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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513556Generated: November 3, 2026

Benzene → (1-Methylcyclohexyl)benzene

https://huagongshe.com/reaction/1513556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantSulfuric AcidHCID 1118—
Reactant1-MethylcyclohexeneHCID 11574—
Product(1-Methylcyclohexyl)benzeneHCID 18199336.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixed solution of 75.0 ml (632 mmol) of 1-methyl-1-cyclohexene and 56.4 ml (632 mmol) of benzene was added at 0° C. dropwise to 225.6 ml (2.53 mol) benzene solution of 231 g (2.36 mol) of sulfuric acid spending 1.5 hours, followed by stirring at 0° C. for 1.5 hours. The reaction solution was quenched by adding 300 ml of water, and the water layer was separated. The thus obtained organic layer was washed with 100 ml of saturated sodium hydrogen carbonate aqueous solution, 100 ml of water and 100 ml of saturated brine and dried with anhydrous sodium sulfate. After filtering the desiccant, the filtrate was concentrated to obtain crude 1-methylcyclohexylbenzene. By purifying the thus obtained crude 1-methylcyclohexylbenzene by distillation under a reduced pressure (from 110 to 113° C./10 mmHg), 40.2 g of the specified substance was obtained with a yield of 36.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217204B2
Source datasetuspto-grants-2012_07
ORD IDord-0785234833db4960a8729fbb9883c58e
Source noteuspto-grants-2012_07