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Merck
CN

A15401

Acetylenedicarboxylic acid monopotassium salt

≥98%

Synonym(s):

mono-Potassium 2-butynedioate

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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
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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

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pictograms

Skull and crossbones

signalword

Danger

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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A S Subbaraman et al.
Origins of life, 10(4), 343-347 (1980-12-01)
A number of routes have been suggested for the prebiotic synthesis of uracil involving the reaction of urea with malic acid, propiolic acid, cyanoacetylene and others. Cyanoacetylene has been detected in the interstellar medium as well as simulated prebiotic experiments.
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
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.
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)
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

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