Sulfuric Acid → Naphthalene

HRID 1243234Notes

Reaction equation

HRID 1243234 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=CC=CC=3)[CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O>O>[CH:13]1[C:14]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:12]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 8418Anthracene

Product 1

HCID 931Naphthalene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

534 gm of anthracene and 326 ml of concentrated sulfuric acid were taken in a 2 liter round bottom flask fitted with a stirrer. The contents of the flask were heated to 140° C. for 90 minutes with continuous stirring. 1 ml of the mass was taken in a beaker and 3 ml water was added with shaking. It was observed to form a clear solution without free naphthalene smell, confirming the completion of sulfonation. The sulfonated mass was transferred to a reactor fitted with a thermometer, stirrer and a dropping funnel. The mass was stirred continuously for a period of 10 min. while maintaining the temperature at 80° C. A mixture of 5.4 gm oxalic acid, 4.14 gm salicylic acid and 10 gm phthalic acid dissolved in 50 ml water was added to the above sulfonated mass and stirring was continued at 80° C.

Workup

  1. customfitted with a stirrer
  2. additionwas added

Sources & evidence

ORD record
ord-0ffad47dc03840ab85e8d409276e1a8c
Source dataset
uspto-grants-2006_10
Patent number
US07118603B2

Reaction notes

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