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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

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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’.

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A concise total synthesis of (+/-)-vigulariol.
J Stephen Clark et al.
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Synthesis of O-(3-[18F] Fluoropropyl)-L-tyrosine (L-[18F] FPT) and its biological evaluation in 9L tumor bearing rat.
Moon BS, et al.
Bull. Korean Chem. Soc., 26(1), 91-96 (2005)
Han-Cheng Zhang et al.
Bioorganic & medicinal chemistry letters, 14(12), 3245-3250 (2004-05-20)
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Mechanisms of ZnII-activated magnetic resonance imaging agents.
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