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About This Item
Linear Formula:
HOOCC≡CCOOK
CAS Number:
Molecular Weight:
152.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-169-2
Beilstein/REAXYS Number:
3571639
MDL number:
Assay:
≥98%
Form:
powder
InChI key
KLLYWRUTRAFSJT-UHFFFAOYSA-M
InChI
1S/C4H2O4.K/c5-3(6)1-2-4(7)8;/h(H,5,6)(H,7,8);/q;+1/p-1
SMILES string
[K+].OC(=O)C#CC([O-])=O
assay
≥98%
form
powder
Quality Level
Related Categories
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Issa Yavari et al.
Molecular diversity, 10(2), 265-270 (2006-06-17)
Protonation of the reactive intermediates produced in the reaction between alkyl(aryl) isocyanides and dialkyl acetylenedicarboxylates by indan-1,3-dione leads to vinylnitrilium cations, which undergo carbon centered Michael type addition with the conjugate base of the CH-acid to produce functionalized 5-oxo-4,5-dihydroindeno[1,2-b]pyrans.
Heiner Eckert
Molecules (Basel, Switzerland), 17(1), 1074-1102 (2012-01-24)
A collection of smart multicomponent reactions (MCRs) with continuative post condensation cyclizations (PCCs) is presented to construct conventional three- to seven-membered heterocyclic compounds in diversity oriented syntheses (DOS). These will provide a high degree of applying economical and ecological advantages
Lothar Brecker et al.
European journal of biochemistry, 270(7), 1393-1398 (2003-03-26)
Only 2% of the known natural products with acetylenic bonds are alpha-alkynoates. Their polarized, conjugated triple bond is an optimal target for an enzymic hydration. Therefore they are good substrates for the enzymes involved in metabolism of acetylenic compounds, resulting
Identification of an intermediate in the de novo formation of nicotinamide adenine dinucleotide in Escherichia coli.
J T Heard et al.
Biochemical and biophysical research communications, 95(4), 1517-1521 (1980-08-29)
Poovan Shanmugavelan et al.
Bioorganic & medicinal chemistry letters, 21(24), 7273-7276 (2011-11-09)
Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent yields under solvent-free conditions. The environmentally friendly solvent-free protocol overcomes the limitations associated with the prevailing time-consuming solution phase
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