ETHYL PROPIOLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H6O2
Molecular Weight	98.0999
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)C#C

InChI

InChIKey=FMVJYQGSRWVMQV-UHFFFAOYSA-N

InChI=1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3

HIDE SMILES / InChI

Molecular Formula	C5H6O2
Molecular Weight	98.0999
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
Ethyl 1-(2,6-difluoro-benz-yl)-1H-1,2,3-triazole-4-carboxyl-ate.	2010-12-15	21522638
Ethyl 1,3,10,12-tetra-phenyl-19,20-dioxa-hexa-cyclo-[10.6.1.1.0.0.0]icosa-4(9),5,7,13(18),14,16-hexa-ene-2-carboxyl-ate.	2010-11-13	21589453
Synthesis and properties of macrolones characterized by two ether bonds in the linker.	2010-09-01	20688524
Thieno[2,3-d]pyrimidines in the synthesis of antitumor and antioxidant agents.	2010-05	20232374
Orthogonal synthesis of densely functionalized pyrroles and thiophenes from the reactions of imidazo[1,5-a]pyridine carbene-derived zwitterions with electron-deficient alkynes.	2010-04-02	20210328
Reactions of ruthenium Cp phosphine complex with 4,4-disubstituted-1,6-enynes: effect of methyl substituents in the olefinic fraction.	2009-12-30	19954195
Generation of allenic/propargylic zirconium complexes and subsequent cross-coupling reactions: a facile synthesis of multisubstituted allenes.	2009-12-18	19921814
Ethyl-propiolate as a novel and promising analytical reagent for the derivatization of thiols: study of the reaction under flow conditions.	2009-10-15	19525082
Synthesis of macrocyclic precursors of phomactins using [2,3]-Wittig rearrangements.	2009-06-21	19503933
Drastic effect of bidentate phosphine ligands on Pd-catalyzed hydroarylation of ethyl propiolate: a simple route to arylbutadienes.	2008-10-28	18931763
Hydrolytic reactivity trends among potential prodrugs of the O2-glycosylated diazeniumdiolate family. Targeting nitric oxide to macrophages for antileishmanial activity.	2008-07-10	18533711
Low-calcemic, highly antiproliferative, 23-oxa ether analogs of the natural hormone 1 alpha,25-dihydroxyvitamin D3: design, synthesis, and preliminary biological evaluation.	2007-11-15	17924616
Domino reaction of 3-(2-formylphenoxy)propenoates and amines: a novel synthesis of 1,4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines.	2007-09-28	17824656
Gold-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles from alkynyl ethers: application to the total synthesis of andrachcinidine.	2007-09-14	17691845
Cu(I)-catalyzed conjugate addition of ethyl propiolate.	2007	17516574
Substrate-controlled and site-selective [3+2] cycloadditions of N-heterocyclic carbene derived ambident dipoles.	2007	17323390
Strategy for the enantioselective synthesis of trans-2,4-disubstituted piperidines: application to the CCR3 antagonist IS811.	2006-11-10	17081035
Synthesis of N-methoxy-N-methyl-beta-enaminoketoesters: new synthetic precursors for the regioselective synthesis of heterocyclic compounds.	2006-07-20	16836370
Ruthenium complexes of thiocinnamaldehydes: synthesis, structure, and [4+2]-cycloaddition reactions.	2006-06-14	16642522
A N-heterocyclic carbene derived highly regioselective ambident C-C-S and C-C-N 1,3-dipolar system.	2006-03-21	16518495
Acetylenic TACE inhibitors. Part 3: Thiomorpholine sulfonamide hydroxamates.	2006-03-15	16426848
Cp*RuCl-catalyzed [2 + 2 + 2] cycloadditions of alpha,omega-diynes with electron-deficient carbon-heteroatom multiple bonds leading to heterocycles.	2005-01-19	15643884
[Bisbenzothieno[3,2-b: 2',3'-e]pyridines].	2004-09	15497746
Phosphine-mediated reductive condensation of gamma-acyloxy butynoates: a diversity oriented strategy for the construction of substituted furans.	2004-04-07	15053596
Tethered 2 + 2 + 2 cycloaddition reactions of cobalt-cycloheptyne complexes.	2003-12-07	14680249
Radical carbonylation/reductive cyclization for the construction of tetrahydrofuran-3-ones and pyrrolidin-3-ones.	2003-10-31	14575462
Reaction of acetylenic esters and N-functionalized phosphazenes. 1,2-versus 1,4-addition of N-vinylic phosphazenes.	2003-04-07	12926384
3-carboxy-4-phosphonocyclopentane amino acids: new metabotropic glutamate receptor ligands.	2003-04	12707813
Photochemical, thermal, and base-induced access to hydroazulene derivatives via two-carbon ring-enlargement reactions of condensed electrophilic cyclobutenes.	2003-01-24	12530869
Construction of tetrahydrofuran-3-ones from readily available organochalcogen precursors via radical carbonylation/reductive cyclization.	2002-01-10	11772076

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:13:55 GMT 2025` Edited by `admin` on `Mon Mar 31 21:13:55 GMT 2025`
Record UNII	W235G5U52S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-60551

Preferred Name

English

ETHYL PROPIOLATE

Systematic Name

English

ETHYL ACETYLENECARBOXYLATE

Systematic Name

English

ETHYL 2-PROPYNOATE

Systematic Name

English

ETHYL ACETYLENEMONOCARBOXYLATE

Systematic Name

English

ETHYL PROPIOLATE [MI]

Common Name

English

ETHYL PROPYNOATE

Systematic Name

English

2-PROPYNOIC ACID ETHYL ESTER

Systematic Name

English

(ETHOXYCARBONYL)ACETYLENE

Systematic Name

English

Code System Code Type Description

CAS

623-47-2