ChemicalBook CAS DataBase List TRANS-2-HEXENE

TRANS-2-HEXENE synthesis

11synthesis methods

Product Name:TRANS-2-HEXENE
CAS Number:592-43-8
Molecular formula:C6H12
Molecular Weight:84.16

592-41-6 Synthesis

592-41-6
273 suppliers
$10.00/5g

110-54-3 Synthesis

110-54-3
826 suppliers
$20.00/100ml

592-43-8
65 suppliers
$41.79/1 g

Yield:592-43-8 87% ，110-54-3 13%

Reaction Conditions:

with RuHCl(PPh₃)((CH₃OCH₂CH₂)2Im)(SIMes₂);hydrogen at 100; under 3000.3 Torr; for 4 h;Sealed tube;Inert atmosphere;Concentration;Reagent/catalyst;Solvent;Temperature;Time;

Steps:

18e B.3 Series 3 (Hydrogenation of 1-hexene)
B.3 Series 3 (Hydrogenation of 1-hexene) Hydrogenation Procedure (NMR method; in-situ formation of the active catalyst, no co-catalyst, no work-up required) In a glove box, a sample of the appropriate metal complex (catalyst) and a deuterated solvent [CD₂C1₂ (0.665 g) or C₆D₅Br (0.748 g)] were combined in a 2 dram vial and transferred to a J- Young tube. The respective amounts are given in Table 3. 1-hexene was added in the amount mentioned in Table 3, too, to the solution and the J- Young tube was sealed. On a schlenk line, the reaction mixture was degassed 3 times using the freeze-pump-thaw method. The sample was then frozen once more in liquid nitrogen and 4 atm of H₂ was added. The J-Young tube was sealed again and warmed to room temperature before being placed in an oil bath pre-heated to the appropriate temperature (45°C or 100°C). The sample was refilled with H₂ at the 4 h and 8 h time periods. NMR spectra were obtained at appropriate intervals and relative integration of substrate and product peaks were used to determine the percent composition of the mixture. The results of the hydrogenation are summarized in Table 3. Peaks used for Determination of Concentrations: (The number in brackets below represents the relative number of protons represented by each peak - to determine the concentration of each the peak integrations must be normalized) CD₂Cl₂ [ 5' 'C Reactions J, C_/JDsBr [100' 'C Reactions ] 1- hexene - 4.98 ppm ( 1 ) 2- hexene - 5.45 ppm (1) hexane - 1.31 ppm (4)

References:

THE GOVERNING COUNCIL OF UNIVERSITY OF TORONTO;LANXESS Deutschland GmbH;MUELLER, Julia Maria;STEPHEN, Douglas;LUND, Clinton;SGRO, Michael;ONG, Christopher;CARIOU, Renan WO2013/24119, 2013, A1 Location in patent:Page/Page column 51;58

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