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B33803

Sigma-Aldrich

Bicyclo[2.2.1]hepta-2,5-diene

98%

Synonyme(s) :

2,5-Norbornadiene, NBD

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About This Item

Formule empirique (notation de Hill):
C7H8
Numéro CAS:
Poids moléculaire :
92.14
Numéro Beilstein :
506224
Numéro MDL:
Code UNSPSC :
12352300
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Niveau de qualité

Pureté

98%

Forme

liquid

Contient

0.05-0.25% BHT as inhibitor

Indice de réfraction

n20/D 1.470 (lit.)

Point d'ébullition

89 °C (lit.)

Densité

0.906 g/mL at 25 °C (lit.)

Chaîne SMILES 

C1[C@H]2C=C[C@@H]1C=C2

InChI

1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2/t6-,7+

Clé InChI

SJYNFBVQFBRSIB-KNVOCYPGSA-N

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Application

Intermediate in prostaglandin synthesis.

Caractéristiques et avantages

Intermediate in prostaglandin synthesis.

Pictogrammes

Flame

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Chronic 3 - Flam. Liq. 2

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

-5.8 °F - closed cup

Point d'éclair (°C)

-21 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Paulo M Nunes et al.
The journal of physical chemistry. A, 113(23), 6524-6530 (2009-05-20)
The energetics of tert-butoxyl radical addition reaction to norbornadiene was investigated by time-resolved photoacoustic calorimetry (TR-PAC). The result, together with the C-O bond dissociation enthalpy (BDE) in the addition product, allowed us to calculate the pi-bond dissociation enthalpy in norbornadiene.
M Victoria Jiménez et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(29), 8115-8128 (2011-06-03)
The treatment of [{Rh(μ-SH){P(OPh)(3)}(2)}(2)] with [{M(μ-Cl)(diolef)}(2)] (diolef=diolefin) in the presence of NEt(3) affords the hydrido-sulfido clusters [Rh(3)(μ-H)(μ(3)-S)(2)(diolef){P(OPh)(3)}(4)] (diolef=1,5-cyclooctadiene (cod) for 1, 2,5-norbornadiene (nbd) for 2, and tetrafluorobenzo[5,6]bicyclo[2.2.2]octa-2,5,7-triene (tfb) for 3) and [Rh(2)Ir(μ-H)(μ(3)-S)(2)(cod){P(OPh)(3)}(4)] (4). Cluster 1 can be also obtained by
S Philosoph-Hadas et al.
Plant physiology, 110(1), 301-310 (1996-01-01)
The possible involvement of Ca2+ as a second messenger in snapdragon (Antirrhinum majus L.) shoot gravitropism, as well as the role of ethylene in this bending response, were analyzed in terms of stem curvature and gravity-induced asymmetric ethylene production rates
Yusuke Kamiyoshihara et al.
Plant physiology, 160(1), 488-497 (2012-07-17)
Perception of the plant hormone ethylene is essential to initiate and advance ripening of climacteric fruits. Since ethylene receptors negatively regulate signaling, the suppression is canceled upon ethylene binding, permitting responses including fruit ripening. Although receptors have autophosphorylation activity, the
Tanner J Kettles et al.
The Journal of organic chemistry, 76(16), 6951-6957 (2011-07-08)
Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions between alkynyl phosphonates and bicyclo[2.2.1]hepta-2,5-diene were studied. The observed reactivity was found to be dependent on the presence of the phosphonate moiety. The Ru-catalyzed cycloaddition was compatible with a variety of

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