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Merck
CN

348007

1-Trimethylsilyl-1-hexyne

99%

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About This Item

Linear Formula:
CH3(CH2)3C≡CSi(CH3)3
CAS Number:
Molecular Weight:
154.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1421652
Assay:
99%
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assay

99%

refractive index

n20/D 1.431 (lit.)

bp

65 °C/35 mmHg (lit.)

density

0.764 g/mL at 25 °C (lit.)

SMILES string

CCCCC#C[Si](C)(C)C

InChI

1S/C9H18Si/c1-5-6-7-8-9-10(2,3)4/h5-7H2,1-4H3

InChI key

SFCRJYVNDZSYCT-UHFFFAOYSA-N

General description

1-Trimethylsilyl-1-hexyne is a trialkylsilylalkyne. Tetrabutylammonium fluoride (TBAF) catalyzed conversion of 1-trimethylsilyl-1-hexyne to corresponding propargylic alcohol is reported. Pd(OAc)2/L‚ HCl-catalyzed Sonogashira coupling reaction of aryl bromide with 1-trimethylsilyl-1-hexyne has been reported.

Application

1-Trimethylsilyl-1-hexyne may be used in the preparation of enynes by coupling with vinyl triflates or aryl iodide using silver salt and Pd(PPh3)4 as catalyst. It may be used in the preparation of functionalised durene and isodurene derivatives.


pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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