3-Chloro-2-methyl-1-propene → Chloro(3-chloro-2-methylpropyl)dimethylsilane

HRID 65494

Reaction equation

HRID 65494 reaction equation
[CH2:1]([Cl:5])[C:2](=[CH2:4])[CH3:3].[SiH:6]([Cl:9])([CH3:8])[CH3:7]>>[Si:6]([CH2:4][CH:2]([CH2:1][Cl:5])[CH3:3])([CH3:8])([CH3:7])[Cl:9]

Participants

3

Reactant 2

HCID 112413-Chloro-2-methyl-1-propeneHCID 66108Chlorodimethylsilane

Product 1

HCID 86665Chloro(3-chloro-2-methylpropyl)dimethylsilaneYield 42.3%

Procedure

In a 100 ml apparatus, there were combined 30.5 g (0.1 mol) of 92% D3D', 9.1 g (0.1 mol) of methallyl chloride, and 9.5 g (0.1 mol) of Me2SiHCl. Heat was applied to 43° C. and 0.05 ml Pt catalyst solution added, causing an exothermic reaction to 95.5° C. in 26 min, with the heat source removed. Vacuum distillation of the complete reaction yielded 7.82 g (42.3%) of Me2SiClCH2CHMeCH2Cl and 16.89 g (45.3%) of D3D'CH2CHMeCH2Cl. This example shows that neither Me2SiHCl nor D3D' is an effective promoter for reaction of the other with methallyl chloride when used at the equimolar level.

Workup

  1. temperatureHeat
  2. customwas applied to 43° C.
  3. customan exothermic reaction to 95.5° C. in 26 min
  4. customwith the heat source removed
  5. distillationVacuum distillation of the complete reaction

Sources & evidence

ORD record
ord-c37ae6ebcdfb4438bca4ec9d069cae98
Source dataset
uspto-grants-1986_09
Patent number
US04614812

Linked notes

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