Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

429066

Sigma-Aldrich

(3-Bromopropoxy)-tert-butyldimethylsilane

97%

Synonym(s):

(3-Bromopropoxy)(1,1-dimethylethyl)dimethylsilane, 1-((tert-Butyldimethylsilyl)oxy)-3-bromopropane, 1-Bromo-3-(tert-butyldimethylsiloxy)propane, 1-Bromo-3-[(tert-butyldimethylsilanyl)oxy]propane, 1-Bromo-3-[(tert-butyldimethylsilyl)oxy]propane, 3-((tert-Butyldimethylsilyl)oxy)-1-bromopropane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
Br(CH2)3OSi(CH3)2C(CH3)3
CAS Number:
89031-84-5
Molecular Weight:
253.25
MDL number:
MFCD00216589
UNSPSC Code:
12352100
PubChem Substance ID:
24866833
NACRES:
NA.22

Assay

97%

form

liquid

contains

sodium carbonate as stabilizer

refractive index

n20/D 1.451 (lit.)

bp

182 °C (lit.)

density

1.093 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)[Si](C)(C)OCCCBr

InChI

1S/C9H21BrOSi/c1-9(2,3)12(4,5)11-8-6-7-10/h6-8H2,1-5H3

InChI key

QGMROEZDWJTIDW-UHFFFAOYSA-N

General description

(3-Bromopropoxy)-tert-butyldimethylsilane is a bromo silyl ether.

Application

(3-Bromopropoxy)-tert-butyldimethylsilane may be used to introduce propanol functionality to many pharmaceuticals.
It may be used as an alkylating agent in the synthesis of the following:
  • N-[2-[N-[3-(tert-butyldimethylsilyloxy)propyl]-N-ethylamino]ethyl]phthalimide
  • O-(3-tert-butyldimethylsilyloxypropyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl ester
  • tert-butyldimethyl-[3-(3-methyl-2-nitrophenoxy)propoxy]silane

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)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ramani R Ranatunge et al.
Journal of medicinal chemistry, 47(9), 2180-2193 (2004-04-16)
The synthesis of a series of novel pyrazoles containing a nitrate (ONO(2)) moiety as a nitric oxide (NO)-donor functionality is reported. Their COX-1 and COX-2 inhibitory activities in human whole blood are profiled. Our data demonstrate that pyrazole ring substituents
A concise total synthesis of (+/-)-vigulariol.
J Stephen Clark et al.
Angewandte Chemie (International ed. in English), 46(3), 437-440 (2006-12-06)
Mechanisms of ZnII-activated magnetic resonance imaging agents.
Major JL, et al.
Inorganic Chemistry, 47(22), 10788-10795 (2008)
Margaret M Faul et al.
The Journal of organic chemistry, 69(9), 2967-2975 (2004-04-24)
Synthesis of indolo[6,7-a]pyrrolo[3,4-c]carbazoles 1, a new class of cyclin D1/CDK4 inhibitors, by oxidation of the corresponding aryl indolylmaleimides 2, will be described. Two approaches to the synthesis of 2 were identified that required new methods for the synthesis of 7-substituted
Synthesis, radioiodination and in vivo screening of novel potent iodinated and fluorinated radiotracers as melanoma imaging and therapeutic probes.
Maisonial A, et al.
European Journal of Organic Chemistry, 63, 840-853 (2013)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service