Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Santene | HCID 10720 | — |
| Reactant | 3-Methylbicyclo(2.2.1)heptane-2-methanol | HCID 97995 | — |
| Reactant | 3-Methyl-2-methylenenorbornane | HCID 12304420 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86610881 | HCID 86610881 | — |
Reaction Steps
In a 3 L four-necked flask were placed 820 g of benzene and 53 g of concentrated sulfuric acid, to which 428 g of the dehydration product of 2-hydroxymethyl-3-methylbicyclo[2.2.1]heptane containing 2-methylene-3-methylbicyclo[2.2.1]heptane and 2,3-dimethylbicyclo[2.2.1]hept-2-ene as main ingredients was added dropwise over 3 hours to perform alkylation. The reaction mixture was washed with a dilute aqueous NaOH solution and with a saturated aqueous sodium chloride solution. After the removal of unreacted benzene by distillation, the washed mixture was placed in a 2 L autoclave together with 18 g of a nickel/diatomaceous earth hydrogenation catalyst (N-113, manufactured by Nikki Chemical Co., Ltd.) and was hydrogenated (hydrogen pressure: 2 MPa, reaction temperature: 250° C., reaction time: 8 hours). After completion of the reaction, the catalyst was removed by filtration and the filtrate was distilled under reduced pressure to obtain 210 g of the desired cyclohexyl-dimethylbicyclo[2.2.1]heptane (Fluid D). The results of the measurements of the properties and the traction coefficient are shown in Table 1, from which it will be appreciated that the traction coefficient is low.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964540B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-b0c91c65cdb24004bd5cb2536d5b3953 |
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| Source note | uspto-grants-2011_06 |
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