Chapter 27

Vinyl carbinol is (a) \(\mathrm{HO}-\mathrm{CH}_{2}-\mathrm{CH}=\mathrm{CH}_{2}\) (b) \(\mathrm{CH}_{3}-\mathrm{C}\left(\mathrm{CH}_{2} \mathrm{OH}\right)=\mathrm{CH}_{2}\)(c) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{OH}\) (d) \(\mathrm{CH}_{3} \mathrm{C}(\mathrm{OH})=\mathrm{CH}_{2}\)

An organic compound of molecular formula \(\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}\) does not react with sodium. With excess of HI, it gives only one type of alkyl halide. The compound is (a) 1 -butanol (b) ethoxyethane (c) 1 -methoxypropane (d) 2 -methoxypropane

A compound of the formula \(\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}\) reacts with sodium and undergoes oxidation to give a carbonyl compound which does not reduce Tollen's reagent, the original compound is (a) sec-butyl alcohol (b) \(n\)-butyl alcohol (c) isobutyl alcohol (d) diethyl ether

Ethanol, on reacting with \(\mathrm{PCl}_{5}\) gives ' \(\mathrm{A}^{\prime}, \mathrm{POCl}_{3}\) and HCl. 'A' reacts with silver nitrate to form 'B' (major product) and \(\mathrm{AgCl}\). 'A' and ' \(\mathrm{B}\) ' respectively are(a) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Cl}\) and \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NO}_{2}\) (b) \(\mathrm{C}_{2} \mathrm{H}_{6}\) and \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NO}_{2}\) (c) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Cl}\) and \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OC}_{2} \mathrm{H}_{5}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{6}\) and \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OC}_{2} \mathrm{H}_{5}\)

The compound 'A' when treated with methyl alcohol and few drops of \(\mathrm{H}_{2} \mathrm{SO}_{4}\) gave smell of winter green. The compound 'A' is (a) oxalic acid (b) tartaric acid (c) salicylic acid (d) succinic acid

An organic compound 'A' reacts with methyl magnesium iodide, to form an addition product which on hydrolysis forms the compound 'B'. Compound 'B' gives blue colour salt in Victor Meyer's test. The compounds ' \(\mathrm{A}\) ' and ' \(\mathrm{B}\) ' are respectively (a) acetaldehyde and isopropyl alcohol (b) acetone and isopropyl alcohol (c) acetaldehyde and tertiary butyl alcohol (d) acetaldehyde and ethyl alcohol

The reagent required to convert propene to 1-propanol is (a) \(\mathrm{B}_{2} \mathrm{H}_{6}\) followed by \(\mathrm{H}_{2} \mathrm{O}_{2} / \mathrm{NaOH}\) (b) concentrated \(\mathrm{H}_{2} \mathrm{SO}_{4}\) followed by hydrolysis with boiling water (c) HBr followed by hydrolysis with aqueous KOH (d) \(\mathrm{Hg}\left(\mathrm{OCOCH}_{3}\right)_{2}\) followed by reduction with \(\mathrm{NaBH}_{a}\)

A compound 'A' has a molecular formula \(\mathrm{C}_{2} \mathrm{Cl}_{3} \mathrm{OH}\). It reduces Fehling's solution and on oxidation, gives a monocarboxylic acid ' \(\mathrm{B}\) '. 'A' can be obtained by the action of chlorine on ethyl alcohol. 'A' is (a) chloroform (b) chloral (c) methyl chloride (d) monochloroacetic acid

(I) 1,2 -dihydroxy benzene (II) 1,3 -dihydroxy benzene (III) 1, 4 -dihydroxy benzene (IV) Hydroxy benzene The increasing order of boiling points of above mentioned alcohols is (a) \(\mathrm{I}<\mathrm{II}<\mathrm{III}<\mathrm{IV}\) (b) \(\mathrm{I}<\mathrm{II}<\mathrm{IV}<\mathrm{III}\) (c) IV \(<\mathrm{I}<\mathrm{II}<\mathrm{III}\) (d) \(\mathrm{IV}<\mathrm{II}<\mathrm{I}<\mathrm{III}\)

Identify the product 'P' in the given reaction \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{OH}+\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{I} \quad \frac{\mathrm{O}^{-\mathrm{C}_{2} \mathrm{H}_{5}}}{\text { Anhy. }\left(\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{OH}\right)}\) (a) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OC}_{2} \mathrm{H}_{5}\) (b) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OC}_{2} \mathrm{H}_{5}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OC}_{6} \mathrm{H}_{5}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{6} \mathrm{I}\).

1-propanol and 2-propanol can be best distinguished by (a) oxidation with \(\mathrm{KMnO}_{4}\) followed by reaction with Fehling solution (b) oxidation with acidic dichromate followed by reaction with Fehling solution (c) oxidation by heating with copper followed by reaction with Fehling solution (d) oxidation with concentrated \(\mathrm{H}_{2} \mathrm{SO}_{4}\) followed by reaction

The ether c1ccc(COc2ccccc2)cc1 when treated with HI produces (1) CCc1ccccc1 (2) OCc1ccccc1 (3) Ic1ccccc1 (4) Oc1ccccc1 (a) 1,3 (b) 1,2 (c) 1,4 (d) all of these

An organic compound \(\mathrm{C}_{3} \mathrm{H}_{6} \mathrm{O}\) does not give a precipitate with 2,4 -dinitrophenylhydrazine and does not react with metallic sodium. It could be (a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CHO}\) (b) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\) (c) \(\mathrm{CH}_{3}-\mathrm{CO}-\mathrm{CH}_{3}\) (d) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{O}-\mathrm{CH}_{3}\)

The compound which gives the most stable carbonium ion on dehydration is (a) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{OH}\) (b) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COH}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (d) \(\mathrm{CH}_{3} \mathrm{CHOHCH}_{2} \mathrm{CH}_{3}\)

Phenol reacts with bromine water in carbon disulphide at low temperature to give (a) o-bromophenol (b) 0 - and p-bromophenols (c) p-bromophenol (d) \(2,4,6\)-tribromophenol

Which of the following reactions will yield propan-2-ol? \(1 \mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3}+\mathrm{H}_{2} \mathrm{O} \quad \stackrel{\mathrm{H}^{+}}{\longrightarrow}\) \(4 \mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3} \stackrel{\text { Neutral } \mathrm{KMnO}_{4}}{\longrightarrow}\) (a) 1 and 2 (b) 2 and 3 (c) 3 and 1 (d) 2 and 4

When phenol is treated with \(\mathrm{CHCl}_{3}\) and \(\mathrm{NaOH}\) followed by acidification, salicylaldehyde is obtained. Which of the following species are involved in the above mentioned reaction as intermediates? \(1 .\) Oc1ccccc1C(Cl)(Cl)Cl Oc1ccccc1C(Cl)Cl 2 \(3 .\) [O-]c1ccccc1C(Cl)Cl 4 . (a) 2,4 (b) 2,3 (c) 1,3 (d) 1,4

Identify the correct order of boiling points of the following compounds: \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (I) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CHO}\) (II) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) (III) (a) \(\mathrm{I}>\mathrm{II}>\mathrm{III}\) (b) \(\mathrm{III}>\mathrm{I}>\mathrm{II}\) (c) \(\mathrm{I}>\mathrm{III}>\mathrm{II}\) (d) III > II \(>\mathrm{I}\)

What is the major product of the following reaction: C1CCC2OCC2C1 \(\frac{\mathrm{CH}_{3} \mathrm{MgI}}{\mathrm{E}_{2} \mathrm{O}}\) \(\mathrm{H}_{3} \mathrm{O}\) (a) CC1OC2CCCCC12 (b) COC1CCCCC1C (c) CC1CCCCC1CO (d) CCC1CCCCC1O

List I contains the Grignard reagent and carbonyl compounds or ethylene oxide used to prepare the alcohols of list II. Match list I and list II. List I 1\. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Mg} \mathrm{X}+\mathrm{H}_{2} \mathrm{CO}\) 2\. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COCH}_{3}+\mathrm{CH}_{3} \mathrm{MgX}\) \(3 .\) 4\. \(\mathrm{Ph} \mathrm{CH}_{2} \mathrm{CHO}+\mathrm{CH}_{3} \mathrm{MgX}\) List II (i) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}\) (ii) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (iii) CCC(CO)c1ccccc1 (iv) \(\mathrm{PhCH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{3}\) The correct matching is \(\begin{array}{lll}1 & 2 & 3\end{array}\) 4 (a) (ii) (i) (ii) (iii) (b) (ii) (i) (ii) (iv) (c) (i) (ii) (ii) (iii) (d) (ii) (i) (iv) (ii)

Consider the following alcohols 1\. 1-phenyl-1-propanol 2\. 3 -phenyl-1-propanol 3\. 1-phenyl-2-propanol The correct sequence of the increasing order of reactivity of these alcohols in their reaction with \(\mathrm{HBr}\) is (a) \(1,3,2\) (b) \(2,3,1\) (c) \(2,1,3\) (d) \(1,2,3\)

In the reaction, \(\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{CH} \longrightarrow \mathrm{H}_{3} \mathrm{C}-\mathrm{CH}(\mathrm{OH})-\mathrm{CH}_{3}\) the reagent used would include (a) \(\mathrm{Hg}^{2+} / \mathrm{H}_{2} \mathrm{SO}_{4}\) (b) \(\mathrm{Na}\) in liquid \(\mathrm{NH}_{3}\), followed by \(\mathrm{CH}_{3} \mathrm{Cl}\) (c) \(1 \mathrm{~mol}\) of \(\mathrm{H}_{2} / \mathrm{Pt}\), followed by \(\mathrm{H}_{2} \mathrm{SO}_{4} / \mathrm{H}_{2} \mathrm{O}\) (d) \(2 \mathrm{~mol}\) of \(\mathrm{H}_{2} / \mathrm{Pt}\), followed by aq. \(\mathrm{NaOH}\)

Match the following: List I 1\. absolute alcohol 2\. denatured alcohol 3\. \(80 \%\) proof alcoholic liquor 4\. rubbing alcohol List II (i) alcohol made undrinkable by the addition of toxic materials or poisons. (ii) alcoholic liquor containing \(40 \%\) ethanol by volume (iii) anhydrous alcohol (iv) isopropyl alcohol The correct matching is: \(\begin{array}{llll}1 & 2 & 3 & 4\end{array}\) (a) (i) (iii) (ii) (iv) (b) (iii) (i) (ii) (iv) (c) (i) (iii) (iv) (ii) (d) (iii) (i) (ii) (iv)

Which of the following reactions will yield 2-propanol? (1) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3}+\mathrm{H}_{2} \mathrm{O} \stackrel{\mathrm{H}^{+}}{\longrightarrow}\) (2) \(\mathrm{CH}_{3} \mathrm{CHO} \stackrel{\text { (i) } \mathrm{CH}_{3} \mathrm{Mgl} \text {, (ii) } \mathrm{H}_{2} \mathrm{O}}{\longrightarrow}\)(3) \(\mathrm{CH}_{2} \mathrm{O} \quad \stackrel{\text { (1) } \mathrm{C}_{2} \mathrm{H}_{3} \mathrm{Mgl},(\mathrm{il}) \mathrm{H}_{2} \mathrm{O}}{\longrightarrow}\) (4) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3}\) Neutral \(\mathrm{KMnO}_{4} \longrightarrow\) (a) 1 and 3 (b) 2 and 4 (c) 1 and 2 (d) 3 and 4

Which of the following can be cleaved by per iodic acid (a) OC1CCCCC1O (b) CC(C)C1CCC(O)C(O)C1 (c) CC(C)C1CCC(O)C(O)C1 (d) CCC1CCC(O)C(O)C1

Identify the correct statements. (a) \(\mathrm{C}_{2} \mathrm{H}_{5}-\mathrm{O}-\mathrm{CH}_{3}\) on cleavage with \(\mathrm{PCl}_{5}\) gives equimolar mixture of ethyl chloride and methyl chloride (b) \(\mathrm{ClCH}_{2} \mathrm{CH}=\mathrm{CH}_{2}\) is more reactive than \(\mathrm{Br} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}\) to prepare ether using Williamson's synthesis (c) Anisole can be prepared by the reaction of \(\mathrm{CH}_{3} \mathrm{ONa}\) on chlorobenzene (d) Sodium metal can be used to dry diethyl ether, benzene and ethyl alcohol.

Select wrong statements: (a) Phenols turn blue litmus to red. (b) Reactivity of methanol with sodium metal is more than that of isopropyl alcohol (c) Methanol gives iodoform test. (d) Phenol reacts with \(\mathrm{Na}_{2} \mathrm{CO}_{3}\) and liberates \(\mathrm{CO}_{2}\) gas

Luca's test of alcohols involves following reaction: \(\mathrm{R}-\mathrm{OH}+\mathrm{HCl} \frac{\text { anhydrous }}{\mathrm{ZnCl}_{2}}{\underline{\phantom{xx}}}_{\text {white turbidity }} \mathrm{RCl}+\mathrm{H}_{2} \mathrm{O}\) Select the correct statement(s) for the Luca's test.(a) Lesser the acidic character of alcohol, greater is its reactivity towards Luca's reagent. (b) ROH behaves as a base. (c) \(\mathrm{CH}_{3} \mathrm{OH}\) gives Luca's test most quickly. (d) Reactivity of \(1^{\circ}, 2^{\circ}, 3^{\circ}\) alcohol, lies in the following sequence (for Luca's reaction \(3^{\circ}>2^{\circ}>1^{\circ}\) ).

Which of the following is/are correct ? (a) Phenol gives paraquinol with \(\mathrm{S}_{2} \mathrm{O}_{8}^{-2} / \mathrm{OH}^{-}\)as a major product. (b) Phenol can give electrophilic aromatic substitution reactions in absence of lewis acid. (c) Salicylic acid can give white/yellow solution with \(\mathrm{Br}_{2} / \mathrm{CS}_{2}\) (d) Ipso substitution is possible in phenol derivative if it contains \(-\mathrm{COOH}\) or \(-\mathrm{SO}_{3} \mathrm{H}\) group at ortho or para position with respect to \(\mathrm{OH}\) group.

\(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{C}-\mathrm{CH}_{3} \quad \stackrel{\mathrm{LiAlH}_{4}}{\longrightarrow} \mathrm{P}\) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}=\mathrm{CH}-\mathrm{CHO} \stackrel{\mathrm{LiAlH}_{4}}{\longrightarrow} \mathrm{Q}\)( \(\mathrm{P}\) ) and \((\mathrm{Q})\) are respectively (a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CHOH}-\mathrm{CH}_{3}\) and \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\) (b) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CHOH}-\mathrm{CH}_{3}\) and \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CHOH}-\mathrm{CH}_{3}\) and \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\) (d) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CHOH}-\mathrm{CH}_{3}\) and \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\)

vWhen \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CHO}\) is reduced with \(\mathrm{NaBH}_{4}\), the product formed is (a) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\) (b) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CHO}\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) (d) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\)

When \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CHO}\) is reduced with \(\mathrm{NaBH}_{4}\), the product formed is (a) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\) (b) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CHO}\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) (d) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\)

A phenolic derivative \(X\) upon nitration gives two isomeric mononitro derivatives. Possible structure of \(\mathrm{X}\) is (a) Oc1ccc(O)c(O)c1 (b) Oc1ccccc1(c) Oc1ccc(Cc2ccc(O)cc2)cc1 (d) Cc1ccccc1O

$$ \begin{array}{ll} \hline \text { Column-I } & \text { Column-II } \\ \hline \text { (a) Neohexyl alcohol } & \text { (p) highest boiling point } \\\ \text { (b) Sec-butyl alcohol } & \text { (q) positive iodoform } \\ \text { test } \\ \text { (c) } \mathrm{n} \text { - hexyl alcohol } & \text { (r) highest water } \\ \text { solubility } \\ \text { (d) t- butyl alcohol } & \text { (s) susceptible to } \\ \text { chromate }\left(\mathrm{CrO}_{3} / \mathrm{H}^{*}\right) \\ \text { oxidation } \\ \text { (t) Shows instant reac- } \\ \text { tion with } \mathrm{ZnCl}_{2}+ \\ \text { conc. HCl } \\ \hline \end{array} $$

$$ \begin{aligned} &\text { Match the following }\\\ &\begin{array}{ll} \hline \text { Column-I } & \text { Column-II } \\ \hline \text { (a) Hydroboration of } & \text { (p) Primary alcohol } \\ \text { simplest unsaturated } & \\ \text { hydrocarbon followed } & \\ \text { by } \mathrm{H}^{+} & \\ \text {(b) Red P/HI reduces. } & \text { (q) Alkane } \\ \text { (c) Reductive Ozonolysis } & \text { (r) Aldehyde } \\ \text { (d) Pyrolysis of xanthate } & \text { (s) Alkene } \\ & \text { (t) Reaction has syn } \\ \text { stereoochemistry } \\ \hline \end{array} \end{aligned} $$

Column I Column II (a) CC1(C)CCCCC1O (p) CC1CCCCC1 (b) OCC1CCCCC1 (q) CC1(C)C=CCCC1 (c) CC(O)C1CCCC1 (r) CC1=C(C)CCCC1 (d) CC1(O)CCCCC1 (s) CC1CCCCC1 (t) Responds well to Luca's reagent

How many moles of methyl magnesium iodide in ether will react with a molecule of ethylchloroformate to form a \(3^{\circ}\) alcohol?

An organic compound (A) contains only \(\mathrm{C}, \mathrm{H}\) and \(\mathrm{O}\) atoms. On reaction with excess of \(\mathrm{CH}_{3} \mathrm{MgI}\), (A) gives a gas (X) whose volume under STP conditions was found to be \(67.2\) litre. The maximum number of hydroxyl groups in the compound (A) are

A compound with molecular formula \(\mathrm{C}_{6} \mathrm{H}_{14} \mathrm{O}_{5}\) is converted by the action of acetyl chloride to a compound with molecular mass 334 . The number of OH groups in the compound is

Number of ethylene glycol molecules that condense with conc. \(\mathrm{H}_{2} \mathrm{SO}_{4}\) to form dioxane.

An ether is more volatile than an alcohol having the same molecular formula. This is due to \(\quad\) [2003] (a) dipolar character of ethers (b) alcohols having resonance structures (c) intermolecular hydrogen bonding in ethers (d) inter molecular hydrogen bonding in alcohols

During dehydration of alcohols to alkenes, by heating with concentrated \(\mathrm{H}_{2} \mathrm{SO}_{4}\) the initiation step is [2003] (a) formation of an ester (b) elimination of water (c) protonation of alcohol molecule (d) formation of a carbocation

Which one of the following undergoes reaction with \(50 \%\) sodium hydroxide solution to give the corresponding alcohol and acid? \(\quad\) [2004] (a) phenol (b) benzaldehyde (c) butanal (d) benzoic acid

Among the following compounds which one can be dehydrated very easily? (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (b) CCCC(C)O (c) CCC(C)O (d) CCC(CC)CO

The IUPAC name of CC1(C)CCCC(O)C1 is (a) 3,3 -dimethyl-1-hydroxycyclohexane (b) 1,1 -dimethyl-3-hydroxycyclohexane (c) 3,3 -dimethyl-1-cyclohexanol (d) 1,1 -dimethyl-3-cyclohexanol

The best reagent to convert pent-3-en-2-ol into pent3-en-2-one is \([\mathbf{2 0 0 5}]\) (a) acidic permanganate (b) acidic dichromate (c) chromic anhydride in glacial acetic acid (d) pyridinium chlorochromate

Acid catalysed hydration of alkenes, except ethene, leads to the formation of (a) primary alcohol (b) secondary or tertiary alcohol (c) mixture of primary and secondary alcohols (d) mixture of secondary and tertiary alcohols

p-cresol reacts with chloroform in alkaline medium to give a compound 'A' which on reacting with hydrogen cyanide gives, compound 'B'. The latter on acidic hydrolysis, gives chiral carboxylic acid. The structure of the carboxylic acid is [2005]

Among the following the one that gives positive iodoform test upon reaction with \(\mathrm{I}_{2}\) and \(\mathrm{NaOH}\) is \([2006]\) (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{3}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (c) CC(C)CO (d) \(\mathrm{PhCHOHCH}_{3}\)

The structure of the compound that gives a tribromo derivative on treatment with bromine water is Cc1cccc(O)c1 OCc1ccccc1 [2006] (a) (b) (c) Cc1ccccc1O (d) Cc1ccc(O)cc1