Phenyl isocyanate → 1-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide

반응식

CC1CCP(=O)(C2C=CC=CC=2)C=1.[CH3:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([N:26]=[C:27]=O)([CH3:25])[CH3:24])[CH:18]=1)=[CH2:16].[C:29]1([N:35]=C=O)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C1(N=C=NC2C=CC=CC=2)C=CC=CC=1>>[C:29]1([N:35]=[C:27]=[N:26][C:23]([C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:15]([CH3:14])=[CH2:16])[CH:18]=2)([CH3:25])[CH3:24])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

참가 물질

반응물 4

HCID 7672Phenyl isocyanate

HCID 697221H-Phosphole, 2,3-dihydro-4-methyl-1-phenyl-, 1-oxide

HCID 98693N,N'-Methanetetraylbis(benzenamine)

HCID 6041521-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

생성물 1

HCID 231929181-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide

실험 절차

We combined 0.3182 g 3-methyl-1-phenyl-2-phospholene-1-oxide (MPPO), m-TMI [2-(3-isopropenylphenyl)-2-propylisocyanate], and 19.31 g phenyl isocyanate. After heating at 140°-150° C. for 14 hours, IR showed nearly complete conversion of isocyanates to carbodiimides. GC-MS integrated ionization current shows a response of 265944 units for the title mixed product, 3558 units for the diphenyl carbodiimide, and 3602 units for the ditertiarycarbodiimide. Assuming that the detector sensitivity for the mixed product is the same, the selectivity for the mixed product is the average of the two other products, the reaction selectivity for the mixed product is 265944/(265944+3602+3558) or 97%, so the maximum yield of either mixed product is 3%.