Acetylenedicarboxylic acid

Inquiry

Molecular Formula:

C4H2O4

Molecular Weight:

114.06

CAS Number:

142-45-0

Catalog Number:

142-45-0

Product Information

Molecular Formula:

C4H2O4

Molecular Weight:

114.06

Description

Acetylenedicarboxylic acid (CAS# 142-45-0) is used as an electrolyte in the fabrication of anodic nanoporous alumina. It is also used as a reagent in the synthesis of several organic compounds including that of derivatives of metronodazole (antibiotic and antiprotozoal medication) which display increased antimicrobial and antiparasitic properties.

Synonyms

but-2-ynedioic acid

IUPAC Name

but-2-ynedioic acid

Canonical SMILES

C(#CC(=O)O)C(=O)O

InChI

InChI=1S/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8)

InChI Key

YTIVTFGABIZHHX-UHFFFAOYSA-N

Boiling Point

362.4 ℃ at 760 mmHg

Melting Point

180-187 ℃

Flash Point

131 °C

Density

1.699 g/cm³

Appearance

Cream coloured to beige crystalline powder or

Storage

2-8 ℃

Refractive Index

1.5260 (estimate)

LogP

-0.84100

Safety Information

Hazards

H301:
Toxic if swallowed.
H314:
Causes severe skin burns and eye damage.

Precautionary Statement

P260, P261, P264, P270, P271, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501

Signal Word

Danger

Computed Properties

XLogP3

0.1

Hydrogen Bond Donor Count

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Exact Mass

113.99530854 g/mol

Monoisotopic Mass

113.99530854 g/mol

Topological Polar Surface Area

74.6Å²

Heavy Atom Count

Formal Charge

Complexity

161

Isotope Atom Count

Defined Atom Stereocenter Count

Undefined Atom Stereocenter Count

Defined Bond Stereocenter Count

Undefined Bond Stereocenter Count

Covalently-Bonded Unit Count

Compound Is Canonicalized

Yes

Patents

Publication Number	Title	Priority Date
CN-113980204-A	Slump-retaining type polycarboxylate superplasticizer and preparation method thereof	2021-11-29
JP-2022009369-A	Deodorant for daily life odor	2021-10-21
CN-113880757-A	Method for synthesizing 4-pyridone and derivatives thereof by continuous flow	2021-10-13
CN-113681010-A	Wear-resistant corrosion-resistant hard alloy milling cutter and preparation method thereof	2021-08-26
CN-215827337-U	High stability type storage jar	2021-08-26
CN-113651684-A	Preparation method of 4-hydroxy-2-butynoic acid	2021-08-16
CN-113583012-A	Synthesis method of pyrano [4,3-b ] pyridine-2, 7-dione compound	2021-08-05
CN-113499860-A	Efficient flotation method for smelting slag recycled by copper regeneration	2021-07-08
CN-113292414-A	Preparation method of butynedioic acid	2021-06-17
CN-113372219-A	Method for preparing ethynylnaphthalene derivative by [4+2] cyclization reaction with water as solvent	2021-05-17

Literatures

PMID	Publication Date	Title	Journal
23050691	2012-10-19	Facile synthesis of dispirooxindole-fused heterocycles via domino 1,4-dipolar addition and Diels-Alder reaction of in situ generated Huisgen 1,4-dipoles	Organic letters
22473421	2012-05-07	Chiral cyclopalladated complex promoted asymmetric synthesis of diester-substituted P,N-ligands via stepwise hydrophosphination and hydroamination reactions	Dalton transactions (Cambridge, England : 2003)
22590276	2012-05-01	Dimethyl 2-[23-oxo-22,24-diphenyl-8,11,14-trioxa-25-aza-tetra-cyclo-[19.3.1.0(2,7).0(15,20)]penta-cosa-2,4,6,15(20),16,18-hexaen-25-yl]but-2-enedioate	Acta crystallographica. Section E, Structure reports online
22173695	2012-02-01	Three-component reactions of isocyanides, dialkyl acetylenedicarboxylates, and trans-cinnamoyl chlorides for the synthesis of highly functionalized 2-vinyl furans	Molecular diversity
22267194	2012-01-20	Diversity oriented syntheses of conventional heterocycles by smart multi component reactions (MCRs) of the last decade	Molecules (Basel, Switzerland)
22061642	2011-12-15	Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis	Bioorganic & medicinal chemistry letters
21568339	2011-07-11	Synthesis of 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via Four-component reactions of aromatic aldehydes, cyclic 1,3-carbonyls, arylamines, and dimethyl acetylenedicarboxylate	ACS combinatorial science
20845925	2010-10-18	Optimized synthesis of tetrafluoroterephthalic acid: a versatile linking ligand for the construction of new coordination polymers and metal-organic frameworks	Inorganic chemistry
21588989	2010-10-09	Trimethyl-3-meth-oxy-4-oxo-5-triphenyl-phospho-ranyl-idene-cyclo-pent-1-ene-1,2,3-tricarboxyl-ate	Acta crystallographica. Section E, Structure reports online
20795634	2010-09-17	Synthesis of symmetrical and unsymmetrical diarylalkynes from propiolic acid using palladium-catalyzed decarboxylative coupling	The Journal of organic chemistry

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