2-Methylanthracene → Anthracene

HRID 1903692Notes

Reaction equation

HRID 1903692 reaction equation
C[C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.[Cl:16][O-:17].[Na+:18]>ClC(Cl)=C(Cl)Cl>[Cl:16][O-:17].[Na+:18].[CH:3]1[C:4]2[C:13](=[CH:12][C:11]3[C:6]([CH:5]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH:14]=[CH:15][CH:2]=1

Participants

5

Reactant 2

HCID 119362-MethylanthraceneHCID 23665760Sodium Hypochlorite2×

Product 2

HCID 8418AnthraceneHCID 23665760Sodium Hypochlorite

Reagents, catalysts & solvents 1

HCID 31373TetrachloroethyleneSolvent

Procedure

A vessel was charged with 4.81 grams of 2-methylanthracene which is 96.7% pure, 50 milliliters of distilled tetrachloroethylene, and 173 grams of a sodium hypochlorite aqueous solution containing 8.04 grams of sodium hypochlorite, providing for a mole ratio of sodium hypochlorite to anthracene of 4.34:1. 4.5 Milliliters of concentrated hydrochloric acid were added to the stirred mixture to adjust the pH to about 7. During the resulting reaction about 12 milliliters of 3 N sodium hydroxide was added to maintain the pH at about 7. Reaction temperature was about 30° C. After about three hours the aqueous layer was removed and the organic layer was found to contain 95% of 2-methylanthraquinone.

Sources & evidence

ORD record
ord-d2e95fcd47f54d90be6c0a0b5eedd968
Source dataset
uspto-grants-1984_03
Patent number
US04438037

Reaction notes

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