Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

N32407

Sigma-Aldrich

Bicyclo[2.2.1]hept-2-ene

99%

Synonym(s):

2-Norbornene, Norbornylene

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C7H10
CAS Number:
498-66-8
Molecular Weight:
94.15
Beilstein:
1098544
EC Number:
207-866-0
MDL number:
MFCD00082304
UNSPSC Code:
12352100
PubChem Substance ID:
24897631
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

Looking for similar products? Visit Product Comparison Guide

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.

related product

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H228,H319,H361,H411

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
P Veeraraghavan Ramachandran et al.
Organic letters, 12(20), 4474-4477 (2010-09-21)
The first boron-mediated enolization-aldolization of 3,3,3-trifluoropropionates has been reported. The preparation and application of bis-exo-bicyclo[2.2.1]heptan-2-ylboron triflate as a superior reagent for diastereospecific enolization has also been described.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service