Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C3H2O2 |
| Molecular Weight | 70.0468 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C#C
InChI
InChIKey=UORVCLMRJXCDCP-UHFFFAOYSA-N
InChI=1S/C3H2O2/c1-2-3(4)5/h1H,(H,4,5)
| Molecular Formula | C3H2O2 |
| Molecular Weight | 70.0468 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Regiochemistry in 1,3-dipolar cycloadditions of the azomethine ylide formed from diethyl aminomalonate and paraformaldehyde. | 2002 Jan 11 |
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| Synthesis of seven-membered lactones via nickel- and zinc-catalyzed highly regio- and stereoselective cyclization of 2-iodobenzyl alcohols with propiolates. | 2002 May 22 |
|
| In situ proton NMR analysis of alpha-alkynoate biotransformations. From 'invisible' substrates to detectable metabolites. | 2003 Apr |
|
| High-throughput synthesis and optimization of thrombin inhibitors via urazole alpha-addition and Michael addition. | 2003 Apr 17 |
|
| A novel modified baylis-hillman reaction of propiolate. | 2003 Jan 22 |
|
| Use of some novel alternative electron sinks to inhibit ruminal methanogenesis. | 2003 Mar-Apr |
|
| Effects of several inhibitors on pure cultures of ruminal methanogens. | 2004 |
|
| Reactions of 4-oxalocrotonate tautomerase and YwhB with 3-halopropiolates: analysis and implications. | 2004 Jan 27 |
|
| A modular, one-pot, four-component synthesis of polysubstituted 1,3-oxazolidines. | 2005 Feb 4 |
|
| Inactivation of malonate semialdehyde decarboxylase by 3-halopropiolates: evidence for hydratase activity. | 2005 Jul 5 |
|
| A practical catalytic method for preparing highly substituted cyclobutanes and cyclobutenes. | 2005 Mar 23 |
|
| A new protocol for the consecutive alpha- and beta-activation of propiolates towards electrophiles, involving conjugate addition of tertiary amines and intramolecular silyl migration. | 2005 Sep 5 |
|
| Synthesis of substituted chromenes through the DABCO-catalyzed reaction of but-3-yn-2-one and methyl propiolate with salicyl N-tosylimines (DABCO = 1,4-diazabicyclo[2.2.2]octane). | 2006 Apr 12 |
|
| Trisoxazoline/Cu(II)-promoted Kinugasa reaction. Enantioselective synthesis of beta-lactams. | 2006 Apr 28 |
|
| Monitoring Lactobacillus plantarum in grass silages with the aid of 16S rDNA-based quantitative real-time PCR assays. | 2006 Jan |
|
| Novel potent and selective alphavbeta3/alphavbeta5 integrin dual antagonists with reduced binding affinity for human serum albumin. | 2006 Jul |
|
| Reaction of thioketones with propiolic acids. | 2006 Jul 21 |
|
| Chemo-differentiating MCRs based on alpha-ketoesters and terminal alkynoates. A homoaldol-based ABB' system. | 2006 Jul 5 |
|
| Effects of butyrate precursors on electron relocation when methanogenesis is inhibited in ruminal mixed cultures. | 2006 Jun |
|
| UV photolysis products of propiolic acid in noble-gas solids. | 2006 Oct 12 |
|
| Synthesis of modified nucleosides for incorporation of formyletheno and carboxyetheno adducts of adenine nucleosides into oligonucleotides. | 2007 |
|
| Increases in microbial nitrogen production and efficiency in vitro with three inhibitors of ruminal methanogenesis. | 2007 Apr |
|
| [Development of a new method for consecutive activation of conjugated alkynes based on intramolecular silyl migration]. | 2007 Aug |
|
| Methyl 2-(1,3-dioxoisoindolin-2-yl)acrylate. | 2007 Dec 18 |
|
| Matrix isolation and ab initio study of the HXeCCH...CO2 complex. | 2007 Oct 21 |
|
| Reagentless functionalization of gold nanoparticles via a 3 + 2 Huisgen cycloaddition. | 2008 Feb 1 |
|
| Functional group and substructure searching as a tool in metabolomics. | 2008 Feb 6 |
|
| Thiol detection, derivatization and tagging at micromole to nanomole levels using propiolates. | 2008 Jun |
|
| Synthesis and characterization of polyacetylene with side-chain thiophene functionality. | 2008 Mar |
|
| One-pot synthesis of diarylalkynes using palladium-catalyzed sonogashira reaction and decarboxylative coupling of sp carbon and sp2 carbon. | 2008 Mar 6 |
|
| Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO. | 2008 Mar 7 |
|
| Catalytic addition of alkyne C-H, amine N-H, and phosphine P-H bonds to carbodiimides: an efficient route to propiolamidines, guanidines, and phosphaguanidines. | 2008 May 21 |
|
| Si(111) surface modified with alpha,beta-unsaturated carboxyl groups studied by MIR-FTIR. | 2008 Oct 7 |
|
| Ring expansion of lactones and lactams via propiolate 1-carbon intercalation. | 2008 Sep 18 |
|
| Acetylides from alkyl propiolates as building blocks for C3 homologation. | 2009 |
|
| Kinetic glutathione chemoassay to quantify thiol reactivity of organic electrophiles--application to alpha,beta-unsaturated ketones, acrylates, and propiolates. | 2009 Apr |
|
| Gold(I)-catalyzed coupling reactions for the synthesis of diverse small molecules using the build/couple/pair strategy. | 2009 Apr 22 |
|
| N-Benzyl-2-propynamide. | 2009 Apr 25 |
|
| Highly enantioselective catalytic alkyl propiolate addition to aliphatic aldehydes. | 2009 Jun 4 |
|
| Direct measurement of charge transport through helical poly(ethyl propiolate) nanorods wired into gaps in single walled carbon nanotubes. | 2009 Mar 11 |
|
| Structural analysis of glycosphingolipid analogues obtained by the saccharide primer method using CE-ESI-MS. | 2009 Oct |
|
| One-pot synthesis of 2-pyridones via chemo- and regioselective tandem Blaise reaction of nitriles with propiolates. | 2009 Oct 2 |
|
| Study of 1,4-dihydropyridine structural scaffold: discovery of novel sirtuin activators and inhibitors. | 2009 Sep 10 |
|
| Highly regioselective Au(I)-catalyzed hydroamination of ynamides and propiolic acid derivatives with anilines. | 2009 Sep 17 |
|
| Click chemistry aided synthesis of 1,4-substituted 1,2,3-triazole based N-Fmoc protected epsilon-amino acids: isolation, characterization and synthesis of novel triazole based unnatural amino acids. | 2010 Apr |
|
| Regiodivergent ligand-controlled rhodium-catalyzed [(2+2)+2] carbocyclization reactions with alkyl substituted methyl propiolates. | 2010 Aug 2 |
|
| PPh3-catalyzed reactions of alkyl propiolates with N-tosylimines: a facile synthesis of alkyl 2-[aryl(tosylimino)methyl]acrylate and an insight into the reaction mechanism. | 2010 Feb 8 |
|
| Temporal effects on spectroscopic line shapes, resolution, and sensitivity of the broad-band sum frequency generation. | 2010 Jun 21 |
|
| Cu-catalyzed oxidative amidation of propiolic acids under air via decarboxylative coupling. | 2010 May 7 |
|
| Synthesis of symmetrical and unsymmetrical diarylalkynes from propiolic acid using palladium-catalyzed decarboxylative coupling. | 2010 Sep 17 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:24:41 GMT 2023
by
admin
on
Sat Dec 16 02:24:41 GMT 2023
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| Record UNII |
P2QW39G9LZ
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| Record Status |
Validated (UNII)
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| Record Version |
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471-25-0
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PROPIOLIC ACID
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207-437-8
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m9205
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10110
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