Chapter 28

Which of the following on oxidation followed by hydrolysis gives pyruvic acid? (a) acetone cyanohydrin (b) acetaldehyde cyanohydrin (c) formaldehyde cyanohydrin (d) none of these

The refluxing of \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{NCOCH}_{3}\) with acid gives (a) \(2 \mathrm{CH}_{3} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{CONH}_{2}\) (b) \(2 \mathrm{CH}_{3} \mathrm{NH}_{2}+\mathrm{CH}_{3} \mathrm{COOH}\) (c) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{NCOOH}+\mathrm{CH}_{4}\) (d) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{NH}+\mathrm{CH}_{3} \mathrm{COOH}\)

The end product (b) in the following sequence of reactions \(\mathrm{CH}_{3} \mathrm{Cl} \stackrel{\mathrm{KCN}}{\longrightarrow}\) (a) \(\stackrel{\mathrm{H}^{\prime} / \mathrm{H}_{2} \mathrm{O}}{\longrightarrow}\) (b) is (a) \(\mathrm{HCOOH}\) (b) \(\mathrm{CH}_{3} \mathrm{NH}_{2}\) (c) \(\mathrm{CH}_{3} \mathrm{COOH}\) (d) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\)

\(\mathrm{R}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\) can be converted into \(\mathrm{RCH}_{2} \mathrm{CH}_{2}\) \(\mathrm{COOH}\). The correct sequence of reagent is (a) \(\mathrm{PBr}_{3}, \mathrm{KCN}, \mathrm{H}^{+}\) (b) \(\mathrm{HCN}, \mathrm{PBr}_{3}, \mathrm{H}^{+}\) (c) \(\mathrm{KCN}, \mathrm{H}^{+}\) (d) \(\mathrm{PBr}_{3}, \mathrm{KCN}, \mathrm{H}_{2}\)

Which is not true about acetophenone? (1) Reacts with \(\mathrm{I}_{2} / \mathrm{NaOH}\) to form iodoform (2) Reacts with Tollen's reagent to form silver mirror (3) On oxidation with alkaline \(\mathrm{KMnO}_{4}\) followed by hydrolysis gives benzoic acid (4) Reacts to form 2,4 -dinitrophenyl-hydrazone (a) 2 and 4 (b) 2 only (c) 1 and 4 (d) 4 only

Hydrolysis of an ester gives a carboxylic acid which on Kolbe's electrolysis yields ethane. The ester is (a) Methyl methanoate (b) Methyl propanoate (c) Ethyl methanoate (d) Methyl ethanoate

To convert 2 -butanone into propionic acid (a) \(\mathrm{NaOH}+\mathrm{NaI} / \mathrm{H}^{+}\) (b) Fehling's test (c) \(\mathrm{I}_{2} / \mathrm{NaOH} / \mathrm{H}^{+}\) (d) Tollen's reagent

The end product (c) in this reaction, $$ \begin{aligned} &\mathrm{CH}_{3} \mathrm{COOH} \stackrel{\mathrm{CaCO}_{3}}{\longrightarrow \mathrm{A}} \stackrel{\text { Heat }}{\longrightarrow \mathrm{B}} \\ &\mathrm{NH}_{2} \mathrm{OH} \\ &\longrightarrow \mathrm{C}, \text { is } \end{aligned} $$ (a) Acetaldehyde oxime (b) Aceto oxime (c) Acetamide (d) Ethane nitrile

In the following sequence of reactions: $$ \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \stackrel{\mathrm{KMnO}_{4}}{\longrightarrow}(\mathrm{a}) \stackrel{\mathrm{SOCl}_{2}, \mathrm{NH}_{3}}{\longrightarrow} $$. (b) \(\mathrm{Br}_{2}+\mathrm{NaOH}\) (c) the end product (c) is (a) Acetone (b) Ethylamine (c) Acetic acid (d) Methyl amine

Which of the following will give yellow precipitate with \(\mathrm{I}_{2} / \mathrm{NaOH} ?\) 1\. \(\mathrm{ICH}_{2} \mathrm{COCH}_{2} \mathrm{CH}_{3}\) 2. \(\mathrm{CH}_{3} \mathrm{COOCOCH}_{3}\) 3\. \(\mathrm{CH}_{3} \mathrm{CONH}_{2}\) 4\. \(\mathrm{CH}_{3} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{3}\) (a) 1,3 (b) 3,4 (c) 1,2 (d) 1,4

Consider the following substances: 1\. HCHO 2\. \(\mathrm{CH}_{3} \mathrm{CHO}\) 3\. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{3}\) 4\. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{2} \mathrm{CH}_{3}\) Correct order of reactivity towards nucleophillic addition reaction is: (a) \(1>4>2>3\) (b) \(1>2>4>3\) (c) \(1>3>2>4\) (d) \(1>2>3>4\)

Under Wolff-Kishner reduction conditions, the conversions which may be brought about are 1\. Benzophenone into diphenylmethane 2\. Benzaldehyde into benzyl alcohol 3\. Cyclohexanone into cyclohexane 4\. Cyclohexanone into cyclohexanol (a) 1,2 (b) 1,3 (c) \(1,3,4\) (d) \(2,3,4\)

Place the following acid chlorides in the decreasing order of reactivity to hydrolysis. (1) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COCl}\) (2) \(\mathrm{p}-\mathrm{O}_{2} \mathrm{NC}_{6} \mathrm{H}_{4} \mathrm{COCl}\) (3) \(\mathrm{p}-\mathrm{CH}_{3} \mathrm{OC}_{6}^{+} \mathrm{H}_{4} \mathrm{COCl}\) (a) \(2>1>3\) (b) \(3>1>2\) (c) \(1>2>3\) (d) \(1>3>2\)

Consider the following substances: (1) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COCH}_{2} \mathrm{COCH}_{3}\) (2) \(\left(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OCO}\right)_{2} \mathrm{CH}_{2}\) (3) \(\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{COOC}_{2} \mathrm{H}_{5}\) (4) \(\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{COCH}_{3}\) Place these dicarbonyl compounds in decreasing order of their enol content. (a) \(4>3>2>1\) (b) \(1>4>3>2\) (c) \(1>2>3>4\) (d) \(1>4>2>3\)

Consider the following acids: (1) \(\mathrm{CH}_{3} \mathrm{COOH}\) (2) \(\mathrm{Cl}_{2} \mathrm{CHCOOH}\) (3) \(\mathrm{ClCH}_{2} \mathrm{COOH}\) (3) \(\mathrm{ClCH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) The correct sequence of acidity is: (a) \(3>1>2>4\) (b) \(2>3>4>1\) (c) \(1>3>4>2\) (d) \(2>4>3>1\)

Which of the following are examples of aldol condensation? \(12 \mathrm{CH}_{3} \mathrm{CHO} \stackrel{\text { dil. } \mathrm{NaOH}}{\longrightarrow} \mathrm{CH}_{3} \mathrm{CHOHCH}_{2} \mathrm{CHO}\) \(22 \mathrm{CH}_{3} \mathrm{COCH}_{3} \stackrel{\text { dil. } \mathrm{NaOH}}{\longrightarrow}\) \(\mathrm{CH}_{3} \mathrm{COH}\left(\mathrm{CH}_{3}\right) \mathrm{CH}_{2} \mathrm{COCH}_{3}\) 3\. \(2 \mathrm{HCHO} \stackrel{\text { dil. } \mathrm{NaOH}}{\longrightarrow} \mathrm{CH}_{3} \mathrm{OH}+\mathrm{HCOOH}\) 4\. \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}+\mathrm{HCHO} \frac{\text { dil. } \mathrm{NaOH}}{\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{CH}_{2} \mathrm{OH}}\) (a) 2 and 3 (b) 1 and 3 (c) 1 and 2 (d) 1,2 and 3

Consider the following acids: (1) \(\mathrm{O}-\mathrm{HOC}_{6} \mathrm{H}_{4} \mathrm{COOH}\) (2) \(\mathrm{O}-\mathrm{CH}_{3} \mathrm{OC}_{6} \mathrm{H}_{4} \mathrm{COOH}\) (3) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\) Arrange these acids in the decreasing order of their acidities. (a) \(1>3>2\) (b) \(3>2>1\) (c) \(1>2>3\) (d) \(2>3>1\)

Which of the following statements regarding chemical properties of acetophenone are wrong? I. it is reduced to methylphenylcarbinol by sodium and ethanol II. it is oxidized to benzoic acid with acidified \(\mathrm{KMnO}_{4}\) III. it does not undergo electrophillic substitution like nitration at meta position. IV. it does not undergo iodoform reaction with iodine and alkali. (a) I and II (b) II and IV (c) I and III (d) III and IV

Consider the following statements; Acetophenone can be prepared by I. oxidation of 1 -phenylethanol II. reaction of benzaldehyde with methyl magnesium bromide III. Friedal Crafts reaction of benzene with acetyl chloride IV. Distillation of calcium benzoate Which of the above statements are correct? (a) I and III (b) III and IV (c) II and III

Compound 'A' (molecular formula \(\mathrm{C}_{3} \mathrm{H}_{8} \mathrm{O}\) ) is treated with acidified potassium dichromate to form a product 'B' (molecular formula \(\mathrm{C}_{3} \mathrm{H}_{6} \mathrm{O}\) ). 'B' forms a shining silver mirror on warming with ammonical silver nitrate. 'B' when treated with an aqueous solution of \(\mathrm{H}_{2} \mathrm{NCONHNH}_{2}\) HCl and sodium acetate gives a product ' \(\mathrm{C}\) '. Identify the structure of ' \(\mathrm{C}^{\prime}\).

Which of the following undergoes aldol condensation? 1\. Acetaldehyde 2\. Propionaldehyde 3\. Benzaldehyde 4\. Trideuteroacetaldehyde. (a) 1,2 (b) \(1,2,3\) (c) \(1,2,4\) (d) 2,4

A new carbon-carbon bond formation is possible in 1\. Cannizzro reaction 2\. Feirdel-Craft's reaction 3\. Clemmensen reduction 4\. Reimer - Teimann reaction (a) 2,4 (b) 1,2 (c) 2,3 (d) \(1,2,4\)

Which of the following statement(s) is/are correct? (a) The nucleophilic addition of \(\mathrm{HCN}\) to \(\mathrm{CH}_{3}-\mathrm{CH}=\) \(\mathrm{CH}-\mathrm{CHO}\) results in major addition to \(\mathrm{C}=\mathrm{O}\). (b) The nucleophilic addition of \(\mathrm{HCN}\) to \(\mathrm{CH}_{3}-\mathrm{CH}=\) \(\mathrm{CH}-\mathrm{CHO}\) results in major addition to \(\overrightarrow{\mathrm{C}}=\mathrm{C}\). (c) The nucleophilic addition of \(\mathrm{PhMgBr}\) to \(\mathrm{PhCH}=\) \(\mathrm{CH}-\mathrm{COCMe}_{3}\) results in addition to \(\mathrm{C}=\mathrm{C}\). (d) The nucleophilic addition of \(\mathrm{PhMgBr}\) to \(\mathrm{PhCH}\) \(\mathrm{CH}-\mathrm{CHO}\) results in addition to \(\mathrm{C}=\mathrm{O}\).

Which of the following reactions, yield a product with a three membered ring? (a) \(\mathrm{CH}_{3}-\mathrm{C}(\mathrm{O})-\mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Cl} \quad \mathrm{KOH}, \mathrm{H}_{2} \mathrm{O}\) (b) \(\mathrm{PhCHO}+\mathrm{Br}-\mathrm{CH}_{2}-\mathrm{C}(\mathrm{O})-\mathrm{OEt}\) \(\mathrm{t}-\mathrm{BuO}^{-/} \mathrm{t}-\mathrm{BuOH}\) (c) \(\mathrm{Ph}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{3} \stackrel{\mathrm{mCPBA}}{\longrightarrow}\) (d) 3 - bromobutan \(-2\) - ol \(\mathrm{OH} / \mathrm{H}_{2} \mathrm{O}\)

Identify the products formed \((\mathrm{X})\) and \((\mathrm{Y})\) in the following reaction \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}+\mathrm{HCHO}_{\text {conc. } \overline{\mathrm{OH}}}(\mathrm{X})+(\mathrm{Y})\) (a) \((\mathrm{X})\) is \(\mathrm{HCOO}^{9}\) (b) (Y) is \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\) (c) \((\mathrm{Y})\) is \(\mathrm{CH}_{3} \mathrm{OH}\) (d) \((\mathrm{X})\) is \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COO}^{\ominus}\)

Compound (A), \(\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{2}\), optically active was oxidized by \(\mathrm{Ag}\left(\mathrm{NH}_{3}\right)_{2}^{+}\)to an optically active compound (B), \(\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{3} .(\mathrm{A})\) on oxidation with \(\mathrm{CrO}_{3}\) in pyridine gives optically inactive compound (C) which on treating with \(\mathrm{Zn}-\mathrm{Hg} / \mathrm{HCl}\) gave 3 -methylpentane. (A) on oxidation with \(\mathrm{H}_{2} \mathrm{CrO}_{4}\) gave optically inactive compound (D). Solution \(\mathrm{HOCH}_{2}-\mathrm{CH}_{2}-\mathrm{C}^{*} \mathrm{H}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CHO}\) $$ \text { (A) } \mathrm{HO}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{COOH} $$ (B) \(\mathrm{HOCH}_{2}-\mathrm{CH}_{2}-\mathrm{C}^{*} \mathrm{H}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CHO}\) \(\mathrm{OHC}-\mathrm{CH}_{2}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CHO}\) (C) \(\mathrm{HOCH}_{2}-\mathrm{CH}_{2}-\mathrm{C}^{*} \mathrm{H}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CHO}\) \(\mathrm{H}_{2} \mathrm{CrO}_{4}\) \(\mathrm{HOOC}-\mathrm{CH}_{2}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2} \mathrm{COOH}\) (D) \(\mathrm{OHC}-\mathrm{CH}_{2}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CHO}_{-\mathrm{Zn}-\mathrm{Hg} / \mathrm{HCl}}{\longrightarrow}\) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) \(3-\) methylpentane Compound (B) on treating with dilute \(\mathrm{H}_{2} \mathrm{SO}_{4}\) gives (a) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{C}\left(\mathrm{CH}_{3}\right)-\mathrm{CH}_{2} \mathrm{CHO}\) (b) CC1CCC(=O)OC1 (c) CC1CCOC(=O)C1 (d) None of these

Match the following: List I (Reactants) 1\. \(\mathrm{HC} \equiv \mathrm{CH}+\mathrm{H}_{2} \mathrm{O} \stackrel{\mathrm{Hg}^{2 *}}{\longrightarrow}\) 2\. \(\mathrm{PhCH}_{3} \frac{1 . \mathrm{Cl}_{2}, \Delta}{2 . \mathrm{H}_{2} \mathrm{O} / \mathrm{OH}^{-}}\) 3\. \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2}+\mathrm{CO}+\mathrm{H}_{2} \stackrel{\left[\mathrm{Co}(\mathrm{CO})_{4}\right]_{2}}{\longrightarrow}\) 4\. \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}_{2}+\mathrm{O}_{2} \frac{\mathrm{PdCl}_{2}, \mathrm{CuCl}_{2}}{\mathrm{H}_{2} \mathrm{O}}\) List II (Products) (i) \(\mathrm{CH}_{3} \mathrm{CHO}\) (ii) \(\mathrm{PhCHO}\) (iii) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CHO}\) The correct matching is: \(\begin{array}{llll}1 & 2 & 3 & 4\end{array}\) (a) (iii) (ii) (i) (i) (b) (i) (i) (ii) (iii) (c) (ii) (iii) (i) (i) (d) (i) (ii) (iii) (i)

Match the following: List I 1\. RCHO \(+\) 2R'OH dry HCl gas 2\. \(\mathrm{R}_{2} \mathrm{C}=\mathrm{O}+\mathrm{R}^{\prime} \mathrm{NH}_{2}\) 3\. \(\mathrm{RCH}=\mathrm{O}\) (or \(\mathrm{R}_{2} \mathrm{C}=\mathrm{O}\) ) \(+\) Phenyl hydrazine \(\mathrm{H}^{+}\) 4\. \(\mathrm{PhCHO}+\mathrm{NH}_{2} \mathrm{OH}\) \(\mathrm{H}^{+}\) List II (i) Benzaldehyde oxime (ii) A phenyl hydrazone (iii) A Schiff's base (iv) An acetal The correct matching is:

Match the following: List I (Compounds to be reduced) 1\. \(\mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{CHO}\) 2\. \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COCH}_{3}\) 3\. \(\mathrm{PhCH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{COCH}_{2} \mathrm{CH}_{3}\) 4\. \(\mathrm{PhCOCH}_{3}\) List II (most suitable reduction) (i) Clemmensen reduction (ii) Wolf-Kishner reduction (iii) Both The correct matching is:

Match list I (organic compounds oxidized by \(\mathrm{HIO}_{4}\) ) with list II (products of HIO oxidation) and select the correct answer: List I 1\. \(\mathrm{CH}_{3} \mathrm{COCHO}\) 2\. 1,2 -cyclohexanedione 3\. \(\mathrm{PhCH}(\mathrm{OH}) \mathrm{CHO}\) 4\. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{COCH}_{3}\) List II (i) \(\mathrm{PhCH}=\mathrm{O}+\mathrm{HCOOH}\) (ii) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHO}+\mathrm{HOOCCH}_{3}\) (iii) \(\mathrm{HOOC}\left(\mathrm{CH}_{2}\right)_{4} \mathrm{COOH}\) (iv) \(\mathrm{CH}_{3} \mathrm{COOH}+\mathrm{HCOOH}\) The correct matching is:

Match the following: List I 1\. Formalin 2\. Trioxane 3\. Ketene 4\. Metaldehyde List II (i) Trimer of \(\mathrm{HCHO}\) (ii) Compounds of the general formula, \(\mathrm{R}_{2} \mathrm{C}=\mathrm{C}=\mathrm{O}\) (iii) A tetramer of acetaldehyde (iv) \(40 \%\) aqueous solution of \(\mathrm{HCHO}\) The correct matching is:

Match the following: List I (Reaction) 1\. \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}+\mathrm{NaOH} \longrightarrow \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\) \(+\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\) 2\. \(\mathrm{C}_{6} \mathrm{H}_{6}+\mathrm{CH}_{3} \mathrm{Cl} \stackrel{\text { Anhyd. } \mathrm{AlCl}_{3}}{\stackrel{\mathrm{Pd} / \mathrm{BaSO}_{4}}{\longrightarrow}} \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3}\) 3\. \(\mathrm{RCOCl}+\mathrm{H}_{2} \stackrel{\mathrm{P}}{\longrightarrow} \mathrm{RCHO}\) 4\. \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}+\mathrm{NaOH}+\mathrm{CO}_{2} \stackrel{\text { 1. heat, } 2 . \mathrm{H}^{*}}{\longrightarrow}\) List II (Name of reactions) (i) Rosenmund reduction (ii) Kolbe's reaction (iii) Claisen reaction (iv) Cannizzaro reaction (v) Friedal-Craft's reaction The correct matching is:

Match the following $$ \begin{array}{ll} \hline \text { Column-I } & \text { Column-II } \\ \hline \text { (a) } \mathrm{CH}_{3} \mathrm{COCH}_{3} & \text { (p) } \mathrm{H}_{2} \mathrm{SO}_{4} \text { (conc.) } \\ \text { (b) } \mathrm{CH}_{3} \mathrm{CHO} & \text { (q) } \mathrm{I}_{2}-\mathrm{OH}^{-} \\ \text {(c) } \mathrm{CH}_{3} \mathrm{CHOH}-\mathrm{CH}_{3} & \text { (r) } \mathrm{CH}_{3} \mathrm{MgI} \text { in ether } \\ \text { (d) } \mathrm{CCl}_{3} \mathrm{CHO} & \text { (s) } 2,4 \text { - dinitrophenyl } \\ \text { hydrazine } \\ & \text { (t) } \mathrm{NaOH}(\mathrm{aq}) \end{array} $$

The total number of \(\beta\) - hydroxycarbonyl compounds which can be got by the aldol condensation of \(\mathrm{CH}_{3} \mathrm{CHO}\) and \(\mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{CHO}\) is

Number of phenyl groups present in the product formed when acetophenone is heated with conc. \(\mathrm{H}_{2} \mathrm{SO}_{4}\) is

The total number of enolates that can be formed, when 2 - Butanone is treated with a base is

An aldehyde (A) \(\left(\mathrm{C}_{11} \mathrm{H}_{10} \mathrm{O}\right)\) which does not undergo self aldol condensation, gives benzaldehyde and 2 moles of (B) on ozonolysis. Compound (B) on oxidation with Tollen's reagent gives an oxalic acid. Calculate the number of \(\pi\) - bonds in the original \(\mathrm{C}_{3} \mathrm{H}_{12} \mathrm{O} .\)

How many molecules of acetone are needed in aldol condensation to form phorone?

With how many molecules of ammonia does formaldehyde condense to form urotropine?

$$ \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH} \underset{\mathrm{red} \mathrm{P}}{\stackrel{\mathrm{Cl}_{2}}{\longrightarrow} \mathrm{A}} \stackrel{\text { alc. } \mathrm{KOH}}{\longrightarrow} $$ B What is B? (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHO}\) (b) \(\mathrm{ClCH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCl}\) (d) \(\mathrm{CH},=\mathrm{CHCOOH}\)

When \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{COOH}\) is reduced with \(\mathrm{LiAlH}_{4}\) the compound obtained will be \(\quad (a) \)\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{COOH}\( (b) \)\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{OH}\( (c) \)\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\( (d) \)\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CHO}$

In the anion HCOO- the two carbon-oxygen bonds are found to be of equal length. What is the reason for it? (a) electronic orbits of carbon atom are hybridized (b) The \(\mathrm{C}=\mathrm{O}\) bond is weaker than the \(\mathrm{C}-\mathrm{O}\) bond (c) The anion HCOO- has two resonating structures (d) the anion is obtained by removal of a proton from the acid molecule

The general formula \(\mathrm{C}_{\mathrm{m}} \mathrm{H}_{2 \mathrm{n}} \mathrm{O}_{2}\) could be for open chain (a) carboxylic acid (b) diols (c) diketones (d) dialdehydes

Acetyl bromide reacts with excess of \(\mathrm{CH}_{3} \mathrm{MgI}\) followed by treatment with a saturated solution of \(\mathrm{NH}_{4} \mathrm{Cl}\) gives (a) acetone (b) acetamide (c) 2-methyl-2-propanol (d) acetyl iodide

Which one of the following is reduced with zinc and hydrochloric acid to give the corresponding hydrocarbon? (a) ethyl acetate (b) acetic acid (c) acetamide (d) butan-2-one

Among the following acids which has the lowest pKa value? (a) \(\mathrm{CH}_{3} \mathrm{COOH}\) (b) \(\mathrm{HCOOH}\) (c) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\mathrm{COOH}\) (d) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COH}\)

The best reagent to convert pent-3-en-2-ol into pent3-en \(-2\)-one is (a) acidic permanganate (b) acidic dichromate (c) chromic anhydride in glacial acetic acid (d) pyridinium chloro-chromate

Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound formed is generally known as (a) a Schiff's base (b) an enamine (c) an imine (d) an amine

Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound formed is generally known as (a) a Schiff's base (b) an enamine (c) an imine (d) an amine

Phenyl magnesium bromide reacts with methanol to give (a) a mixture of anisole and \(\mathrm{Mg}(\mathrm{OH}) \mathrm{Br}\) (b) a mixture of benzene and \(\mathrm{Mg}(\mathrm{OMe}) \mathrm{Br}\) (c) a mixture of toluene and \(\mathrm{Mg}(\mathrm{OH}) \mathrm{Br}\) (d) a mixture of phenol and \(\mathrm{Mg}(\mathrm{Me}) \mathrm{Br}\)