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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073154Generated: October 30, 2026

2-Bromopropane → Sodium, 2,4-cyclopentadien-1-yl-

https://huagongshe.com/reaction/2073154

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopropaneHCID 6358—
ReactantCyclopentadieneHCID 7612—
ReactantSodium BromideHCID 253881—
ReactantHCID 528163HCID 528163—
ReactantSodiumHCID 5360545—
SolventTetrahydrofuranHCID 8028—
ProductSodium, 2,4-cyclopentadien-1-yl-HCID 78681—
ProductHCID 528163HCID 528163—

Reaction Steps

Sodium cyclopentadienide is prepared by using 30 g of fine sodium beads (a two fold excess) and 50 ml of monomeric cyclopentadiene in 500 ml of tetrahydrofuran (THF). This solution is then transferred to another vessel (away from excess sodium) and stirred while adding 60 ml of isopropyl bromide from a dropping funnel. After completion the NaBr is allowed to settle. The slightly yellow solution containing isopropylcyclopentadiene is then transferred to a still pot for the separation of THF by fractional distillation. Pure isopropylcyclopentadiene thus produced is mixed with prepurified argon and passed downwardly through a vertical quartz tube 1/2 in o.d. which is heated electrically to 500°-600° C. by an electrical resistance heater in a tube furnace mounted vertically. Strontium metal chips are supported in the quartz tube by a platinum foil with many holes on it at a tube constriction. The product, which flows down the tube walls as a viscous liquid, is collected in a three-necked flask connected to the bottom end of the tube.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04915988
Source datasetuspto-grants-1990_04
ORD IDord-1452c9fa708244aab815d7431cb0f069
Source noteuspto-grants-1990_04