Water → Isodecyl acrylate

HRID 258957

Reaction equation

HRID 258957 reaction equation
[CH2:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([CH3:10])[CH3:9].[CH3:12][C:13]1[CH:14]=CC(S(O)(=O)=O)=CC=1.[OH2:23]>C1(C)C(C)=CC=CC=1>[C:12]([O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([CH3:9])[CH3:10])(=[O:23])[CH:13]=[CH2:14]

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 32898Isodecanol

Product 1

HCID 14899Isodecyl acrylate

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

To 157 g isodecyl alcohol in 200 ml xylene is added 117 g AA, 1.0 g HQ and 2.0Q PTSA. The reaction mixture is heated for 2 hrs. at reflux (140° C) while the water of reaction is collected (17 ml). The reaction mixture is cooled and the xylene removed under reduced pressure to give 250 g isodecyl acrylate. The analytical data for this acrylate is shown below.

Workup

  1. temperatureThe reaction mixture is heated for 2 hrs
  2. customis collected (17 ml)
  3. temperatureThe reaction mixture is cooled
  4. customthe xylene removed under reduced pressure

Sources & evidence

ORD record
ord-7aeb45784b7e46019546e24d9d59e0ae
Source dataset
uspto-grants-1977_07
Patent number
US04035409

Linked notes

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