Bicyclo[2.2.1]heptane-2-carbonitrile → HCID 70008117, compound

HRID 2181345Notes

Reaction equation

HRID 2181345 reaction equation
[C:1]([CH:3]1[CH2:8][CH:7]2[CH2:9][CH:4]1[CH:5]=[CH:6]2)#[N:2].[CH:10]1[CH2:14][CH2:13][CH2:12][CH:11]=1>ClCCCl>[C:1]([CH:3]1[CH2:8][CH:7]2[CH2:9][CH:4]1[CH:5]=[CH:6]2)#[N:2].[CH:10]1[CH2:14][CH2:13][CH2:12][CH:11]=1

Participants

4

Reactant 2

HCID 7218Bicyclo[2.2.1]heptane-2-carbonitrile2×HCID 8882Cyclopentene2×

Product 1

HCID 70008117HCID 70008117, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The copolymerisation was carried out similarly to Example 13. However, 11 mg (22.1 μmoles) of (tBuO)3W≡CtBu, 793 mg (6.63 mmoles) of 5-cyano-2-norbornene and 294 mg (2.21 mmoles) of cyclopentene were weighed out. A molar ratio of 5-cyano-2-norbornene:cyclopentene:(tBuO)3W≡CtBu=300:100:1 was adjusted. 1,2-dichloroethane (C2H4Cl2) was used as solvent. Poly(5-cyano-2-norbornene/cyclopentene) was obtained in 64% yield. The molecular weight of this copolymer was {overscore (M)}w=484,500 g/mole. A DSC measurement of this copolymer gave a glass transition temperature Tg=109° C.

Sources & evidence

ORD record
ord-7e72babcc2f64f838ccf672b1cf45902
Source dataset
uspto-grants-2005_05
Patent number
US06891007B2

Reaction notes

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