Organic Chemistry

Niladri Chakraborty's Avatar
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12 Mar 2012 18:17:24 IST
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Convert phenol to hexamethylbenzene in one step
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dhilipan1995's Avatar

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12 Mar 2012 19:10:51 IST
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phenol+ 6CH3OH in presence of aluminium oxide gives the answer
Niladri Chakraborty's Avatar

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12 Mar 2012 19:55:08 IST
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forgot to mention.. the yield of the product should be more than 50 percent.
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13 Mar 2012 23:27:42 IST
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i dont know the reagent but am curious to know how can both stp up and oidation b done at d same tym....waiting 4 ur response niladri
Madhusudan Chavan's Avatar

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14 Mar 2012 16:30:50 IST
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 A solution of 100 g. (1.06 moles) of phenol in 1 l. of methanol is allowed to drop at a rate of 110 ml. per hour (Note 1) over an activated alumina catalyst (Note 2) heated to 530° (Note 3). The exit from the hot tube is attached to a receiver arranged to lead by-product gases to an efficient hood (Note 4). After addition of the methanol solution is finished, the pale yellow product is transferred to a Büchner funnel and washed with methanol. The yield of crude product melting at 135–145° is 112–115 g. (65–67%). Recrystallization from ethanol (50 g. in 650 ml.)gives 85% recovery or from benzene (50 g. in 130 ml.) gives 60% recovery of colorless hexamethylbenzene, m.p. 165–166°.

2. Notes
1. The submitters used a rate of 250 ml. per hour with a 2-in.-diameter tube, 16 in. long, packed with 300 g. of alumina, and a temperature in the catalyst bed about 370–380°. The checkers used 34 g. of alumina packed in a 7/8-in.-diameter tube 13 in. long.
2. The submitters used 4- to 8-mesh alumina from Peter Spence and Sons, Widnes, Lancashire, England. The checkers used 8- to 14-mesh Alorco H-41 obtained from the Aluminum Company of America, 1200 Alcoa Building, Pittsburgh 19, Pennsylvania.
3. Automatically controlling the outside of the catalyst tube to 370–400° gives a hot spot in the catalyst bed of 530° at the rate specified in equipment used by the checkers.
4. Gases formed in the reaction included carbon monoxidemethane, and hydrogen. The exact equation for the reaction is not known.



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