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Organic Chemistry

Blazing goIITian

Joined:	25 Oct 2008
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27 Feb 2009 12:38:51 IST

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331

Conversionsa) Anisole to phenolb)Propene to propan -2- olc)propanone to propened)benz

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Conversionsa) Anisole to phenolb)Propene to propan -2- olc)propanone to propened)benzaldehyde to 3- phenyl propene-1- ole) nitrobenzene to phenolf) p- toluidine to 2- bromo-4 - methylanilineg)toluene to -hydroxy phenylacetic acidh) 3- nitrobromobenzene to 3- nitrobenzoic acid

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Feuer Zaber

Blazing goIITian

Joined: 12 Jul 2008

Posts: 310

27 Feb 2009 13:18:42 IST

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anisole + CH₃Cl----------->Phenol
Add water in presence of acid
Heat over Cu at 573K
Add CH₃CHO over NaOH.Heat .Ph-CH=CH-CHO is formed.reduce it.
Form diazonium salt.treat it with water.
Treat it wih (CH₃CO)₂O,and then brominate with Fe/HCL

tina

Blazing goIITian

Joined: 25 Oct 2008

Posts: 302

27 Feb 2009 13:20:39 IST

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Pls. write the steps properly of each reaction differently

Feuer Zaber

Blazing goIITian

Joined: 12 Jul 2008

Posts: 310

27 Feb 2009 13:24:29 IST

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Ok.I'm just typing that's why.

Each line corresponds to each of your questions.

AS for the last two

7.Clorinate it.It will become Ph-CH₂CL.Treat it with KCN and hydrolyse completely.So,it becomes Ph-CH₂COOH.Treat with X₂/P (HEll Volhard Zelinsky) and treat with Koh.So it become

Ph-CH(Cl)COOH ------------> PhCH(OH)COOH

Madhusudan Chavan

Forum Expert

Joined: 9 Mar 2007

Posts: 2554

27 Feb 2009 19:51:51 IST

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1) Anisole to phenol : By the action of HI at 373 K; C6H5-OCH3 + HI .....>C6H5OH + CH3I

2) Propene to Propan-2-ol : By the addition of HBr followed by hydrolysis with aq. KOH or simply by the addition of water in presence of dil sulphuric acid. CH2=CH-CH3 + HBr ....> CH3CHBrCH3 + KOH ......> CH3CH(OH)CH3 OR

CH2=CH-CH3 + HOH in presence of H+ ......> CH3CH(OH)CH3

3) Propanone to propene : By reduction with H2/Ni to propan-2-ol followed by dehydration with 60% sulphuric acid.

CH3COCH3 + H2 .....> CH3CHOHCH3 .......>CH2=CHCH3

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