B33803
Bicyclo[2.2.1]hepta-2,5-diene
98%
Synonym(s):
2,5-Norbornadiene, NBD
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C7H8
CAS Number:
Molecular Weight:
92.14
Beilstein:
506224
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.23
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![Bicyclo[2.2.1]hept-2-ene 99%](/deepweb/assets/sigmaaldrich/product/structures/270/492/95fd4909-6108-4858-8c94-609b54387149/640/95fd4909-6108-4858-8c94-609b54387149.png)
![(1S,4S)-2,5-Diphenylbicyclo[2,2,2]octa-2,5-diene 95%](/deepweb/assets/sigmaaldrich/product/structures/313/518/9c1268bf-134a-47cd-81a6-1df7562812d2/640/9c1268bf-134a-47cd-81a6-1df7562812d2.png)
Quality Level
Assay
98%
form
liquid
contains
0.05-0.25% BHT as inhibitor
refractive index
n20/D 1.470 (lit.)
bp
89 °C (lit.)
density
0.906 g/mL at 25 °C (lit.)
SMILES string
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+
InChI key
SJYNFBVQFBRSIB-KNVOCYPGSA-N
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Related Categories
Application
Intermediate in prostaglandin synthesis.
Features and Benefits
Intermediate in prostaglandin synthesis.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
-5.8 °F - closed cup
Flash Point(C)
-21 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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.
Ehud Katz et al.
Journal of experimental botany, 56(415), 1359-1367 (2005-03-16)
Although leaves and other vegetative tissues are generally considered as non-climacteric, citrus leaves show a climacteric system II behaviour after detachment. Upon harvest, young, fully expanded 'Valencia' orange (Citrus sinensis) leaves ( approximately 60-d-old) exhibited two phases of ethylene production.
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
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
Bianka Steffens et al.
Planta, 223(3), 604-612 (2005-09-15)
Growth of adventitious roots is induced in deepwater rice (Oryza sativa L.) when plants become submerged. Ethylene which accumulates in flooded plant parts is responsible for root growth induction. Gibberellin (GA) is ineffective on its own but acts in a
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