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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.)

functional group

bromo

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

428426-10G:
428426-BULK:
428426-1G:
428426-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ7669
SHBJ3042
SHBJ3041
SHBJ0618
SHBH9605

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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
Hansen, Joshua; et al.
Tetrahedron Letters, 47(1), 69-72 (2005)
Arylthioindole inhibitors of tubulin polymerization. 3. Biological evaluation, structure-activity relationships and molecular modeling studies.
La Regina G, et al.
Journal of Medicinal Chemistry, 50(12), 2865-2874 (2007)
Tetrahedron Letters, 47, 69-69 (2006)
Mark Johnson et al.
Journal of medicinal chemistry, 55(12), 5826-5840 (2012-05-31)
In our effort to develop multifunctional drugs against Parkinson's disease, a structure-activity-relationship study was carried out based on our hybrid molecular template targeting D2/D3 receptors. Competitive binding with [(3)H]spiroperidol was used to evaluate affinity (K(i)) of test compounds. Functional activity

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