N,N,N',N'-Tetramethylethylenediamine → HCID 178483778, compound

HRID 1418626Notes

Reaction equation

HRID 1418626 reaction equation
[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4].[CH3:6][N:7]([CH3:13])[CH2:8][CH2:9][N:10]([CH3:12])[CH3:11]>C1CCCCC1.CCCCCC.C1CCCCC1.CCCCCC>[CH3:6][N:7]([CH3:13])[CH2:8][CH2:9][N:10]([CH3:12])[CH3:11].[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 2

HCID 8037N,N,N',N'-Tetramethylethylenediamine2×HCID 178418339Butyllithium

Product 1

HCID 178483778HCID 178483778, compound

Reagents, catalysts & solvents 3

HCID 8058HexaneSolvent2×HCID 8078CyclohexaneSolventHCID 22494920Cyclohexane hexaneSolvent2×

Conditions

Temperature
-10 °C

Procedure

In an atmosphere of dried argon gas, a given amount of tetramethylethylenediamine (TMEDA) was dissolved in a mixed solvent of cyclohexane and n-hexane having a cyclohexane/n-hexane ratio of 9/1 (V/V). The resultant solution was cooled to and maintained at -10° C. Then, in an atmosphere of dried argon gas, an n-hexane solution of n-butyllithium (n-BuLi) was gradually added to the solution of TMEDA in cyclohexane/n-hexane in an amount such as would provide a TMEDA/n-BuLi molar ratio of 1/1. As a result, polymerization catalyst 2 (a complex of TMEDA with n-BuLi) was obtained.

Sources & evidence

ORD record
ord-95251bd7a21b4b1f9ae6678415f1bfd9
Source dataset
uspto-grants-1999_03
Patent number
US05883192

Reaction notes

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