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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M C Whalen et al.
Canadian journal of botany. Journal canadien de botanique, 66(4), 719-723 (1988-04-01)
The control of primary root growth in Zea mays cv. Merit by ethylene was examined. At applied concentrations of ethylene equal to or greater than 0.1 microliter L-1, root elongation during 24 h was inhibited. The half-maximal response occurred at
Francesco Babudri et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 6(4), 361-364 (2007-04-04)
A conjugated alternating copolymer containing norbornadiene and bis(ethynylene)phenylene units was prepared by the Cassar-Heck-Sonogashira cross-coupling reaction. Its electroluminescence was tested in a device, and its fluorescence colour could be tuned by light-induced norbornadiene-quadricyclane isomerization.
Margaret J Holden et al.
Journal of plant physiology, 160(3), 261-269 (2003-05-17)
In Petunia inflata, a species with gametophytic self-incompatibility, pollination triggers two phases of ethylene production by the pistil, the first of which peaks 3 hours after pollination with compatible or incompatible pollen. To investigate the physiological significance of the first
Brenton T Smith et al.
Organic letters, 4(15), 2577-2579 (2002-07-19)
[reaction: see text] The total synthesis of (+)-sparteine was accomplished from 2,5-norbornadione in 15 steps and 15.7% overall yield. The key steps were two ring-expansion reactions, one involving an intramolecular Schmidt reaction and one using a novel variant of the
S Mita et al.
Plant & cell physiology, 39(11), 1209-1217 (1999-01-19)
An increase in the enzyme activity of 1-aminocyclopropane-1-carboxylic acid (ACC) synthase and ACC oxidase induces the evolution of ethylene during the ripening of passion fruit. A much higher level of ethylene is produced in arils than in seeds or peels
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