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Phenol → 4-Chloro-1-nitro-2-phenoxybenzene

HRID 2081833
Notes
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Reaction equation

HRID 2081833 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>[OH-].[K+]>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([O:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 996PhenolHCID 118992,4-Dichloronitrobenzene

Product 1

HCID 122900444-Chloro-1-nitro-2-phenoxybenzene

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

Aryl ethers have been formed by reacting aryl halides with phenols under various conditions. Roberts and Turner disclose (J. Chem. Soc., 1925, 127, p. 2004) that 2,4-dichloronitrobenzene reacts with phenol in aqueous KOH, at 100° C., to give a quantitative yield of 4-chloro-2-phenoxynitrobenzene.

Sources & evidence

ORD record
ord-e3603f098c944935bd32cbf607d2af6f
Source dataset
uspto-grants-1993_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05185471

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes