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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
SHBP0983
SHBN8375
SHBN8163
SHBL3807
SHBL1356

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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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