the allylic position and which will produce an allylic ester having an asymmetric carbon atom with an organic peroxide in the presence of a copper catalyst, a method for producing optically active allylic esters characterized by using, as the copper catalyst, an optically active copper complex derived from an optically active compound selected from the group consisting of Schiff's bases of the formula: ##STR1## and amino acids of the formula: ##STR2## wherein R.sub.0 is an optically active alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, X and Y are each a hydrogen atom, an alkyl, cycloalkyl, aralkyl or aryl group, or a substituent having a hetero atom, R.sub.1 and R.sub.2 are each a hydrogen atom, or an alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, R.sub.3 is an alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, or when R.sub.3 is linked together with R.sub.2, they form a divalent hydrocarbon group including or not including a hetero atom and which is optionally substituted with a substituent having a hetero atom, and the asterisk (*) indicates an asymmetric carbon atom.

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Ichihara, Japan

Masashi Araki