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

HRID 65495

Reaction equation

HRID 65495 reaction equation
[SiH:1]([Cl:4])([CH3:3])[CH3:2].[CH2:5]([Cl:9])[C:6](=[CH2:8])[CH3:7]>>[Si:1]([CH2:7][CH:6]([CH2:5][Cl:9])[CH3:8])([CH3:3])([CH3:2])[Cl:4]

Participants

3

Reactant 2

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

Product 1

HCID 86665Chloro(3-chloro-2-methylpropyl)dimethylsilaneYield 717.2%

Procedure

In a 100 ml apparatus, there were combined 22.3 g (0.1 mol) of MD'M, 9.5 g (0.01 mol) of Me2SiHCl, and 9.1 g (0.1 mol) of methallyl chloride, followed by 0.015 ml Pt catalyst solution at 50° C. There was an exothermic reaction to 96° C. in 6 min. The complete reaction was vacuum distilled yielding 13.28 g (71.8%) of Me2SiClCH2CHMeCH2Cl and 8.63 g (27.6%) of M2D'CH2CHMeCH2Cl. This example indicates that neither MD'M nor Me2SiHCl is an effective promoter for reaction of the other with methallyl chloride when used at the equimolar level. The yield based on methallyl chloride was 99.4%, indicating very efficient reaction of the olefinic reactant.

Workup

  1. customan exothermic reaction to 96° C. in 6 min
  2. customThe complete reaction
  3. distillationdistilled

Sources & evidence

ORD record
ord-d15f2fc3708a449485f4047fa7ff44e8
Source dataset
uspto-grants-1986_09
Patent number
US04614812

Linked notes

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