Chapter-11 Alcohols, Phenols and Ethers S Haceabissacoi inadinsheadl WISEAGN 2 Drawthe structure of2,6-dimethyl phenol, [A/Set11 2011] 3. Give the TUPAC name of the following compound : ci-@=e—cH0H eel, [Fowign Set 2011] 4. Draw thestructural formula of 2snethylpropan-2-ol molecule [Dethi Set-t 2012) S_ Drawthe structure of hex-1-en-3-ol compound [Delhi Sei-1U 2012) Sine ae ee) 6. Describe a chemical test cach to distinguish between the following pairs. @ Ethanol and phenol, (i) 1-propanol and 2-propanol. 7. Give reason forthe following (@_ maminophenol is stronger acid than o-anninophenol Gi Alcoiol acts as weak base. [ar 2005] 8. Givereason forthe following (@ Propanol has higher boiling point than that of the hydrocarbon butane. i) Preparation af ether by acid dehydration of secondary and tertiary alcohols is not a suitable method. [Dethi 2008) 9. Name thereagents and write the chemical equations for the preparation of the following compounds by Williamson's synthesis (@_Ethoxy benzene. Gi) 2-Methyl-2-methosy propane. ii) Why do phenols not give the protonation reaction [ar 2008) rei tar 20m 10. Canpetethefoving tion quate & (oa e600 cron Gi) Sr sei —2 [ar 2009, ow 11, How are the following conversions carried cut? (@ Benzyl chloride to benzyl aleohol ) Methyl magnesium bromide to propan-2-ol 2-methyl [ar 20/0) 12, How are the following conversion carried out? @ Propene to propan-2-ol i) Ethylmagnesium chloride to propan -ol. [4 2010] 13, How would you convert the following: (@ Phenol to benzoquinone, Gi) Propanone to 2-methylpropan-2-ol. i) Propene to propan-2-ol lar 2010) 14, Explain the following reactions with an example foreach: (@_ Reimer-Tiernnn reaction, ) Friedel-Crafts reaction. [ett 2010) 15, Explain the following giving one example for each: (@_ Reimer-Tiemann reaction, (i) Friedel Craft’s acetylation of anisole [Delhi Sat 2010) 16, How would you obtain @ Pierie acid (2, 4, 6-trinitrophenol) from phenol ) 2-Methyl propene from 2-methyl propanol? [Delhi see-r 2011) 17. How would you obtain the following: (@_ Berzoquinone trorn phenol Gi) 2-Methy propan-2-o1 from methyl magnesium bromide Gi) Prapan-2-o1 from propene? [AP SetcI 2011, Foreign Set-T and If 2011) 18, Draw the ructure and name the product formed if the following alcohols are oxidized, Assume that an excess of oxidising agent is used @ CHCH,CHCHOH Gi) 2-butenol (ii) 2methyl-1-propanol [Detht Set- 2012] 19, Explain the mechanism of acid catalysed hydration of an allene to form corresponding aleohol, [AP Set-P 20/2] 20, Explain the following bebaviouss (@ Alcohols are more soluble in water than the hnydrccarbone of comparable molecular maztes. Gi) Ortho-nitrophenol is more acidic than ortho~ Inethoxyphenol [al Set-1 2022]