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:
Molecular Weight:
142.23
Beilstein/REAXYS Number:
1755674
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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
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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
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