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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
Synthesis of oligoribonucleic acid conjugates using a cyclooctyne phosphoramidite.
2010-12-03
Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells.
2010-12-03
Surface functionalization using catalyst-free azide-alkyne cycloaddition.
2010-11-17
Difluorobenzocyclooctyne: synthesis, reactivity, and stabilization by beta-cyclodextrin.
2010-08-25
Probing native protein structures by chemical cross-linking, mass spectrometry, and bioinformatics.
2010-08
Real-time bioluminescence imaging of glycans on live cells.
2010-06-30
Synthesis of a DOTA--biotin conjugate for radionuclide chelation via Cu-free click chemistry.
2010-05-21
Copper-free click chemistry for highly luminescent quantum dot conjugates: application to in vivo metabolic imaging.
2010-04-21
Protein modification by strain-promoted alkyne-nitrone cycloaddition.
2010-04-12
Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.
2010-03-24
Cyclooctyne-based reagents for uncatalyzed click chemistry: A computational survey.
2009-12-21
Clickable fluorophores for biological labeling--with or without copper.
2009-09-07
Ring strain energy in the cyclooctyl system. The effect of strain energy on [3 + 2] cycloaddition reactions with azides.
2009-04-15
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.
2009-02-21
Carbonyl olefination using readily prepared tungsten metallacycles.
2008-12-01
A computational study of chlorocarbene additions to cyclooctyne.
2008-11-07
Second-generation difluorinated cyclooctynes for copper-free click chemistry.
2008-08-27
A hydrophilic azacyclooctyne for Cu-free click chemistry.
2008-07-17
Transition states of strain-promoted metal-free click chemistry: 1,3-dipolar cycloadditions of phenyl azide and cyclooctynes.
2008-04-17
Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes.
2007-12
Hemilabile ligands in organolithium chemistry: substituent effects on lithium ion chelation.
2003-12-17
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.
2002-07-17
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:07:34 GMT 2025
Edited
by admin
on Mon Mar 31 21:07:34 GMT 2025
Record UNII
35MR2L5G3W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYCLOOCTYNE [MI]
Preferred Name English
CYCLOOCTYNE
MI  
Systematic Name English
Code System Code Type Description
FDA UNII
35MR2L5G3W
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY
MERCK INDEX
m4002
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY Merck Index
CHEBI
37815
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY
PUBCHEM
137207
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID50170424
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY
CAS
1781-78-8
Created by admin on Mon Mar 31 21:07:34 GMT 2025 , Edited by admin on Mon Mar 31 21:07:34 GMT 2025
PRIMARY