PROPYNE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4
Molecular Weight	40.0639
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC#C

InChI

InChIKey=MWWATHDPGQKSAR-UHFFFAOYSA-N

InChI=1S/C3H4/c1-3-2/h1H,2H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Asymmetric cyclopentannelation: camphor-derived auxiliary.	2002 Aug 28	12188673
Ir-Catalyzed substitution of propargylic-type esters with enoxysilanes.	2002 Aug 7	12149010
A new 1,1'-binaphthyl-based catalyst for the enantioselective phenylacetylene addition to aromatic aldehydes without using a titanium complex.	2002 Dec 12	12465936
Unprecedented coupling of allenylidene and diynyl metal complexes: a bimetallic ruthenium system with a C7 conjugated bridge.	2002 Dec 2	12458523
Ruthenium-catalyzed cycloaddition of propargylic alcohols with phenol derivatives via allenylidene intermediates: catalytic use of the allenylidene ligand as the C(3) unit.	2002 Jul 10	12095324
The first successful base-promoted isomerization of propargyl amides to chiral ynamides. Applications in ring-closing metathesis of ene-ynamides and tandem RCM of diene-ynamides.	2002 Jul 11	12098261
Rhodium catalyzed [4 + 2 + 2] cycloaddition and alkyne insertion: a new route to eight-membered rings.	2002 Jul 31	12137517
C-5 propyne-modified oligonucleotides penetrate the epidermis in psoriatic and not normal human skin after topical application.	2002 Jun	12060395
One-step ethynylation of silyl enol ether with chlorosilylethyne.	2002 Jun 27	12074669
[Pharmacological parameters of muscarinic cholinoreceptors in skeletal muscles].	2002 May	12136730
Highly enantioselective phenylacetylene additions to both aliphatic and aromatic aldehydes.	2002 Nov 14	12423107
Novel dual inhibitors of AChE and MAO derived from hydroxy aminoindan and phenethylamine as potential treatment for Alzheimer's disease.	2002 Nov 21	12431053
Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells.	2002 Oct	12376665
The effect of exchanging various substituents at the 2-position of 2-methoxyestradiol on cytotoxicity in human cancer cell cultures and inhibition of tubulin polymerization.	2002 Oct 10	12361402
Rhodium(I) and Rhodium(III) complexes containing the chiral ligand 2,6-bis[4'(S)-isopropyloxazolin-2'-yl]pyridine (pybox): an unprecedented monohapto coordination of pybox.	2002 Oct 7	12354031
Reactions of CH3OCH2+ with hydrocarbons and O, N, and S compounds: applications for chemical ionization in selected ion flow tube studies.	2002 Sep	12322950
Unexpected formation of new fluoroboranes from the reaction of NMe4B3H8 with BF3 and MeC identical with CH: exo-2-FB4H9 and trans-MeCH=CHBF2.	2002 Sep 21	12357774
Steric control of organic transformation by a dendrimer cage: organocobalt dendrimer porphyrins as novel coenzyme B(12) mimics.	2002 Sep 25	12236754
Demand-based thiolate anion generation under virtually neutral conditions: influence of steric and electronic factors on chemo- and regioselective cleavage of aryl alkyl ethers.	2002 Sep 6	12201761
Cationic cyclopentannelation of allene ethers.	2003 Apr	12693926
Structure-activity relationships of (S,Z)-2-aminopurine methylenecyclopropane analogues of nucleosides. Variation of purine-6 substituents and activity against herpesviruses and hepatitis B virus.	2003 Apr 10	12672254
Reversed stereoselectivity in iodohydroxylation of allenyl sulfides. An efficient synthesis of (Z)-3-organosulfur-2-iodo-2-propenols.	2003 Apr 17	12688723
Pt(IV)-catalyzed cyclization of arene-alkyne substrates via intramolecular electrophilic hydroarylation.	2003 Apr 3	12659572
Termolecular ion-molecule reactions in Titan's atmosphere. IV. A search made at up to 1 micron in pure hydrocarbons.	2003 Aug	12892914
Efficient synthesis of serically constrained smmetrically alpha,alpha-disubstituted alpha-amino acids under operationally convenient conditions.	2003 Aug 8	12895052
Dihydropyridines as inhibitors of capacitative calcium entry in leukemic HL-60 cells.	2003 Feb 1	12527326
A planar tetracoordinate carbon and unusual bonding in an organodimetallic propynylidene complex arising from double C-H activation of an allene ligand.	2003 Feb 19	12580580
Palladium(0) catalyzed regioselective carbonyl propargylation across tetragonal tin(II) oxide via redox transmetallation.	2003 Feb 21	12638986
Factors that contribute to efficient catalytic activity of a small Ca2+-dependent deoxyribozyme in relation to its RNA cleavage function.	2003 Feb 25	12590605
An ab initio/RRKM study of product branching ratios in the photodissociation of buta-1,2- and -1,3-dienes and but-2-yne at 193 nm.	2003 Feb 3	12569465
Palladium-catalyzed cleavage of O/N-propargyl protecting groups in aqueous media under a copper-free condition.	2003 Feb 6	12556189
Spin delocalization by triple-bonded functionalities in propargyl and heteropropargyl radicals, assessed from the EPR-spectral D parameter of 1,3-cyclopentanediyl triplet diradicals.	2003 Feb 7	12558428
Protein 4.1N is required for translocation of inositol 1,4,5-trisphosphate receptor type 1 to the basolateral membrane domain in polarized Madin-Darby canine kidney cells.	2003 Feb 7	12444087
Cobalt-mediated approach for the synthesis of terpene-based hybrids.	2003 Jul 10	12841735
Highly stereoselective Saucy-Marbet rearrangement using chiral ynamides. Synthesis of highly substituted chiral homoallenyl alcohols.	2003 Jul 24	12868884
2-Allenyl-2H-benzotriazole.	2003 Jun	12794357
Asymmetric synthesis of allyl- and alpha-allenylamines from chiral imines and alkynes via (eta(2)-imine)Ti(O-i-Pr)2 complexes.	2003 Jun 12	12790550
Iron(II)-catalyzed sulfimidation and [2,3]-sigmatropic rearrangement of propargyl sulfides with tert-butoxycarbonyl azide. Access to N-allenylsulfenimides.	2003 Jun 13	12790609
A Rh(I)-catalyzed cycloisomerization of homo- and bis-homopropargylic alcohols.	2003 Jun 25	12812465
Synthesis, molecular structure, and C-C coupling reactions of carbeneruthenium(II) complexes with C5H5Ru(=CRR') and C5Me5Ru(=CRR') as molecular units.	2003 Jun 6	12794894
Time-resolved photoionisation of radicals, clusters and biomolecules: relevant model systems.	2003 Mar	12683102
The use of sulfonylamido pyrimidines incorporating an unsaturated side chain as endothelin receptor antagonists.	2003 Mar 10	12617929
Coordination of alkenes and alkynes to a cationic d(0) zirconocene alkoxide complex.	2003 Mar 19	12630871
Ruthenium catalyzed regioselective hydrophosphination of propargyl alcohols.	2003 Mar 21	12703778
W(CO)5(L)-catalyzed endo-selective cyclization of allenyl silyl enol ethers: an efficient method for the cyclopentene annulation onto alpha,beta-unsaturated ketones.	2003 May 15	12735762
NMR studies of DNA single strands and DNA:RNA hybrids with and without 1-propynylation at C5 of oligopyrimidines.	2003 May 21	12785839
A mild C-O bond formation catalyzed by a rhenium-oxo complex.	2003 May 21	12785836
Ruthenium-catalyzed carbon-carbon bond formation between propargylic alcohols and alkenes via the allenylidene-ene reaction.	2003 May 21	12785828
Eta6-mesityl,eta1-imidazolinylidene-carbene-ruthenium(II) complexes: catalytic activity of their allenylidene derivatives in alkene metathesis and cycloisomerisation reactions.	2003 May 23	12772307
Asymmetric synthesis of alpha-amino allyl, benzyl, and propargyl silanes by metalation and rearrangement.	2003 May 29	12762671

Patents

Name

Type

Language

PROPYNE

Systematic Name

English

1-PROPYNE [HSDB]

Common Name

English

METHYLACETYLENE

Systematic Name

English

ALLYLENE

Common Name

English

METHYL ACETYLENE

Systematic Name

English

ACETYLENE, METHYL-

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

200-828-4