Hydrochloric Acid → 4-Nonylphenol

HRID 1873111Notes

Reaction equation

HRID 1873111 reaction equation
[CH2:1]1[O:3][CH2:2]1.[CH2:4]([C:13]1(O)[CH2:18]CC[CH2:15][CH2:14]1)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Cl>O>[CH3:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:13]1[CH:14]=[CH:15][C:1]([OH:3])=[CH:2][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6354Ethylene Oxide2×HCID 12496141HCID 12496141, compound

Product 1

HCID 17524-Nonylphenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The resulting 292.4 grams of NCH-1.5 was then mixed with 1.9 grams CaO in an autoclave and reacted with 220 grams of ethylene oxide (EO) fed into the autoclave over a six-hour period at a temperature of 150° C. and a pressure of 50 psi. Pressure and temperature were controlled by EO charge rate and rate of flow of cooling water. After all the oxide was charged, the reaction was held for one hour and the autoclave was placed under a 50 mm vacuum for thirty minutes and the vacuum was broken with nitrogen. The resulting 5 mole ethoxylate of nonylcyclohexyl alcohol (NCH-5 pk) was then cooled to 50° C. and the catalyst was neutralized with HCl to a pH balance between 6 and 7, inclusive.

Workup

  1. waitfed into the autoclave over a six-hour period at a temperature of 150° C.
  2. waitthe autoclave was placed under a 50 mm vacuum for thirty minutes

Sources & evidence

ORD record
ord-5e73f9c54b504afe8c8e96725e769ece
Source dataset
uspto-grants-2000_08
Patent number
US06111146

Reaction notes

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