CBSE Questions for Class 12 Medical Chemistry Alcohols, Phenols And Ethers Quiz 6 - MCQExams.com

(A) $$CH_3-\underset{\underset{\,\,\,\,CH_3}{|}}CH-CH_2-CH_2-OH$$
(B) $$CH_3-\overset { \underset { | }{ \, \, \, \, \,  OH }  }{ \underset { \overset { | }{ \, \, \, \, \, CH_{ 3 } }  }{ C }  }-CH_2-CH_3 $$
(C) $$CH_3\overset{\overset{CH_3}{|\,\,\,\,\,}}{CH}-\overset{\overset{OH}{|\,\,\,}}{CH}-CH_3$$
The order of given alkanols $$A,B,C$$  in their reactivity towards acid catalysed dehydration is:
  • $$A> B> C$$
  • $$B> A> C$$
  • $$B> C> A$$
  • $$C> B> A$$
Dehydration of the following in increasing order is:
773158_f790ce03ae684e8281261acd5bc9dc0a.png
  • $$I < II < III < IV$$
  • $$II < III < IV < I$$
  • $$I < III < II < IV$$
  • $$I < IV < II < III$$
The correct decreasing order of dehydration of following alcohols with conc. $$H_2SO_4$$ is:
874563_a300cdb3823d4346b9f6d9539a0a0279.png
  • C > A > B > D
  • D > A > C > B
  • A > B > C > D
  • D > C > A > B
Methylphenyl ether can be obtained by reacting :
  • phenolate ions and methyl iodide
  • methoxide ions and bromobenzene
  • methanol and phenol
  • bromo benzene and methyl bromide
The correct statements about squaric acid?

877196_ac6e7b9bf7fc43bc8b32da56d9dc614a.png
  • It is stronger acid than phenol
  • It can form two conjugate base
  • It can liberate $$CO_2$$ from $$NaHCO_3$$
  • The diconjugate base of squaric acid has all $$C-C$$ bond lengths are equal
Correct representation of 3- methylpent-3-en-2-ol is :
In the series of reaction,the product $$D$$ is a/an :
879303_7d336c66357f4a759b945bafbd2feee6.png
  • Alcohol
  • Ketone
  • Aldehyde
  • Carboxylic acid
Which of the following is best method to prepare phenyl-t-butyl ether?
  • $$(CH_{3})_{3}C - O^{-}Na^{+} + C_{6}H_{5}Br$$
  • $$C_{6}H_{5}ONa + (CH_{3})_{3}CCl$$
  • $$(CH_{3})_{2}C = CH_{2}\xrightarrow[C_6H_5OH]{Hg(OCOCH_3)_{2}} \overset{NaBH_4}{\rightarrow}$$
  • None of these
The best method to prepare 3-methylbutan-2-ol from 3-methylbut-1-ene is:
  • addition of water in presence of dil. $$H_2SO_4$$
  • addition of $$HCI$$ followed by reaction with dil. $$NaOH$$
  • hydroboration - oxidation reaction
  • Reimer - Tiemann reaction.
Product of the above reaction is:
880766_d49079fa543141cf9db89bc84b6abc2f.png
A hydrocarbon $$'A' (C_{3}H_{8})$$ on treatment with chlorine in presence of sunlight yielded compound $$'B'$$ as the major product. Reaction of $$'B'$$ with aqueous $$KOH$$ gave $$'C'$$ which on treatment with concentrated $$H_{2}SO_{4}$$ yielded $$'D'$$. Hydrogenation of $$'D'$$ gave back $$'A'$$. The sequence of reactions involved in the above conversion is:
  • Substitution, Substitution, Addition, Dehydration
  • Substitution, Substitution, Dehydration, Addition
  • Substitution, Dehydration, Addition, Addition
  • Addition, Substitution, Dehydration, Substitution
The correct IUPAC name of the compound is ?
928651_dfd29716a25f4b6192decc669a22230b.png
  • 2-ethyl-1-chlorocyclohexanol
  • 4-chloro-5-ethylcyclhexanol
  • 4-hydroxy-2-ethyl-1-chlorocycloheane
  • 4chloro-3-ethylcyclohexanol
Alcohols of low molecular weight are:
  • soluble in water
  • soluble in water on heating
  • insoluble in water
  • insoluble in all solvents.
IUPAC name of $$CH_3CH_2CH_2{\underset {CH_2OH}{\underset{|}{CH}}}-CH_2CH_3$$ is:
  • 3 -propylbutan-1-ol
  • 2-Ethylpentan - 1 - ol
  • 3- methyl hydroxyhexane
  • 2- ethyl -2 - propyl ethanol
Consider the following reaction,
$$Phenol\overset{Zn\,dust}{\rightarrow}X \xrightarrow[anhyd.Alcl_3]{CH_3Cl} Y \overset{alkalineKMnO_4}{\longrightarrow}Z$$
The product Z is:
  • benzaldehyde
  • benzoic acid
  • benzene
  • toluene
Which compound is the most soluble in water?
  • Chloroethane
  • Ethanol
  • Ethanal
  • Ethylene glycol
Which of the following alcohols is the least soluble in water?
  • Ethanol
  • 1-Propanol
  • 1-Butanol
  • 1-Pentanol
Which of the following statements is not correctly showing the trend of the properties mentioned ?
  • $$CH_3CH_2OH > CH_3CH_2CH_2OH > \underset {(Solubility)}{CH_3CH_2CH_2CH_2OH}$$
  • $$CH_3CH_2OH > CH_3CH_2CH_2OH > \underset {(Boiling point)}{CH_3CH_2CH_2CH_2OH}$$
  • $$CH_3CH_2CH_2OH > CH_3{\underset{CH_3}{\underset{|}{CH}}}-CH_2OH >\underset{Boiling \, point}{CH_3-\underset{CH_3}{\underset{|}{\overset{CH_3}{\overset{|}C}}}-OH}$$
  • $$CH_3-{\underset{CH_3}{\underset{|}{\overset{CH_3}{\overset{|}{C}}}}}-OH$$<$$CH_3{\underset{CH_3}{\underset{|}{CH}}}-CH_2OH$$ <$$CH_3CH_2CH_CH_2OH$$
Which of the following has highest boiling point?
  • Benzene
  • Phenol
  • Toluene
  • Ethylbenzene
Vapours of an alcohol X when passed over hot reduced copper, produce an alkene, the alcohol is:
  • primary alcohol
  • secondary alcohol
  • tertiary alcohol
  • dihydric alcohol
Ether is obtained from ethyl alcohol in presence of $$H_2SO_4$$ at?
  • 113 K
  • 443 K
  • 413 K
  • 213 K
$$(CH_3)_3C - CH_2OH\xrightarrow[170^0C]{Conc.H_2SO_4}$$ X
In the reaction , X is:
  • $$(CH_3)_2C = CHCH_3$$
  • $$(CH_3)_{2}C = CH_{2}$$
  • $$(CH_3)_2CHCH_2CH_3$$
  • $$CH_3-CH_2-\underset{CH_3}{\underset{|}C}=CH_2$$
Unlike phenol, 2,4-dinitrophenol is soluble in sodium carbonate solution in water because ?
  • presence of two - $$NO_2$$ groups in the ring makes 2 , 4 - dinitrophenol a stronger acid than phenol.
  • presence of two - $$NO_2$$ groups in the ring makes 2 , 4 - dinitrophenol a weaker acid than phenol.
  • presence of two $$-NO_2$$ groups make the hydrogen bonding easier, making 2 , 4-dinitrophenol soluble.
  • nitro group reacts with $$Na_2CO_3$$ while -$$OH$$ group does not.
Which of the following synthesis given $$3$$-methyl-$$1$$-hexanol?
  • $$2-Bromohexane \xrightarrow[dry \, ether]{Mg} \,\, \xrightarrow[(ii) H_3 O^+]{(i) HCHO}$$
  • $$3-Bromopentane \xrightarrow[dry \, ether]{Mg} \,\, \xrightarrow[(ii) H_3O^+]{(i) CH_3 CHO}$$
  • $$1 - Bromobutane \xrightarrow[dry \, ether]{Mg} \,\, \xrightarrow[(ii) H_3 O^+]{(i) CH_3 COCH_3}$$
An alcohol X on heating with concentrated $$H_2SO_4$$ gives an alkene Y which can show geometrical isomerism.The alcohol X is?
  • $$CH_3CH_2OCH_3$$
  • $$CH_3CH_2CHO$$
  • $$CH_3CH_2CH_2OH$$
  • $$CH_3CH_2CH(OH)CH_3$$
Methyl alcohol is industrially prepared by the action of ?
  • $$CH_3COCH_3$$
  • $$CO + H_2$$
  • $$CH_3COOH $$
  • $$C_2H_5OH$$
Which of the following compounds will react with sodium hydroxide solution in water ?
  • $$C_6H_5OH$$
  • $$C_6H_5CH_2OH$$
  • $$(CH_3)_3COH$$
  • $$C_2H_5OH$$
Give IUPAC name of the compound given below :
$$CH_3-\underset{Cl}{\underset{|}C}H-CH_2-CH_2-\underset{OH}{\underset{|}C}H-CH_3$$
  • 2- Chloro - 5 - hydroxyhexane
  • 2 - Hydroxy - 5 - chlorohexane
  • 5 - Chlorohexan - 2 - ol
  • 2 - Chlorohexan - 5 - ol
$$ \xrightarrow [  ]{ mix\quad kBr+kBrO_{ 3 }\quad  }  $$ ( major)
1378655_64a8da13d1094c39a704351187e5116a.PNG
The order of reactivity of following alcohols with halogen acids is ______
(I) $$CH_3CH_2 - CH_2-OH$$ 

(II) $$CH_3CH_2-(CH_3)CH-OH$$

(III) $$CH_3CH_2 - {\underset{CH_3}{\underset{|}{\overset{CH_3}{\overset{|}{C}}}}}-OH$$
  • (I) > (II) > (III)
  • (III) > (II) > (I)
  • (II) > (I) > (III)
  • (I) > (III) > (II)
The general formula for alcohol series is $$C_nH_{2n+1}OH$$. Which is the formula for alcohol contains four carbon?  
  • $$C_5H_{11}OH$$
  • $$C_4H_{9}OH$$
  • $$C_4H_{8}OH$$
  • $$C_3H_{8}OH$$
Compound $$C_2H_6O$$ has two isomers X and Y. On reaction with $$HI$$, X gives alkyl iodide and water while Y gives alkyl iodide and alcohol.Compounds X and Y are respectively :
  • $$C_2H_5OC_2H_5\, and \,CH_3OC_2H_5$$
  • $$CH_3OCH_3 \,and \,C_2H_5OCH_3$$
  • $$C_2H_5OH \,and \, CH_3OCH_3$$
  • $$CH_3OH \,and \, CH_3OCH_3$$
Diethyl ether when refluxed with excess of HI gives two molecules of (i). Ethers can be most commonly prepared by reaction of (ii) and (iii) . The method is called (iv).
(i), (ii),(iii) and (iv) respectively are?
  • ethyl iodide, sodium alkoxide , alkyl halide, Williamson's synthesis
  • ethanol, alcohol , alkyl halide , substitution
  • methyl iodide, Grignard's reagent , alkyl halide , Williamson's synthesis
  • ethyl iodide, phenol, ethyl iodide, esterification
Based on above isomers answer the following.
Which isomers on dehydration with conc. $$H_2SO_4$$ give alkene which is capable to show geometrical isomerism?

991889_ad5fce8c290d4ea3842a60f168890e11.png
  • g, h, f
  • b, d, a
  • a, b, c.
  • None of these
The major product formed during the reaction of 1- methyl cyclopentene with $$CH_3CO_3H$$ is:
Based on above isomers answer the following.
Which isomer on dehydration with conc. $$H_3PO_4$$ undergo maximum rearrangement?

991889_ad5fce8c290d4ea3842a60f168890e11.png
  • a
  • c
  • e
  • b
Cis-3-hexene $$\xrightarrow{(a)}$$ meso 3,4-hexanediol
trans-3-hexene $$\xrightarrow{(b)}$$ meso 3,4-hexanediol.
Choose pair of reagent (a, b) for above conversions.
  • Cold $$KMnO_4, OsO_4$$
  • Cold $$KMnO_4, RCO_3H/H_3O^\bigoplus$$
  • $$RCO_3H/H_3O^\bigoplus, \, cold \, KMnO_4$$
  • None of these
Reaction of $$R-2-$$butanol with $$p-$$toluenesulphonyl chloride in pyridine followed by reaction with $$LiBr$$ gives:
  • $$R-1-$$butyl bromide
  • $$R-2-$$butyl tosylare
  • $$R-1-$$butyl tosylate
  • $$R-2-$$butyl bromide
Propene $$CH_{3} - CH = CH_{2}$$ can be converted into $$1$$-propanol by oxidation. Indicate which sets of reagents amongst the following is ideal to effect the above conversion?
  • $$KMnO_{4}$$ (alkaline)
  • Osmimum tetroxide $$(OsO_{4}/CH_{2}Cl_{2})$$
  • $$B_{2} H_{6}$$ and alk $$H_{2}O_{2}$$
  • $$O_{3}$$ and $$Zn/H_{2}O$$
Product of the reaction is : 
989548_f3c8b3e162954ac2b64b8e1609684ebc.png
$$CH_3-CH_2-CH_2-CH_2-
\overset{CH_3}{\overset{|}{\underset{CH_3}{\underset{|}{C}}}}-CH_2-CH_2-OH\xrightarrow[\Delta]{H^+}\underset{(major)}{(A)}$$
Product (A) is:
  • $$CH_3-CH_2-CH_2-CH_2-\underset{CH_3}{\underset{|}{C}}=CH-CH_3$$
  • $$CH_3-(CH_2)_3-C(CH_3)=C(CH_3)_2$$
  • $$CH_3-CH_2-CH_2-CH_2-\underset{CH_3}{\underset{|}{C}}=CH_2$$
  • $$CH_3-CH_2-\underset{CH_3}{\underset{|}{CH}}-CH_2-\overset{CH_3}{\overset{|}{C}}=CH_2$$
Trans - cyclohexane -1,2- diol can be obtained by the reaction of cyclohexene with :
  • $$KMnO_4$$
  • $$OsO_4$$
  • peroxy formic acid /$$ H_3 O^+$$
  • $$SeO_2$$
Energy profile diagram for dehydration of 2-butanol using conc.$$H_2SO_4$$ is given below.
Product (b) of above reaction is :
990368_30d9f11b185645d083b23ba7d8df33d0.png
  • 1-butene
  • cis-2-butene
  • trans-2-butene
  • iso-butene
Product (Q) in this reaction is?
995536_b6922342d9274bc3b5ff124f20880ca2.png
Which of the following procedures would be best for the preparation of phenyl benzyl ether?
$$C_6H_5OCH_2C_6H_5$$.
  • $$C_6H_5Cl+C_6H_5H_2O^{(-)}Na^{(+)}$$
  • $$C_6H_5O^{(-)}Na^{(+)}+C_6H_5CH_2Cl$$
  • $$2C_6H_5Cl+Na_2O$$
  • $$2C_6H_5MgBr+CH_2O$$
An organic compound having the molecular formula $$C_8H_{10}O$$ on being heated with $$I_2$$ and dilute NaOH gives a yellow precipitate. The expected compound is?
  • $$C_6H_5CH_2CH_2OH$$
Final product $$A$$ is:
992354_2c594cf343d849829eb1fa66c9c3a1f3.png
  • $$CH_{2} = C = CH_{2}$$
Select the best method for the preparation of the following compounds :
993125_fbbd54ccb30f4528947e7d495987edb1.png
  • reaction of cyclohexanone with $$CH_{3}Li$$
  • reaction of $$1-$$methylcyclohexene with $$Hg(OAc)_{2}$$ followed by $$NaBH_{4}$$
  • reaction of cyclohexene with $$BH_{4} ; NaOH/H_{2}O_{2}$$, followed by $$CH_{3}Br$$
  • reaction of cyclohexene with $$MCPBA$$, followed by $$CH_{ 3 }MgBr$$
What is the product obtained by heating the following allylic ether of phenol?
995532_2d7000a702114469bda56322dbc4e8f7.png
The structure of the product formed in the reaction given below is :
993234_d3bd9f167c794655941be37e3650b79d.png
0:0:1


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