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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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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), 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
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
Kyungho Park et al.
The Journal of organic chemistry, 75(18), 6244-6251 (2010-08-28)
Symmetrical diarylalkynes were obtained from propiolic acid (or 2-butynedioic acid) and aryl halides in good yields. The optimized reaction conditions were 2.0 equiv of aryl halide, 1.0 equiv of propiolic acid, 5.0 mol % Pd(PPh(3))(2)Cl(2), 10.0 mol % 1,4-bis(diphenylphosphino)butane (dppb)
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