HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226669Generated: October 31, 2026
Phenyl isocyanate → 1-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide
https://huagongshe.com/reaction/2226669
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Benzyl acetate | HCID 8785 | — |
| Reactant | N,N'-Methanetetraylbis(benzenamine) | HCID 98693 | — |
| Reactant | Carbodiimide | HCID 160435 | — |
| Reactant | 1-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene | HCID 604152 | — |
| Product | 1-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide | HCID 23192918 | — |
Reaction Steps
We combined 0.0982 g TPAO, 19.30 g benzyl acetate (internal standard), 60.40 g of m-TMI, and 35.77 g phenyl isocyanate. Heating at 150° C. was carried out for 6 hours; at 2 hours IR showed nearly complete conversion of isocyanates to carbodiimides. GC-FID showed that product was predominantly the title carbodiimide (89.3%), unreacted TMI (4.2%) and 1,3-bis[2-(3-isopropenylphenyl-2-propyl]carbodiimide (4.2%) and 1,3-diphenylcarbodiimide (2.9%) versus internal standard. Material from this Example was distilled to obtain in 71% recovery on products of a purified sample (92% pure) of the title product and in 6% recovery on products of a crude (66% purity) sample of the same product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05349087 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-497290c8a99b4017950a758691d6e987 |
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| Source note | uspto-grants-1994_09 |
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