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N32407

Sigma-Aldrich

Bicyclo[2.2.1]hept-2-ene

99%

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Synonym(s):
2-Norbornene, Norbornylene
Empirical Formula (Hill Notation):
C7H10
CAS Number:
Molecular Weight:
94.15
Beilstein:
1098544
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

96 °C (lit.)

mp

44-46 °C (lit.)

SMILES string

C1C[C@H]2C[C@@H]1C=C2

InChI

1S/C7H10/c1-2-7-4-3-6(1)5-7/h1-2,6-7H,3-5H2/t6-,7+

InChI key

JFNLZVQOOSMTJK-KNVOCYPGSA-N

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1 of 4

This Item
248533109371115061
form

solid

form

liquid

form

-

form

-

bp

96 °C (lit.)

bp

97 °C/20 mmHg (lit.)

bp

67-70 °C/12 mmHg (lit.)

bp

122-124 °C/2 mmHg (lit.)

mp

44-46 °C (lit.)

mp

-

mp

-

mp

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

General description

Bicyclo[2.2.1]hept-2-ene is a cyclic olefin used in the transition metal-catalyzed dimerization of alkene.

The vinylic polymerization of bicyclo[2.2.1]hept-2-ene (norbornene) with Co(II) compounds and the metallocene [η5-(C5Me5)Co-η2-Cl]2, in chlorobenzene activated with methylaluminoxane (MAO) has been reported. Co(II) catalyzed polymerization of bicyclo[2.2.1]hept-2-ene in the presence of ethene has been reported.

Application

Bicyclo[2.2.1]hept-2-ene may be used in the preparation of cis,exo-2,3-diarylsubstituted bicyclo[2.2.1]heptanes or bicyclo [2.2.1] hept-2-enes.

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Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Flam. Sol. 1 - Repr. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

17.6 °F - closed cup

Flash Point(C)

-8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Vinylic polymerization of bicyclo [2.2. 1] hept-2-ene by Co (II)-catalysis.
Alt FP and Heitz W.
Macromolecular Chemistry and Physics, 199(9), 1951-1956 (1998)
Co (II)-catalyzed polymerization of bicyclo [2.2. 1] hept-2-ene in the presence of ethene.
Alt FP and Heitz W.
Acta Polym., 49(9), 477-481 (1998)
A new palladium catalyzed synthesis of cis, exo-2, 3-diarylsubstituted bicyclo [2.2. 1] heptanes or bicyclo [2.2. 1] hept-2-enes.
Catellani M, et al.
Tetrahedron, 45(16), 5263-5268 (1989)
The Non-planarity of the Bicyclo [2.2. 1] hept-2-ene Double bond. Crystal Structures of Bicyclo [2.2. 2] oct-2-ene, Bicyclo [2.2. 1] hept-2-ene, and Bicyclo [2.1. 1] hex-2-ene Systems
Pinkerton, et al.
Helvetica Chimica Acta, 67, 1136-1153 (1984)
A novel catalytic route to 2-bicyclo [2.2. 1] hept-2-ylidenebicyclo [2.2. 1]-heptane involving CH bond activation of bicyclo [2.2. 1] hept-2-ene
Malinowska, et al.
Journal of Molecular Catalysis. B, Enzymatic, 226, 259-262 (2005)

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