Nitrogen → Acrylonitrile Acrylamide 2-Hydroxyethyl Acrylate

HRID 1859096Notes

Reaction equation

HRID 1859096 reaction equation
O.[Br-].[Ca+2].[Br-].[C:5](#[N:8])[CH:6]=[CH2:7].[C:9]([NH2:13])(=[O:12])[CH:10]=[CH2:11].[C:14]([O:18][CH2:19][CH2:20][OH:21])(=[O:17])[CH:15]=[CH2:16].C(OCCOCCOC(=O)C=C)(=O)C=C.N#N>[Br-].[Br-].[Ca+2].O>[C:5](#[N:8])[CH:6]=[CH2:7].[C:9]([NH2:13])(=[O:12])[CH:10]=[CH2:11].[C:14]([O:18][CH2:19][CH2:20][OH:21])(=[O:17])[CH:15]=[CH2:16]

Participants

9

Reactant 6

HCID 947NitrogenHCID 6579Acrylamide2×HCID 7855AcrylonitrileHCID 131652-Hydroxyethyl acrylateHCID 19996Diethylene glycol diacrylateHCID 17749113Calcium bromide hydrate

Product 1

HCID 86753995Acrylonitrile Acrylamide 2-Hydroxyethyl Acrylate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 5360316Calcium BromideSolvent2×

Procedure

650 grams of calcium bromide hydrate (Aldrich, 98%) is added to 500 ml of DI water and allowed to dissolve. 100 ml of this solution is placed in an Erlenmeyer flask. 2.9565 grams (3.67 ml) of acrylonitrile (Aldrich, 99%), 1.9803 grams of acrylamide (Aldrich, 99%), 6.4702 grams (6.40 ml) of 2-hydroxyethyl acrylate (Aldrich, 96%), and 0.1498 grams (0.144 ml) of diethylene glycol diacrylate (Monomer-Polymer & Dajac Laboratories, Catalogue No. 7945) are added to the 100 ml of CaBr2 solution. Heat may be necessary to dissolve the acrylamide in the CaBr2 solution. The flask is sealed with a rubber stopper and N2 is bubbled through the solution for 30 minutes. In a 20 dram glass vial, 0.144 grams of VA-086 is added to 10 ml of DI water and allowed to dissolve. Using a syringe, 5 ml of the VA-086 solution is added to the flask containing the reactants. The flask is swirled until well mixed and placed in an oven at 80° C. overnight to allow the gel to form.

Workup

  1. dissolutionto dissolve
  2. temperatureHeat may
  3. customis bubbled through the solution for 30 minutes
  4. additionIn a 20 dram glass vial, 0.144 grams of VA-086 is added to 10 ml of DI water
  5. dissolutionto dissolve
  6. addition5 ml of the VA-086 solution is added to the flask
  7. additioncontaining the reactants
  8. additionuntil well mixed
  9. customto form

Sources & evidence

ORD record
ord-ec3644a477bb4f049f055b38bd949b4f
Source dataset
uspto-grants-2000_11
Patent number
US06153669

Reaction notes

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