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903698

Sigma-Aldrich

1-Isopropyl-4-methyl-5-norbornene

Synonym(s):

1-Isopropyl-4-methylbicyclo[2.2.1]hept-2-en

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About This Item

Empirical Formula (Hill Notation):
C11H18
CAS Number:
2237928-12-8
Molecular Weight:
150.26
UNSPSC Code:
12352200

form

liquid

reaction suitability

reaction type: C-H Activation
reagent type: catalyst

storage temp.

2-8°C

Application

1-Isopropyl-4-methyl-5-norbornene is a norbornene ligand developed in the lab of Guanbing Dong for us in norbornene/palladium catalysis. The catalytic system of 1-Isopropyl-4-methyl-5-norbornene, [PdCl(allyl)]2 (683396), and RuPhos (663131) can be used for the site-selective ortho functionalization of aryl iodides.1

Other Notes

Complementary site-selectivity in arene functionalization enabled by overcoming the ortho constraint in palladium/norbornene catalysis

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Jianchun Wang et al.
Nature chemistry, 10(8), 866-872 (2018-06-27)
Achieving site-selectivity in arene functionalization that is complementary to the site-selectivity from electrophilic aromatic substitution reactions has been a long-standing quest in organic synthesis. Palladium/norbornene cooperative catalysis potentially offers a unique approach to this problem, but its use has been

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