Reduction of Carboxylic Acids

Q. Which of the following alkyl halide cannot be converted into Grignard reagent?

1. $C{H}_{3}I$
2. $C_6{H}_{5}Br$
3. $HOC{H}_{2}C{H}_{2}C{H}_{2}Cl$
4. $C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}Cl$

Q.

Identify the binary mixture(s) that can be separated into individual compounds, by differential extraction, as shown in the given scheme.

1. $C_6{H}_{5}OHand{C}_6{H}_{5}COOH$
2. $C_6{H}_{5}COOHand{C}_6{H}_{5}C{H}_{2}OH$
3. $C_6{H}_{5}C{H}_{2}OHand{C}_6{H}_{5}OH$
4. $C_6{H}_{5}C{H}_{2}OHand{C}_6{H}_{5}C{H}_{2}COOH$

Q. The reaction of $C_6{H}_{5}CH=CHCHO$ with $LiAl{H}_4$ gives,

1. $C_6{H}_{5}C{H}_{2}C{H}_{2}C{H}_{2}OH$
2. $C_6{H}_{5}CH=CHC{H}_{2}OH$
3. $C_6{H}_{5}C{H}_{2}C{H}_{2}CHO$
4. $C_6{H}_{5}C{H}_{2}CHOHC{H}_3$

Q. Which one of the following reactions is Rosenmund's reaction?

1. Aldehydes are reduced to alcohols
2. Acids are converted to acid chlorides
3. Alcohols are reduced to hydrocarbons
4. Acid chlorides are reduced to aldehydes in the presence of $H_2,Pd-BaS{O}_4$

Q.
In the above reaction product ${}^{\prime }{P}^{\prime }$ is:

1. 
2. 
3. 
4. 

Q. Propionitrile on reduction with $LiAl{H}_4$ will give:

1. propanamine
2. ethanamine
3. methanamine
4. None of the above

Q. Treatment of benzene with $CO/HCl$ in the presence of anhydrous $AlC{l}_3/CuCl$ followed by reaction with $A{c}_{2}O/NaOAc$ gives compound X as the major product. Compound X upon reaction with $B{r}_2/N{a}_{2}C{O}_3$, followed by heating at 473 K with moist $KOH$ furnishes Y as the major product. Reaction of X with $H_2/Pd-C,$followed by $H_{3}P{O}_4$ treatment gives Z as the major product.
The compound Z is:

1. 
2. 
3. 
4. 

Q. A hydrocarbon X on treatement with $O_3$ followed by the reduction of ozonide with $Zn-H_2$O gives Y. Y gives both Tollen's test as well as yellow precipitate with $NaOH/I_2$ solution. Which is a possible structure of X?

1. 
2. 
3. 
4. 

Q. $\mathrm{Ph}-{\mathrm{CH}}_2-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{OH}\stackrel{\mathrm{PCC}}{\to }$

1. $\mathrm{Ph}-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{CH}=O$
2. $\mathrm{Ph}-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{COOH}$
3. $\mathrm{Ph}-{\mathrm{CH}}_2-\mathrm{CO}-{\mathrm{CH}}_3$
4. $\mathrm{Ph}-{\mathrm{CH}}_2-\mathrm{CH}=O+{\mathrm{CH}}_3\mathrm{OH}$

Q. Which one of the following compounds is not planar? CH2 = C = CH2 CH2 = CH2 CH2 = CH – CH = CH2 CH2 = CH – C ≡ CH

Q. The most stable carbocation among the following is:

1. 
2. 
3. 
4. ${}^{+}C{H}_3$

Q. 27. Out of Butanal, 2-methylpropanal and butan-2-one, what is the order of reactivity towards addition of HCN?

Q.

Match the following drugs with correct functional group test

List (i)	List(ii)
A) Chloroxylenol	P) Carbylamines
B) Penicillin	Q) Baeyer’s reagent
C) Sulpha Pyridine	R) FeCl3 test
D) Norethindrone	S) Sodium hydrogen sulphate

1. A → R, B → P, C → S, D → Q

2. A → S, B → R, C → P, D → Q

3. A → R, B → S, C → P, D → Q

4. A → Q, B → R, C → P, D → S

Q. How to convert benzo trichloride to benzoic acid

Q. The ease of hydrolysis in the compounds CH_3COCl(1), CH_3-CO-O-COCH_3(2), CH_3COOC_2H_5(3) & CH_3CONH_2(4) is of tyhe order- (a)1>2>3>4 (b)4>3>2>1 (c)1>2>4>3 (d)2>1>4>3

Q. Explain the ortho effect on benzoic acid and Aniline .how does it increases the acidity .

Q. Which of the following procedures would be best for the preparation of phenyl benzyl ether?

1. $C_6{H}_{5}Cl+C_6{H}_{5}C{H}_2{O}^{-}N{a}^{+}$
2. $C_6{H}_5{O}^{-}N{a}^{+}+C_6{H}_{5}C{H}_{2}Cl$
3. $2C_6{H}_{5}Cl+N{a}_{2}O$
4. $2C_6{H}_{5}MgBr+H_{2}O$

Q. 22. Ch3-ch=ch-c6h4- oh + hbr > ____________

Q. CH3MgBr +CH_2=CH-CHO \xrightarrow{H_3O^+} PRODUCT, IT IS 1 CH2=CH-CH(OH) CH3 2 CH2(OH) CH=CH-CH3 3 CH3CH2CH2CHO 4 NONE OF THESE

Q. $A\underset{Pd-BaS{O}_4}{\overset{H_2}{\to }}{C}_6{H}_5-CHO\underset{\left(ii\right)H_{2}O}{\overset{\left(i\right)SnC{l}_2/HCl}{\leftarrow }}B$
A and B respectively are -

1. Benzoyl chloride and benzonitrile
2. Benzyl chloride and benzylnitrile
3. Benzal chloride and benzonitrile
4. Benzotrichloride and benzonitrile

Q.

What is hydrolysis definition?

Q. What will be the final product of the given reaction?

1. 
2. 
3. 
4. 

Q. Pyridine does not undergo Friedel-Craft's reaction .
If true enter 1 else 0.

1. 1

Q. 20 CH2=CH-COOH. ____HBR_________= X FIND X

Q. How many reasonating structure can be done in CH2=CH-C=_CH

Q.

Which of the given sequences helps convert pentane-1, 5-dioic acid to heptane-1, 7-dioic acid?

1. 1: $\text{Na-Hg}\text{amalgam}$;
   2: $PB{r}_3$;
   3: $\text{KCN}\text{followed by}{H}_3{O}^{+}$

2. 1: $NaB{H}_4$ in acid;
   2: $PB{r}_3$;
   3: $\text{KCN}\text{followed by}{H}_3{O}^{+}$

3. 1: $LiAl{H}_4$ followed by work up;
   2: $PB{r}_3$;
   3: $\text{KCN}\text{followed by}{H}_3{O}^{+}$

4. None of the above

Q.

When CH₂ = CH - COOH is reduced with LiAlH₄ , the compound formed is

1. CH₃CH₂CH₂OH

2. CH₃CH₂CHO

3. CH₃CH₂COOH

4. CH₂ = CH - CH₂OH

Q. is there inductive effect due to Cl in CH\overset{}{\underset2-}CH=Cl_{}^- ?

Q. (R3N+ --singlebond----CH--doublebond---CH2 ) + HBr what is predominant product

Q. A hydrocarbon X on treatement with $O_3$ followed by the reduction of ozonide with $Zn-H_2$O gives Y. Y gives both Tollen's test as well as yellow precipitate with $NaOH/I_2$ solution. Which is a possible structure of X?

1. 
2. 
3. 
4.