Terminal olefin preparation

Claim 2

A process which comprises bringing together (1) a compound having the formula ##STR13## wherein each Cp is a π-cyclopentadienyl radical, R is terminal alkyl and X is an essentially non-interfering monovalent entity and (2) mono-olefin having a carbon skeleton different from that of R under reaction conditions to displace R from (1) with (2).

Claim 3

The process of claim 1 which further comprises recovering terminal olefin having the same carbon skeleton as R.

Claim 4

The process of claim 1 which further comprises recovering a compound having the formula ##STR14## wherein Cp and X have their aforedescribed significance and R' is terminal alkyl having the same carbon skeleton as (2).

Claim 5

The process of claim 1 wherein the number of carbon atoms in (2) is different from that in R.

Claim 6

The process of claim 1 wherein (2) is an internal mono-olefin.

Claim 7

The process of claim 1 wherein X is halogen, each of R and (2) is composed of hydrogen and up to about 25 carbon atoms, and at least one of R and (2) comprises a straight chain or at least 4 carbon atoms.

Claim 8

The process of claim 6 wherein each of R and (2) is straight-chain and contains up to about 20 carbon atoms.

Claim 9

The process of claim 6 wherein each of R and (2) contains at least 3 carbon atoms.

Claim 10

The process of claim 6 carried out in a solvent for (1) that does not prevent R from being displaced from (1) by (2) under said conditions.

Claim 11

The process of claim 6 wherein said halogen is chloride and each Cp is an unsubstituted π-cyclopentadienyl radical.

Claim 12

The process of claim 10 wherein R contains from about 6 to about 20 carbon atoms, (2) contains from 3 to about 9 carbon atoms, the number of carbon atoms in R is at least 1 greater than the number of carbon atoms in (2) and said process is carried out at a temperature between about 50° and about 120° C. and in the presence of a stoichiometric excess of (2) of at least about 10 percent.

Claim 13

The process of claim 11 wherein (2) is propylene.

Claim 14

The process of claim 10 wherein R contains from 3 to about 9 carbon atoms, (2) is mono-olefin containing from about 6 to about 20 carbon atoms, the number of carbon atoms in (2) is at least 1 greater than the number of carbon atoms in R and said process is carried out with simultaneous removal of a terminal olefin having the same carbon skeleton as R from the mixture.

Claim 15

The process of claim 13 wherein (2) is internal mono-olefin.

Claim 16

The process of claim 14 wherein R is propyl.

Claim 17

A process for isomerizing an internal olefin to a terminal olefin, which process comprises the following steps: (A) subjecting (1) a compound having the formula ##STR15## wherein each Cp is a π-cyclopentadienyl radical, R is terminal alkyl and X is an essentially non-interfering monovalent entity and (2) internal mono-olefin having a carbon skeleton different from that of R to reaction conditions under which R is displaced from (1) by (2) forming (3) a compound having the formula ##STR16## wherein Cp and X have their aforedescribed significance and R' is terminal alkyl having the same carbon skeleton as (2) and (B) subjecting (3) formed by Step (A) and (4) mono-olefin having a carbon skeleton different from that of R' to reaction conditions under which R' is displaced from (3) by (4) forming terminal olefin having the same carbon skeleton as (2).

Claim 18

A process for isomerizing an internal olefin to a terminal olefin, which process comprises the following steps: (A) subjecting (1) a compound having the formula ##STR15## wherein each Cp is a π-cyclopentadienyl radical, R is terminal alkyl and X is an essentially non-interfering monovalent entity and (2) internal mono-olefin having a carbon skeleton different from that of R to reaction conditions under which R is displaced from (1) by (2) forming (3) a compound having the formula ##STR16## wherein Cp and X have their aforedescribed significance and R' is terminal alkyl having the same carbon skeleton as (2) and (B) subjecting (3) formed by Step (A) and (4) mono-olefin having a carbon skeleton different from that of R' to reaction conditions under which R' is displaced from (3) by (4) forming terminal olefin having the same carbon skeleton as (2).

Claim 19

The process of claim 16 wherein each of R, (2) and (4) is composed of hydrogen and up to about 25 carbon atoms, the number of carbon atoms in (2) is different from that in (4), and X is halogen.

Claim 20

The process of claim 17 wherein each of R, (2) and (4) contains at least 3 carbon atoms.

Claim 21

The process of claim 18 wherein said halogen is chlorine and each Cp is an unsubstituted π-cyclopentadienyl radical.

Claim 22

The process of claim 19 wherein R contains up to about 9 carbon atoms, (2) contains from about 6 to about 20 carbon atoms, the number ofcarbon atoms in (2) is at least 1 greater than the number of carbon atoms in R, and terminal olefin formed in Step (A) and having the same carbon skeleton as R is withdrawn during Step (A).

Claim 23

The process of claim 20 wherein (4) is propylene.

Claim 24

The process of claim 16 wherein (4) has the same carbon skeleton as R, and (1) formed in Step (B) is withdrawn and then combined with (1) and (2) employed in Step (A).

Claim 25

The process of claim 22 wherein each of (2) and (4) is composed of hydrogen and up to about 25 carbon atoms, and the number of carbon atoms in (2) is different from that in (4).

Claim 26

The process of claim 23 wherein X is halogen and each Cp is an unsubstituted π-cyclopentadienyl radical.

Claim 27

The process of claim 24 wherein R contains between 3 and about 9 carbon atoms, (2) contains between about 6 and about 20 carbon atoms, and the number of carbon atoms in (2) is at least 1 greater than the number of carbon atoms in R.

Claim 28

The process of claim 25 wherein (4) formed in Step (A) is withdrawn during Step (A) and then combined with (3) and (4) employed in Step (B).

Claim 29

The process of claim 26 wherein (2) contains from about 10 to about 16 carbon atoms, the halogen is chlorine and (4) is propylene.