tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane

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tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane manufacturers

tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane Basic information
Product Name:tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane
Synonyms:(1,1-DIMETHYLETHYL)(2-IODOETHOXY)DIMETHYL-SILANE;1-(tert-Butyldimethylsilyloxy)-2-iodoethane;1-Iodo-2-(tert-butyldimethylsilyloxy)ethane;2-Iodo-1-(1,1,2,2-tetramethyl-1-silapropoxy)ethane;Silane,(1,1-dimethylethyl)(2-iodoethoxy)dimethyl-;tert-Butyl(2-iodoethoxy);DK442;DKFELEX0093
CAS:101166-65-8
MF:C8H19IOSi
MW:286.23
EINECS:
Product Categories:
Mol File:101166-65-8.mol
tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane Structure
tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane Chemical Properties
Boiling point 210℃
density 1.291
refractive index 1.48
Fp 81℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form clear liquid
color Colorless to Yellow to Orange
InChIInChI=1S/C8H19IOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7H2,1-5H3
InChIKeyCAAUZMMMFDVBFD-UHFFFAOYSA-N
SMILES[Si](C(C)(C)C)(OCCI)(C)C
Safety Information
HS Code 2931.90.9010
MSDS Information
tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane Usage And Synthesis
Synthesis
2-Iodoethanol

624-76-0

tert-Butyldimethylsilyl chloride

18162-48-6

TERT-BUTYL-(2-IODO-ETHOXY)-DIMETHYL-SILANE

101166-65-8

(i) Preparation of tert-butyl-(2-iodoethoxy)dimethylsilane To a stirred solution of 2-iodoethanol (17.2 g, 100 mmol) and imidazole (8.17 g, 120 mmol) in dichloromethane (100 mL) was slowly added tert-butyldimethylmethylsilyl chloride (15.83 g, 105 mmol) at a controlled rate of addition to maintain the reaction temperature at no more than 30 °C. The reaction was carried out by stirring the mixture for 17 hours. After addition, the reaction mixture was continued to be stirred for 17 hours. Upon completion of the reaction, the organic phase was washed sequentially with water (2 x 50 mL) and brine (50 mL), followed by drying with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to afford the colorless liquid-like product tert-butyl-(2-iodoethoxy)dimethylsilane (28.0 g, 97.8 mmol, 98% yield). 1H-NMR (400 MHz, CDCl3): δ = 3.83 (t, 2H, J = 7.0 Hz), 3.20 (t, 2H, J = 7.0 Hz), 0.90 (s, 9H), 0.08 (s, 6H) ppm.

References[1] Chemistry - A European Journal, 2017, vol. 23, # 5, p. 1157 - 1165
[2] Analytical Chemistry, 2003, vol. 75, # 21, p. 6002 - 6010
[3] Patent: US2013/59970, 2013, A1. Location in patent: Paragraph 0311; 0312; 0313
[4] Patent: US2014/249162, 2014, A1. Location in patent: Paragraph 0234
[5] Patent: EP2781519, 2014, A1. Location in patent: Paragraph 0232
tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane Preparation Products And Raw materials
Raw materials2-Iodoethanol-->tert-butyl(2-chloroethoxy)diMethylsilane-->tert-Butyldimethylsilyl chloride-->Imidazole-->Dichloromethane
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