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

HRID 65499

Reaction equation

HRID 65499 reaction equation
[SiH:1]([Cl:4])([CH3:3])[CH3:2].[SiH:5]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:6][CH3:7].[CH2:12]([Cl:16])[C:13](=[CH2:15])[CH3:14]>>[Si:1]([CH2:14][CH:13]([CH2:12][Cl:16])[CH3:15])([CH3:3])([CH3:2])[Cl:4].[Si:5]([CH2:14][CH:13]([CH2:12][Cl:16])[CH3:15])([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 112413-Chloro-2-methyl-1-propeneHCID 12052TriethylsilaneHCID 66108Chlorodimethylsilane

Product 2

HCID 86665Chloro(3-chloro-2-methylpropyl)dimethylsilaneYield 81.1%HCID 13765477Et3SiCH2CHMeCH2ClYield 3.6%

Procedure

In a 100 ml apparatus, there were combined 7.1 g (0.075 mol) of Me2SiHCl, 8.7 g (0.075 mol) of Et3SiH, and 6.8 g (0.075 mol) of methallyl chloride. Pt catalyst solution (0.01 ml) was added at 32° C., causing an exothermic reaction to 94° C. in 4 min. Distillation of the complete reaction yielded 81.1% Me2SiClCH2CHMeCH2Cl and 3.6% Et3SiCH2CHMeCH2Cl. Et3SiH does promote slightly the reaction of Me2SiHCl with methallyl chloride.

Workup

  1. customan exothermic reaction to 94° C. in 4 min
  2. distillationDistillation of the complete reaction

Sources & evidence

ORD record
ord-2f5e7452a4894c848e123c28912fd0ca
Source dataset
uspto-grants-1986_09
Patent number
US04614812

Linked notes

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