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A15401

Sigma-Aldrich

Acetylenedicarboxylic acid monopotassium salt

≥98%

Synonym(s):

mono-Potassium 2-butynedioate

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About This Item

Linear Formula:
HOOCC≡CCOOK
CAS Number:
928-04-1
Molecular Weight:
152.15
Beilstein:
3571639
EC Number:
213-169-2
MDL number:
MFCD00013143
UNSPSC Code:
12352100
PubChem Substance ID:
24890557
NACRES:
NA.22

Assay

≥98%

form

powder

SMILES string

[K+].OC(=O)C#CC([O-])=O

InChI

1S/C4H2O4.K/c5-3(6)1-2-4(7)8;/h(H,5,6)(H,7,8);/q;+1/p-1

InChI key

KLLYWRUTRAFSJT-UHFFFAOYSA-M

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Related Categories

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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
Issa Yavari et al.
Molecular diversity, 10(2), 247-250 (2006-06-14)
The adduct produced in the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates was trapped by 2,2,5-trimethyl-1,3-dioxane-4,6-dione (methyl Meldrum's acid), to afford highly functionalized ketenimines in good yields.
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.
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