2,5-NORBORNADIENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H8
Molecular Weight	92.1384
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1C2C=CC1C=C2

InChI

InChIKey=SJYNFBVQFBRSIB-UHFFFAOYSA-N

InChI=1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2

HIDE SMILES / InChI

Molecular Formula	C7H8
Molecular Weight	92.1384
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
Syntheses and crystal structures of ruthenium and rhodium olefin complexes containing GaCp.	2009-06-01	19400559
Ring-opening metathesis polymerization-based synthesis of ICG-containing amphiphilic triblock copolymers for in vivo tumor imaging.	2009-03-18	19193062
Hydrogen peroxide treatment results in reduced curvature values in the Arabidopsis root apex.	2009-03-15	18838192
Expression and regulation of two novel anther-specific genes in Lilium longiflorum.	2009-03-01	19013663
Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: a route to functionalized indolines, isoquinolinones, and indoles.	2009-02-20	19143500
The role of the embryo and ethylene in avocado fruit mesocarp discoloration.	2009	19196750
The norbornene shuttle: multicomponent domino synthesis of tetrasubstituted helical alkenes through multiple C--H functionalization.	2009	19145614
Theoretical and experimental studies on the mechanism of norbornadiene Pauson-Khand cycloadducts photorearrangement. Is there a pathway on the excited singlet potential energy surface?	2008-12-17	19053466
Cross-coupling of aromatic bromides with allylic silanolate salts.	2008-12-03	18998687
Ethylene and ABA interactions in the regulation of flower induction in Pharbitis nil.	2008-12	18565620
Understanding the participation of quadricyclane as nucleophile in polar [2sigma + 2sigma + 2pi] cycloadditions toward electrophilic pi molecules.	2008-11-21	18942791
Enantioselective syntheses of carbanucleosides from the Pauson-Khand adduct of trimethylsilylacetylene and norbornadiene.	2008-10-16	18798645
[Rh(C7H8)(PPh3)Cl]: an experimental charge-density study.	2008-10	18799842
Intermolecular, catalytic asymmetric hydroamination of bicyclic alkenes and dienes in high yield and enantioselectivity.	2008-09-17	18715004
Ethylene responses in Arabidopsis seedlings include the reduction of curvature values in the root cap.	2008-06-16	18023916
Computational studies on the dimers and the thermal dimerization of norbornadiene.	2008-06	18074342
Biradicals by triplet recombination of radical ion pairs.	2008-05	18465009
Synthesis and characterization of polyacetylene with side-chain thiophene functionality.	2008-03	19325756
Expression of ethylene biosynthetic and receptor genes in rose floral tissues during ethylene-enhanced flower opening.	2008	18535299
Release of sunflower seed dormancy by cyanide: cross-talk with ethylene signalling pathway.	2008	18448476
Rhodium-complex-catalyzed asymmetric hydrogenation: transformation of precatalysts into active species.	2008	18034444
Intramolecular alkyl phosphine dehydrogenation in cationic rhodium complexes of tris(cyclopentylphosphine).	2008	17992682
Reversible inhibition/activation of olefin metathesis: a kinetic investigation of ROMP and RCM reactions with Grubbs' catalyst.	2007-11-21	17963379
Synthesis, characterization, and reactivity of ruthenium diene/diamine complexes including catalytic hydrogenation of ketones.	2007-10-29	17900107
Solid-state 13C NMR and quantum chemical investigation of metal diene complexes.	2007-05	17394221
Photochemical tuning of light emission in a conjugated polymer containing norbornadiene units in the main chain.	2007-04	17404629
Solid-phase synthesis of linked heterocycles from a selenopolystyrene resin.	2007-01-09	17206840
Self-assembling phenylpropyl ether dendronized helical polyphenylacetylenes.	2007	17893891
Steric communication of chiral information observed in dendronized polyacetylenes.	2006-12-20	17165792
Isomerization pathways from the norbornadiene to the cycloheptatriene radical cation by opening a bridgehead-methylene bond: a theoretical investigation.	2006-11-21	17312982
Metallomacrocycles that incorporate cofacially aligned diimide units.	2006-11-20	17441109
Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes.	2006-09-14	16956215
Study on the reactivity of the alkyne component in ruthenium-catalyzed [2 + 2] cycloadditions between an alkene and an alkyne.	2006-07-21	16839178
Intramolecular triplet energy transfer in donor-acceptor molecules linked by a crown ether bridge.	2006-07-05	16607672
The Dewar benzene radical cation and its ring-opening reaction.	2006-06-21	16771496
Molecular ordering and structure of quasi-spherical solutes by liquid crystal NMR and Monte Carlo simulations: the case of norbornadiene.	2006-06-01	16722758
Synthesis of fluoranthenes and indenocorannulenes: elucidation of chiral stereoisomers on the basis of static molecular bowls.	2006-05-31	16719467
A role for ethylene in low-oxygen signaling in rice roots.	2006-05	16622597
Catalytic isomerization of quadricyclane using fourier transform near-infrared absorption spectroscopy: diffusion, conversion, and temperature effect.	2006-03-23	16539498
Conversion of intramolecular singlet electron transfer at room temperature into triplet energy transfer at 77 K: photoisomerization in norbornadiene- and carbazole-labeled poly(aryl ether) dendrimers.	2006-03-16	16526699
Interactions between ethylene, gibberellin and abscisic acid regulate emergence and growth rate of adventitious roots in deepwater rice.	2006-02	16160845
SPANphos: trans-spanning diphosphines as cis chelating ligands!	2006-01-07	16357985
Chemistry of Ru(eta6-1,3,5-cyclooctatriene)(eta2-dimethyl fumarate)2.	2006	16807912
Short, enantioselective total synthesis of sceptrin and ageliferin by programmed oxaquadricyclane fragmentation.	2005-12-23	16317782
Self-assembly and oligomerization of alkyne-terminated molecules on metal and oxide surfaces.	2005-12-06	16316082
Formal [(2+2)+2] and [(2+2)+(2+2)] nonconjugated dienediyne cascade cycloadditions.	2005-09-29	16178531
Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes.	2005-08-26	16542016
Probing weak molecular orbital interactions in non-conjugated diene molecules by means of near-edge X-ray absorption spectroscopy.	2005-08-25	16834105
Ruthenium-complex-catalyzed regio- and stereoselective linear codimerization of 2-norbornenes with acrylic compounds.	2005-08-19	16095279
A direct route to 6,6'-disubstituted-2,2'-bipyridines by double Diels-Alder/retro Diels-Alder reaction of 5,5'-bi-1,2,4-triazines.	2005-01-31	18007296

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:20:37 GMT 2025` Edited by `admin` on `Mon Mar 31 21:20:37 GMT 2025`
Record UNII	W9ZTQ75ZUS
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

2,5-NORBORNADIENE

Systematic Name

English

NORBORNADIENE

Preferred Name

English

3,6-METHANO-1,4-CYCLOHEXADIENE

Systematic Name

English

BICYCLO(2.2.1)HEPTA-2,5-DIENE

Systematic Name

English

UN2251

Code

English

NSC-13672

Code

English

NORBORNADIENE [MI]

Common Name

English

UN-2251

Code

English

Code System Code Type Description

MERCK INDEX

m8046