N32407
Bicyclo[2.2.1]hept-2-ene
99%
Synonym(s):
2-Norbornene, Norbornylene
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About This Item
Empirical Formula (Hill Notation):
C7H10
CAS Number:
Molecular Weight:
94.15
Beilstein:
1098544
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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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General description
Bicyclo[2.2.1]hept-2-ene is a cyclic olefin used in the transition metal-catalyzed dimerization of alkene. [1] [2]
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.[3] Co(II) catalyzed polymerization of bicyclo[2.2.1]hept-2-ene in the presence of ethene has been reported.[4]
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.[3] Co(II) catalyzed polymerization of bicyclo[2.2.1]hept-2-ene in the presence of ethene has been reported.[4]
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.[5]
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Signal Word
Danger
Hazard Statements
Precautionary 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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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)
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)
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)
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)
Carolina Blanco et al.
Dalton transactions (Cambridge, England : 2003), 41(23), 6980-6991 (2012-04-27)
Palladium complexes bearing monodentate and bidentate phosphine ligands (1-7) were synthesised and used as catalyst precursors in the methoxycarbonylation of norbornene. The catalytic systems bearing ligands 1, 3 and 4 afforded excellent conversions (>99%) and selectivity of the ester (>99%).
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