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Isoprene → Isoprene methyl methacrylate

HRID 484922
Notes
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Reaction equation

HRID 484922 reaction equation
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].[C:6]([O:11][CH3:12])(=[O:10])[C:7]([CH3:9])=[CH2:8].C(S)CCCCCCCCCCC.[O-]O.C1(C(C)C)C=CC=CC=1.[O-]P(OP([O-])([O-])=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].S([O-])(OCCCCCCCCCCCC)(=O)=O.[Na+]>O>[CH2:1]=[CH:2][C:3](=[CH2:4])[CH3:5].[C:6]([O:11][CH3:12])(=[O:10])[C:7]([CH3:9])=[CH2:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 6

HCID 6557IsopreneHCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 24403Tetrasodium PyrophosphateHCID 3423265Sodium Lauryl SulfateHCID 53627471Cumen hydroperoxide

Product 1

HCID 18993826
Isoprene methyl methacrylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

An isoprene-methyl methacrylate copolymer is prepared according to Example 17, except that the polymerization temperature is maintained between 25°-28° C. by cooling with ice water. The quantities of the reactants are as follows: 50 grams isoprene, 28 grams methyl methacrylate, 0.16 grams n-dodecyl mercaptan, 0.16 grams cumene hydroperoxide, 150 ml. deionized water, 0.30 grams ferrous sulfate heptahydrate, 0.28 grams tetrasodium pyrophosphate, 0.78 grams sodium lauryl sulfate, and 2.43 grams Triton X-405® (70% aqueous). 12 grams of the copolymer are recovered and the NMR spectrum of the copolymer shows that the copolymer contains 66.7 mole percent isoprene.

Workup

  1. temperatureis maintained between 25°-28° C.
  2. custom12 grams of the copolymer are recovered

Sources & evidence

ORD record
ord-154895bc7a1d482dbd0a004fe8adda10
Source dataset
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04533482

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes