1-Hexene → HCID 86736256, compound

HRID 2163744Notes

Reaction equation

HRID 2163744 reaction equation
[CH:1]([CH:4]1[CH2:9][CH:8]2[CH2:10][CH:5]1[CH:6]=[CH:7]2)([CH3:3])[CH3:2].[CH2:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH3:16].[I-].C([Al+]CC)C>C1(C)C=CC=CC=1>[CH:1]([CH:4]1[CH2:9][CH:8]2[CH2:10][CH:5]1[CH:6]=[CH:7]2)([CH3:3])[CH3:2].[CH2:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 115971-HexeneHCID 16686130AlEt2IHCID 219604945-(Propan-2-yl)bicyclo[2.2.1]hept-2-ene

Product 1

HCID 86736256HCID 86736256, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

50 ml dry toluene cosolvent, 7 ml 5-isopropyl-2-norbornene, 0.5 ml of the 1-hexene solution, and 0.6 ml of the diethylaluminum iodide solution were charged to a dry, nitrogen-purged 7 oz. bottle. 0.75 ml of the MoCl5 solution was charged last, and the bottle was shaken. After 1 hour the reaction was shortstopped using a mixture of 0.1 ml ethanolamine and 0.5 ml Solution A. 1 ml of an antioxidant solution was also added (0.1 g/ml of Ethyl 330 in toluene; Ethyl 330 is 1,3,5-trimethyl-2,4,6-tris [3,5-di-t-butyl-4-hydroxybenzyl] benzene). The polymer cement was coagulated using excess Solution A in a Waring blender. About 6.4 grams of a 5-isopropyl-2-norbornene/1-hexene copolymer was recovered by filtering and vacuum drying. The copolymer was a solid having a DSV of about 1.11.

Workup

  1. custompurged 7 oz. bottle
  2. addition0.75 ml of the MoCl5 solution was charged last
  3. additiona mixture of 0.1 ml ethanolamine and 0.5 ml Solution A
  4. addition1 ml of an antioxidant solution was also added (0.1 g/ml of Ethyl 330 in toluene; Ethyl 330 is 1,3,5-trimethyl-2,4,6-tris [3,5-di-t-butyl-4-hydroxybenzyl] benzene)
  5. customAbout 6.4 grams of a 5-isopropyl-2-norbornene/1-hexene copolymer was recovered
  6. filtrationby filtering
  7. customvacuum drying

Sources & evidence

ORD record
ord-c0e3f3608b7b46efb376531c33bd5280
Source dataset
uspto-grants-1979_01
Patent number
US04136247

Reaction notes

Loading…