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3,5-Dimethylphenol → Xylenol p-tert-octylphenol formaldehyde

HRID 127834
Notes
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Reaction equation

HRID 127834 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:3])[CH3:2].[OH-:16].[Na+].[C:18]1([OH:26])C=C(C)C=C(C)C=1>C1(C)C=CC=CC=1.O>[C:9]1([OH:16])([CH3:1])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]1[CH3:18].[C:1]([C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1)([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:2])[CH3:3].[CH2:18]=[O:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 79483,5-DimethylphenolHCID 88144-Tert-octylphenolHCID 14798Sodium Hydroxide

Product 1

HCID 131712132Xylenol p-tert-octylphenol formaldehyde

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent2×

Procedure

Into a four-necked flask provided with a reflux condenser and a thermometer are charged p-tert-octylphenol (133.9 g, 0.65 mol), toluene (206 g), 88% paraform (23.6 g, 0.7 mol) and a 10 N-NaOH aqueous solution (8 ml). The mixture is reacted at 70° C. for 3 hours, and thereto is added 3,5-xylenol (42.7 g, 0.35 mol). The mixture is further reacted for 3 hours. After the reaction, water and toluene are simultaneously distilled off at 150° C. under reduced pressure (reduced degree: 30 mmHg or less) to give a solid xylenol/p-tert-octylphenol/formaldehyde co-polycondensate resin (Resin V).

Workup

  1. customInto a four-necked flask provided with a reflux condenser
  2. customThe mixture is reacted at 70° C. for 3 hours
  3. customThe mixture is further reacted for 3 hours
  4. distillationare simultaneously distilled off at 150° C. under reduced pressure (reduced degree: 30 mmHg or less)

Sources & evidence

ORD record
ord-6201cbcb302944eca71a02d2963cb1d1
Source dataset
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04257926

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes