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403482

3-(Trimethylsilyl)propynoic acid

98%

Synonym(s):

3-(Trimethylsilyl)propiolic acid

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About This Item

Linear Formula:
(CH3)3SiC≡CCO2H
CAS Number:
5683-31-8
Molecular Weight:
142.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24865196
MDL number:
MFCD00190216
Beilstein/REAXYS Number:
1755674
Assay:
98%
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Quality Level

100

assay

98%

bp

105-110 °C/10 mmHg (lit.)

mp

47-49 °C (lit.)

functional group

carboxylic acid

SMILES string

C[Si](C)(C)C#CC(O)=O

InChI

1S/C6H10O2Si/c1-9(2,3)5-4-6(7)8/h1-3H3,(H,7,8)

InChI key

IPEATTYBFBRNEB-UHFFFAOYSA-N

Application

3-(Trimethylsilyl)propynoic acid (3-(Trimethylsilyl)propiolic acid) may be used as starting reagent for the synthesis of 3-trimethylsilylpropynamides.
3-(Trimethylsilyl)propynoic acid may be used in the regioselective preparation of 1,5-trisubstituted 1H-1,2,3-triazoles.

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

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4544
MKCD9168
MKBT0503V
MKBK0732V
MKBH6356V

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One-Pot Synthesis of 3-(Trimethylsilyl) propynamides.
Medvedeva AS, et al.
Russ. J. Org. Chem., 46(10), 1466-1470 (2010)
Steven J Coats et al.
Organic letters, 7(8), 1469-1472 (2005-04-09)
[reaction: see text] A regioselective method for the preparation of 1,5-trisubstituted 1H-1,2,3-triazoles via a 1,3-dipolar cycloaddition of 1-trimethylsilylacetylenes with organoazides is described. Immobilization of the azide on REM resin and subsequent cycloaddition afforded a 2 x 2 x 4 x
Yevgen Matviychuk et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 319, 106814-106814 (2020-09-20)
Low-cost, user-friendly benchtop NMR instruments are often touted as a "one-click" solution for data acquisition, however insufficient peak dispersion in their spectra often reduces the accuracy of quantification and requires user expertise with sophisticated processing tools. Our work aims to

Global Trade Item Number

SKUGTIN
403482-5G04061831810806
403482-1G04061825585000