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428426

Sigma-Aldrich

(2-Bromoethoxy)-tert-butyldimethylsilane

99%

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About This Item

Linear Formula:
BrCH2CH2OSi(CH3)2C(CH3)3
CAS Number:
86864-60-0
Molecular Weight:
239.23
MDL number:
MFCD00209550
UNSPSC Code:
12352100
PubChem Substance ID:
24866813
NACRES:
NA.22

Quality Level

200

assay

99%

form

liquid

contains

Na2CO3 as stabilizer

refractive index

n20/D 1.444 (lit.)

bp

70-75 °C/2.5 mmHg (lit.)

density

1.115 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)[Si](C)(C)OCCBr

InChI

1S/C8H19BrOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7H2,1-5H3

InChI key

JBKINHFZTVLNEM-UHFFFAOYSA-N

Related Categories

General description

(2-Bromoethoxy)-tert-butyldimethylsilane is a silane derivative.

Application

(2-Bromoethoxy)-tert-butyldimethylsilane was used in the synthesis of 4-(3-hydroxypropyl)-4′-methyl-2,2′-bipyridine.
It may be used as a reagent for the selective N-alkylation of 5-piperazin-1-yl-1H-indole and (1H-indol-2-yl)-piperazin-1-yl-methanone and also in the synthesis of 2-[3-[(3,4,5-trimethoxyphenyl)thio]-1H-indol-5-yloxy]ethanol.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

163.4 °F - closed cup

flash_point_c

73 °C - closed cup

Certificates of Analysis (COA)

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Cyril Bressy et al.
Journal of the American Chemical Society, 127(38), 13148-13149 (2005-09-22)
A norbornene-mediated palladium-catalyzed tandem alkylation/C-H functionalization sequence is described, in which an alkyl-aryl bond and a heteroaryl-aryl bond are formed in one pot. A variety of highly substituted six- and seven-membered ring annulated indoles were synthesized in good yields from
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Journal of medicinal chemistry, 55(12), 5826-5840 (2012-05-31)
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