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B33803

Sigma-Aldrich

Bicyclo[2.2.1]hepta-2,5-diene

98%

Synonym(s):

2,5-Norbornadiene, NBD

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About This Item

Empirical Formula (Hill Notation):
C7H8
CAS Number:
121-46-0
Molecular Weight:
92.14
Beilstein:
506224
MDL number:
MFCD00082301
UNSPSC Code:
12352300
PubChem Substance ID:
24891712
NACRES:
NA.23

Quality Level

200

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.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225,H412

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ8972
SHBQ2191
SHBQ6191
SHBP3930
SHBP0983

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DIMETHYL BICYCLO[2.2.1]HEPTA-2,5-DIENE-2,3-DICARBOXYLATE AldrichCPR

T280097

DIMETHYL BICYCLO[2.2.1]HEPTA-2,5-DIENE-2,3-DICARBOXYLATE

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
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.
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
Praew Thansandote et al.
The Journal of organic chemistry, 74(4), 1673-1678 (2009-01-16)
A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid-substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones
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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