Arrange the following compounds in decreasing order of acidity:
H2O, R-OH, HC = CH
Decreasing order of acidify is:
H2O>R-OH>HC = CH
Give equations of the following reactions:
(i)Oxidation of propan-l-ol with alkaline KMnO4 solution.
(ii)Bromine in CS2 with phenol.
(iii)Dilute HNO3 acid with phehoL
(iv)Treating phenol with chloroform in presence of aqueous NaOH.
Assertion (A): Phenols give o-nitrophenol and p-nitrophenol on nitration with cone. HNO3 and H2SO4 mixture.
Reason (R): -OH group in phenol is o-,p-directing.
Explain why alcohols and ethers of comparable molecular mass have different boiling points.
Explain the following with an example
(i) Kolbe's reaction (ii) Reimer – Tiemann reaction –
(iii) Williamson ether synthesis (iv) Unsymmetrical ether
Assertion (A): o-Nitrophenol is less soluble in water than the m- and p-isomers.
Reason (R): m-Nitrophenol and p-Nitrophenol exists as associated molecules.
Assertion (A): p-Nitrophcnol is more acidic than phenol.
Reason (R): Nitro group helps in the stabilization of the phenoxide ion by dispersal of negative charge due to resonance.
How is 1-propoxypropane synthesised from propan-l-ol? Write the mechanism of this reaction.
Assertion (A): Bond angle in ethers is slightly less than the tetrahedral angle. Reason (R): There is a repulsion between the two bulky (-R) groups.
Assertion (A): Boiling points of alcohols and ethers are high.
Reason (R): They can form intermolecular hydrogen bonding.
Assertion (A): Ethanol is a weaker acid than phenol.
Reason (R): Sodium ethoxide may be prepared by the reaction of ethanol with aqueous NaOH.
Which of the following is an appropriate set of reactants for the preparation of l-methoxy-4- nitrobenzene and why?
Mark the correct increasing order of reactivity of the following compounds with HBr/HCl.
Arrange the following compounds in increasing order of acidity and give a suitable explanation:
Phenol, o-Nitrophenol, o-Cresol
Name the enzymes and write the reactions involved in the preparation of ethanol from sucrose by fermentation.
Explain why is OH group in phenols more strongly held as compared to OH group in alcohols.
Write structures of the compounds whose IUPAC names are as follows:
(i)2-Methylbutan-2-ol
(ii)l-Phcnylpropan-2-ol
(iii)3,5-DimethyIhexane-l,3,5-triol
(iv)2,3-Dicthylphenol
(v)1-Ethoxypropane
(vi)2-Ethoxy-3-methylpentane
(vii) Cyclohexylmethanol
(viii) 3-Cyclohexylpcntan-3-ol
(ix)Cyclopcnt-3-en-l-ol
(x)4-ChIoro-3-ethylbutan-l-ol
Illustrate with examples the limitations of Willamson synthesis for the preparation of certain types of ethers.
Assertion (A): IUPAC name of the compound
Reason (R): In IUPAC nomenclature, ether is regarded as hydrocarbon derivative in which a hydrogen atom is replaced by -OR or -OAr group [where R = alkyl group and Ar = aryl group]
Assertion (A): Like bromination of benzene, bromination of phenol is also carried out in the presence of Lewis acid.
Reason (R): Lewis acid polarizes the bromine molecule.
Explain a process in which a biocatalyst is used in industrial preparation of a compound known to you.
Give structures of the products you would expect when each of the following alcohol reacts with (a)HCl-ZnCl2 (b)HBrand (c) SOCl2
(i)Butan-1-ol
(ii)2-Methylbutan-2-ol
Predict the major product of acid catalysed dehydration of
(i) 1-nicthylcyclohcxanoland
(ii) butan-1-ol
Write the equations involved in the following reactions:
(i) Reimer-Tiemann reaction
(ii) Kolbe's reaction
Explain how does the – OH group attached to a carbon of benzene ring activate it towards electrophilic substitution?
Write the structures of the isomers of alcohols with molecular formula C4H10O. Which one of these isomers exhibits optical activity?
Preparation of alcohols from alkenes involves the electrophilic attack on alkene carbon atom. Explain its mechanism.
In Kolbe's reaction, instead of phenol, phenoxide ion is treated with carbon dioxide. Why?
Arrange water, ethanol and, phenol in increasing order of acidity and give reason for your answer.
Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.
When 3-methylbutant 2-ol is treated with HBr, the following reaction takes place:
Give a mechanism for this reaction.
(Hint: The secondary carbocation formed in step II rearranges to a more stable tertiary carbocation by a hydride ion shift from 3rd carbon atom.)
