Azobisisobutyronitrile → Methyl Methacrylate

HRID 2290985Notes

Reaction equation

HRID 2290985 reaction equation
C[CH2:2][O:3][CH2:4][CH2:5]O.[C:7]([O:12][CH3:13])(=[O:11])[C:8]([CH3:10])=[CH2:9].[C:14]([O:19][CH2:20][CH2:21][OH:22])(=[O:18])[C:15]([CH3:17])=[CH2:16].CC(N=NC(C#N)(C)C)(C#N)C>>[C:7]([O:12][CH2:13][CH2:5][CH:4]1[O:3][CH2:2]1)(=[O:11])[C:8]([CH3:10])=[CH2:9].[C:14]([O:19][CH3:20])(=[O:18])[C:15]([CH3:17])=[CH2:16].[C:14]([O:19][CH2:20][CH2:21][OH:22])(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

7

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 6658Methyl MethacrylateHCID 8076Glycol monoethyl etherHCID 133602-Hydroxyethyl Methacrylate

Product 3

HCID 6658Methyl MethacrylateHCID 133602-Hydroxyethyl MethacrylateHCID 217271272-(Oxiran-2-yl)ethyl 2-methylprop-2-enoate

Conditions

Temperature
90 °C

Procedure

To 140 g of ethyl cellosolve were added 42 g of 3,4-epoxybutyl methacrylate⟦,9⟧, 9 g of methyl methacrylate, 9 g of hydroxyethyl methacrylate and 0.3 g of AIBN. The mixture was gently stirred and heated up to 90° C. During this treatment, nitrogen was continuously blown into the reaction system for more than about four hours. Consequently obtained was a light yellow solution measuring approximately 80 CPS in viscosity (molecular weight about 18,000). Thus a copolymer of 3,4-epoxybutyl methacrylate, methyl methacrylate and hydroxyethyl methacrylate was formed.

Workup

  1. waitDuring this treatment, nitrogen was continuously blown into the reaction system for more than about four hours
  2. customConsequently obtained

Sources & evidence

ORD record
ord-ff4db803c49f43399aed17529bcf0ea0
Source dataset
uspto-grants-1986_10
Patent number
USRE032272

Reaction notes

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