Ethanolamine → 5-Dodecyl-2-Norbornene 1-Hexene

HRID 2163733Notes

Reaction equation

HRID 2163733 reaction equation
[CH2:1]([CH:13]1[CH2:18][CH:17]2[CH2:19][CH:14]1[CH:15]=[CH:16]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:20]=[CH:21][CH2:22][CH2:23][CH2:24][CH3:25].[I-].C([Al+]CC)C.C(CN)O>C1C=CC=CC=1>[CH2:1]([CH:13]1[CH2:18][CH:17]2[CH2:19][CH:14]1[CH:15]=[CH:16]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:20]=[CH:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 115971-HexeneHCID 5487175-Dodecyl-2-norborneneHCID 16686130AlEt2I

Product 1

HCID 867362635-Dodecyl-2-Norbornene 1-Hexene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

50 ml dry benzene cosolvent, 5 ml 5-dodecyl-2-norbornene, 2 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 with shaking. 0.75 ml of the MoCl5 solution was charged last, and the bottle was shaken. Polymerization occurred rapidly, and after about 1 hour the reaction was shortstopped with ethanolamine and Solution A. The polymer was recovered by coagulating, filtering, and vacuum drying and found to be a solid, ring-opened 5-dodecyl-2-norbornene/1-hexene copolymer having a DSV (as defined heretofore) of about 1.23.

Workup

  1. custompurged 7 oz. bottle
  2. addition0.75 ml of the MoCl5 solution was charged last
  3. stirringthe bottle was shaken
  4. customPolymerization
  5. customThe polymer was recovered
  6. filtrationfiltering
  7. customvacuum drying

Sources & evidence

ORD record
ord-bc665a9e3b414500b824a79d10bc8ac9
Source dataset
uspto-grants-1979_01
Patent number
US04136248

Reaction notes

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