KETENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H2O
Molecular Weight	42.0367
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=C=O

InChI

InChIKey=CCGKOQOJPYTBIH-UHFFFAOYSA-N

InChI=1S/C2H2O/c1-2-3/h1H2

HIDE SMILES / InChI

Molecular Formula	C2H2O
Molecular Weight	42.0367
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
A Cyclopropabenzenylidenethenone (propadienone) via a new route to alkylidenecycloproparenes.	2005-03-03	15727482
Hydrogen bonding structure and stability of alpha-chitin studied by 13C solid-state NMR.	2005-02-23	15706624
Uncatalyzed reaction of silyl ketene acetals with oxalyl chloride: a straightforward preparation of symmetrical pulvinic acids.	2005-02-18	15704989
Tandem cyclisations involving alpha-ketenyl alkyl radicals. New syntheses of the natural triquinanes pentalenene and modhephene.	2005-01-21	15632977
Vinylcyclopropylacyl and polyeneacyl radicals. Intramolecular ketene alkyl radical additions in ring synthesis.	2005-01-21	15632976
alpha,beta-Unsaturated and cyclopropyl acyl radicals, and their ketene alkyl radical equivalents. Ring synthesis and tandem cyclisation reactions.	2005-01-21	15632975
Vibration-rotation interactions between overtone and combination levels of asymmetric-top molecules: application to the infrared spectroscopy of formaldehyde and ketene.	2005-01-15	15740201
Competition between alkenes in intramolecular ketene-alkene [2 + 2] cycloaddition: what does it take to win?	2005-01-07	15624935
A new polymer-supported reagent for the synthesis of beta-lactams in solution.	2004-12-24	15609976
Hydration of pyridylketenes: formation of acid enol and dihydropyridine (eneaminone) transients.	2004-12-08	15571401
Asymmetric synthesis of highly substituted beta-lactones by nucleophile-catalyzed [2+2] cycloadditions of disubstituted ketenes with aldehydes.	2004-11-26	15558690
Studies on stereoselective [2+2] cycloadditions between N,N-dialkylhydrazones and ketenes.	2004-11-19	15515075
Anodic coupling reactions: the use of N,O-ketene acetal coupling partners.	2004-11-11	15524442
Intramolecular nucleophilic carbonyl trapping of alpha-ketenyl radicals by an amino group.	2004-11-07	15514826
Ruthenium-catalyzed cyclization of alkyne-epoxide functionalities through alternation of the substituent and structural skeleton of epoxides.	2004-10-29	15497999
Fourier transform infrared-probed O(3P) microreactor: demonstration with ethylene reactions in argon matrix.	2004-10	15527525
The laser-induced fluorescence spectrum, Renner-Teller effect, and molecular quantum beats in the A (2)Pi(i)-X (2)Pi(i) transition of the jet-cooled HCCSe free radical.	2004-09-22	15367006
Theoretical study of the stereoselective additions of chiral alcohols to ketenes.	2004-09-08	15339185
A novel dimerization mode of a cyclic ketene imine.	2004-09-06	15352118
Effect of casting technique on surface roughness and consequent mass loss after polishing of NiCr and CoCr base metal alloys: a comparative study with titanium.	2004-09	15343163
Probing the reaction pathways of DL-proline on TiO2 (001) single crystal surfaces.	2004-08-31	15323500
Brønsted acid-promoted cyclizations of siloxyalkynes with arenes and alkenes.	2004-08-25	15315407
Hydration of phenylketene revisited: a counter-intuitive result.	2004-08-04	15281830
Potential energy surface discontinuities in local correlation methods.	2004-07-08	15260595
The Bellus-Claisen rearrangement.	2004-07-05	15293240
Ruthenium-catalyzed cyclization of epoxide with a tethered alkyne: formation of ketene intermediates via oxygen transfer from epoxides to terminal alkynes.	2004-06-09	15174858
Photolysis of 3-(2-Formylphenyl)-3-chlorodiazirine in an Ar matrix at low temperature.	2004-05-14	15132567
Cinchona alkaloid-lewis acid catalyst systems for enantioselective ketene-aldehyde cycloadditions.	2004-05-05	15113194
Palladium-catalyzed arylation of trimethylsilyl enolates of esters and imides. High functional group tolerance and stereoselective synthesis of alpha-aryl carboxylic acid derivatives.	2004-04-28	15099101
Enantioselective Mannich-type reaction catalyzed by a chiral Brønsted acid.	2004-03-12	15022235
Ketene acetal and spiroacetal constituents of the marine fungus Aigialus parvus BCC 5311.	2004-03	15043431
Kinetics and mechanisms for the reactions of phenyl radical with ketene and its deuterated isotopomer: an experimental and theoretical study.	2004-02-20	15038283
Selective esterifications of alcohols and phenols through carbodiimide couplings.	2004-02-07	14747868
Ketene-acetylene [2 + 2] cycloadditions: cyclobutenone and/or oxete formation?	2004-01-21	14737642
Substituent effects and nearly degenerate transition states: rational design of substrates for the tandem Wolff-Cope reaction.	2004-01-14	14709041
Experimental and theoretical studies of the dimerizations of imidoylketenes.	2004-01-09	14703382
Characterization of acylphosphatidylglycerols from Salmonella typhimurium by tandem mass spectrometry with electrospray ionization.	2004-01	14698549
Tandem (quadrupole-time-of-flight) electrospray mass spectrometry of oligo(vinyl acetates) with isopropylol or (1-hydroxyethyl)-2-oxyisopropanyl end groups.	2004	15543645
Mass spectrometric differentiation of alpha- and beta-aspartic acid in a pseudo-tetrapeptide thrombosis inhibitor and its isomer.	2004	15103105
Total synthesis of (+/-)-didehydrostemofoline (asparagamine A) and (+/-)-isodidehydrostemofoline.	2003-12-17	14664560
The first catalytic highly enantioselective alkylation of ketimines--a novel approach to optically active quaternary alpha-amino acids.	2003-12-15	14679526
Reactivity at the beta-diketiminate ligand Nacnac- on titanium(IV) (Nacnac- = [Ar]NC(CH3)CHC(CH3)N[Ar], Ar = 2,6-[CH(CH3)2]2C6H3). Diimine-alkoxo and bis-anilido ligands stemming from the Nacnac- skeleton.	2003-12-01	14632519
Catalytic, asymmetric preparation of ketene dimers from acid chlorides.	2003-11-27	14627430
Exclusive formation of alpha-methyleneoxetanes in ketene-alkene cycloadditions. Evidence for intervention of both an alpha-methyleneoxetane and the subsequent 1,4-zwitterion.	2003-11-26	14624592
Aromaticity and antiaromaticity in fulvenes, ketocyclopolyenes, fulvenones, and diazocyclopolyenes.	2003-10-07	14584805
Ketene formation in benzdiyne chemistry: ring cleavage versus Wolff rearrangement.	2003-10-01	14505415
C,O-dialkylation of Meldrum's acid: synthesis and reactivity of 1,3,7,7-tetramethyl-4H,10H-6,8,9-trioxa-2-thiabenz[f]azulen-5-one.	2003-09-19	12968900
Asymmetric Mannich-type reactions for the synthesis of aspartic acid derivatives from chiral N-tert-butanesulfinylimino esters.	2003-09-05	12946161
Pericyclic reaction of ketenes with cascade reaction products of pyridine N-oxides and dipolarophiles. X-ray structures of the adducts and formation mechanism.	2003-09	12951450
The first examples of a meta-benzannulation from the reaction of Fischer carbene complexes with alkynes.	2003-07-30	15369331

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:19:00 GMT 2025` Edited by `admin` on `Mon Mar 31 19:19:00 GMT 2025`
Record UNII	LEP3SM032A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KETENE

Systematic Name

English

CARBOMETHENE

Preferred Name

English

KETENE [HSDB]

Common Name

English

ETHENONE

Systematic Name

English

KETENE [MI]

Common Name

English

Code System Code Type Description

CHEBI

48003