Naphthalene → Lithium Naphthalene

HRID 1586626Notes

Reaction equation

HRID 1586626 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

3

Reactant 2

HCID 931NaphthaleneHCID 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

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

Sources & evidence

ORD record
ord-f8ef201eaaf049f9a9447f8fe7866550
Source dataset
uspto-grants-1993_06
Patent number
US05215846

Reaction notes

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