Naphthalene → Lithium Naphthalene

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Li:11]>>[Li:11].[CH:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 931Naphthalene

HCID 3028194Lithium

Product 1

HCID 57466756Lithium Naphthalene

Procedure

To a 1-liter, one neck flask were added naphthalene (45 grams) and lithium shot (5.1 grams) in mineral oil. The flask was equipped with a magnetic stir bar, and was then capped with a rubber septum. After an argon purge, freshly distilled tetrahydrofuran (300 milliliters) was then added under argon and the mixture was stirred for 16 hours. The molarity of this initiator solution was 2.38 molar as determined by an average of the GPC molecular weight results from six polymerization reactions.

Workup

customThe flask was equipped with a magnetic stir bar
customwas then capped with a rubber septum
customAfter an argon purge
additionfreshly distilled tetrahydrofuran (300 milliliters) was then added under argon
customresults from six polymerization reactions

Sources & evidence

ORD record: ord-f8ef201eaaf049f9a9447f8fe7866550
Source dataset: uspto-grants-1993_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05215846

Reaction notes

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