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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681370Generated: October 26, 2026

Cyclopentadiene → 5-Norbornene-2-carboxylic acid

https://huagongshe.com/reaction/1681370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentadieneHCID 7612—
ReactantChlorodimethylsilaneHCID 66108—
ReactantPropargyl acrylateHCID 82655—
Product5-Norbornene-2-carboxylic acidHCID 78949—

Reaction Conditions

Temperature70 °C

Reaction Steps

The propargyl ester of 2-norborn-5-ene carboxylic acid was prepared by Diels-Alder reaction of propargyl acrylate and cyclopentadiene at ambient temperature. Dimethylchlorosilane (56.4 g) was added portionwise to 100 grams of this norbornene carboxylate ester and 0.16 g Karstedt catalyst under nitrogen at 70° C. After exotherming to 80° C., the mixture was stirred for 3 hours at 70° C., stripped under light vacuum and then distilled. The product, ##STR12## (84% purity by GC), distilled at 100°-105° C. at 0.07 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05171816
Source datasetuspto-grants-1992_12
ORD IDord-b2bffd73f4f0474b93a88d8f5e92f9f9
Source noteuspto-grants-1992_12