Formaldehyde → HCID 86738986, compound

HRID 435145Notes

Reaction equation

HRID 435145 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].[CH2:16]([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[CH2:32]=[O:33].C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:45]1([OH:51])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=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].[CH2:16]([C:25]1[CH:26]=[CH:27][C:28]([OH:31])=[CH:29][CH:30]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[C:45]1([OH:51])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1.[CH2:32]=[O:33]

Participants

6

Reactant 5

HCID 712FormaldehydeHCID 996PhenolHCID 17524-NonylphenolHCID 6101p-Toluenesulfonic acidHCID 88144-Tert-octylphenol

Product 1

HCID 86738986HCID 86738986, compound

Conditions

Temperature
100 °C

Procedure

206 g (1 mole) of p-tert-octylphenol, 220 g (1 mole) of p-nonylphenol, 100.1 g (2.67 moles) of 80% paraformaldehyde and 0.8 g of p-toluenesulfonic acid were reacted under water reflux at 100° C. for 10 hours. A reaction intermediate was obtained consuming 85% of the used formaldehyde. Phenol (94 g; 1 mole) was added to the reaction intermediate, and reacted for 3 hours. The reaction mixture was then heated to 170° C. to dehydrate it and thereby to give a pale brown p-tert-octylphenol/p-nonylphenol/phenol/formaldehyde co-condensate.

Workup

  1. customA reaction intermediate was obtained
  2. customconsuming 85% of the used formaldehyde
  3. customreacted for 3 hours
  4. temperatureThe reaction mixture was then heated to 170° C.

Sources & evidence

ORD record
ord-2051905108794b1b851a9c6fb3771660
Source dataset
uspto-grants-1983_08
Patent number
US04400492

Reaction notes

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