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Details

Stereochemistry ACHIRAL
Molecular Formula C8H12
Molecular Weight 108.1809
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYCLOOCTYNE

SMILES

C1CCCC#CCC1

InChI

InChIKey=ZPWOOKQUDFIEIX-UHFFFAOYSA-N
InChI=1S/C8H12/c1-2-4-6-8-7-5-3-1/h1-6H2

HIDE SMILES / InChI

Molecular Formula C8H12
Molecular Weight 108.1809
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Unusual sulfur chemistry in the thermal reaction of sultene and thiophene endoperoxide sulfur donors with cyclic alkynes: reversible formation of a persistent thiirenium ion and trapping of a thiirene by [4 + 2] cycloaddition.
2002 Jul 17
Hemilabile ligands in organolithium chemistry: substituent effects on lithium ion chelation.
2003 Dec 17
Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes.
2007 Dec
Transition states of strain-promoted metal-free click chemistry: 1,3-dipolar cycloadditions of phenyl azide and cyclooctynes.
2008 Apr 17
Second-generation difluorinated cyclooctynes for copper-free click chemistry.
2008 Aug 27
Carbonyl olefination using readily prepared tungsten metallacycles.
2008 Dec 1
A hydrophilic azacyclooctyne for Cu-free click chemistry.
2008 Jul 17
A computational study of chlorocarbene additions to cyclooctyne.
2008 Nov 7
Ring strain energy in the cyclooctyl system. The effect of strain energy on [3 + 2] cycloaddition reactions with azides.
2009 Apr 15
Cyclooctyne-based reagents for uncatalyzed click chemistry: A computational survey.
2009 Dec 21
Identification of stable S-adenosylmethionine (SAM) analogues derivatised with bioorthogonal tags: effect of ligands on the affinity of the E. coli methionine repressor, MetJ, for its operator DNA.
2009 Feb 21
Clickable fluorophores for biological labeling--with or without copper.
2009 Sep 7
Protein modification by strain-promoted alkyne-nitrone cycloaddition.
2010 Apr 12
Copper-free click chemistry for highly luminescent quantum dot conjugates: application to in vivo metabolic imaging.
2010 Apr 21
Probing native protein structures by chemical cross-linking, mass spectrometry, and bioinformatics.
2010 Aug
Difluorobenzocyclooctyne: synthesis, reactivity, and stabilization by beta-cyclodextrin.
2010 Aug 25
Synthesis of oligoribonucleic acid conjugates using a cyclooctyne phosphoramidite.
2010 Dec 3
Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells.
2010 Dec 3
Real-time bioluminescence imaging of glycans on live cells.
2010 Jun 30
Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.
2010 Mar 24
Synthesis of a DOTA--biotin conjugate for radionuclide chelation via Cu-free click chemistry.
2010 May 21
Surface functionalization using catalyst-free azide-alkyne cycloaddition.
2010 Nov 17
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:03:30 GMT 2023
Edited
by admin
on Sat Dec 16 02:03:30 GMT 2023
Record UNII
35MR2L5G3W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYCLOOCTYNE
MI  
Systematic Name English
CYCLOOCTYNE [MI]
Common Name English
Code System Code Type Description
FDA UNII
35MR2L5G3W
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY
MERCK INDEX
m4002
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY Merck Index
CHEBI
37815
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY
PUBCHEM
137207
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID50170424
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY
CAS
1781-78-8
Created by admin on Sat Dec 16 02:03:30 GMT 2023 , Edited by admin on Sat Dec 16 02:03:30 GMT 2023
PRIMARY