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Merck

377775

3-Bromo-1-(trimethylsilyl)-1-propyne

98%

Synonym(s):

3-(Trimethylsilyl)propargyl bromide, 3-Bromo-1-(trimethylsilyl)-1-propyne

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About This Item

Linear Formula:
BrCH2C≡CSi(CH3)3
CAS Number:
Molecular Weight:
191.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2037650
Assay:
98%
Form:
liquid
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Quality Segment

assay

98%

form

liquid

refractive index

n20/D 1.483 (lit.)

density

1.17 g/mL at 25 °C (lit.)

functional group

bromo

storage temp.

2-8°C

SMILES string

C[Si](C)(C)C#CCBr

InChI

1S/C6H11BrSi/c1-8(2,3)6-4-5-7/h5H2,1-3H3

InChI key

GAPRPFRDVCCCHR-UHFFFAOYSA-N

General description

3-Bromo-1-(trimethylsilyl)-1-propyne is reported as a propargylating agent. Selective reaction of 3-bromo-1-(trimethylsilyl)-1-propyne with α-keto ester using indium metal has been studied.

Application

3-Bromo-1-(trimethylsilyl)-1-propyne may be used in the preparation of tetrahydroisoquinoline-3-carboxylic acid derivatives. It may be used as reagent for the alkylation of dianion of β-keto esters at γ-carbon. It may be employed in the preparation of terminal conjugated enynes and allenic alcohols.


pictograms

Exclamation mark

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

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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