Formaldehyde → HCID 169941, compound

HRID 435150Notes

Reaction equation

HRID 435150 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].C=O.O.O.C(O)(=O)[C:21](O)=[O:22].[C:26]1([OH:32])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[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].[C:26]1([OH:32])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH2:21]=[O:22]

Participants

5

Reactant 4

HCID 712Formaldehyde3×HCID 996PhenolHCID 88144-Tert-octylphenol2×HCID 61373Oxalic acid dihydrate

Product 1

HCID 169941HCID 169941, compound

Conditions

Temperature
100 °C

Procedure

206 g (1 mole) of p-tert-octylphenol, 59.0 g (1.57 moles) of 80% paraformaldehyde and 5.0 g of oxalic acid dihydrate were reacted under water reflux (100° C.) for 10 hours in a glass reactor to form a reaction intermediate. Ten hours after the initiation of the reaction, 89% of the used formaldehyde was consumed,and 1.32 moles of the formaldehyde added to 1.0 mole of p-tert-octylphenol. Phenol (70.5 g; 0.75 mole) was added to the reaction intermediate, and reacted at 100° C. for 3 hours. The reaction mixture was dehydrated by heating it to 165° C. under atmospheric pressure and then under reduced pressure to give a pale-colored p-tert-octylphenol/phenol/formaldehyde co-condensate.

Workup

  1. customto form a reaction intermediate
  2. customreacted at 100° C. for 3 hours
  3. temperatureby heating it to 165° C. under atmospheric pressure

Sources & evidence

ORD record
ord-9724309ed34440559837c7029d4e9711
Source dataset
uspto-grants-1983_08
Patent number
US04400492

Reaction notes

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