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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![(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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B L Parsons et al.
Plant molecular biology, 17(3), 453-464 (1991-09-01)
Regulation of three cDNA clones (pT52, pT53, and pT58) was analyzed in terms of wounding alone and wounding in conjunction with developmental and environmental cues (ripening, ethylene, and light) in tomato fruit tissue. The pT52-specific transcript level is induced by
Krystyna Oracz et al.
Journal of experimental botany, 59(8), 2241-2251 (2008-05-02)
Freshly harvested sunflower (Helianthus annuus L.) seeds are considered to be dormant because they fail to germinate at relatively low temperatures (10 degrees C). This dormancy results mainly from an embryo dormancy and disappears during dry storage. Although endogenous ethylene
New extensions of the bicyclo[2.2.1]heptane route to prostaglandins.
J S Bindra et al.
Journal of the American Chemical Society, 95(22), 7522-7523 (1973-10-31)
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
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