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Merck
CN

429066

(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
NACRES:
NA.22
PubChem Substance ID:
24866833
UNSPSC Code:
12352100
MDL number:
MFCD00216589
Assay:
97%
Form:
liquid

Key Documents

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InChI

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

SMILES string

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

InChI key

QGMROEZDWJTIDW-UHFFFAOYSA-N

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.)

functional group

bromo

storage temp.

2-8°C

Quality Level

200

Related Categories

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG8363
MKCC1464
MKBV1494V
MKBG6678
MKBF5077

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Ramani R Ranatunge et al.
Journal of medicinal chemistry, 47(9), 2180-2193 (2004-04-16)
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A concise total synthesis of (+/-)-vigulariol.
J Stephen Clark et al.
Angewandte Chemie (International ed. in English), 46(3), 437-440 (2006-12-06)
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)
Mechanisms of ZnII-activated magnetic resonance imaging agents.
Major JL, et al.
Inorganic Chemistry, 47(22), 10788-10795 (2008)
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)
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