Preparation of Haloalkane from Alkene

Q.

Why is Thionyl chloride preferred in the preparation of alkyl halide using alcohol?

Q. Write the structure of the major organic product in each of the following reactions:

A $C{H}_{3}C{H}_{2}C{H}_{2}Cl+Nal\underset{heat}{\overset{acetone}{\to }}$

B $(C{H}_3{)}_{3}CBr+KOH\underset{heat}{\overset{ethanol}{\to }}$

C $C{H}_{3}CH\left(Br\right)C{H}_{2}C{H}_3+NaOH\stackrel{water}{\to }$

D $C{H}_{3}C{H}_{2}Br+KCN\stackrel{aq.ethanol}{\to }$

E $C_6{H}_{5}ONa+C_2{H}_{5}Cl\to$

F $C{H}_{3}C{H}_{2}C{H}_{2}OH+SOC{l}_2\to$

G $C{H}_{3}C{H}_{2}CH=C{H}_2+HBr\stackrel{peroxide}{\to }$

H $C{H}_{3}CH=C(C{H}_3{)}_2+HBr\to$

Q. Among the following ethers, which one will produce methyl alcohol on treatment with hot $HI$?

1. 
2. 
3. 
4. $C{H}_3-C{H}_2-C{H}_2-C{H}_2-O-C{H}_3$

Q.

Convert Propene to Propan-1-ol?

Q. One mole of alkene X on ozonolysis gave one mole of acetaldehyde and one mole of acetone. The IUPAC name of X is

1. 2-methylbut-1-ene
2. but-2-ene
3. 2-methylbut-2-ene
4. but-1-ene

Q.

What is the use of the alcoholic solution of $\mathrm{KOH}$?

Q. The reaction of toluene with $C{l}_2$ in the presence of $FeC{l}_3$ gives $X$ and a reaction in the presence of light gives $Y$. Thus, $X$ and $Y$ are:

1. $X=$ Benzyl chloride, $Y=$ m-chlorotoluene
2. $X=$ Benzyl chloride, $Y=$ o-chlorotoluene
3. $X=$ m-chlorotoluene, $Y=$ p-chlorotoluene
4. $X=$ o- and p-chlorotoluene, $Y=$ Trichloromethyl benzene

Q.

What happens when (give balanced chemical equation and write the names of the reactants and products in each case):

Ethanol is treated with potassium dichromate and sulphuric acid.

Q. Identify the set of reagent/reaction conditions ‘X’ and ‘Y’ in the following set of transformations:
$C{H}_3-C{H}_2-C{H}_{2}Br\stackrel{X}{\to }Product\stackrel{Y}{\to }C{H}_3-\underset{\stackrel{|}{Br}}{C}H-C{H}_3$

1. X = dilute aqueous NaOH, 20°C ; Y = HBr/acetic acid, 20°C
2. X = concentrated alcoholic NaOH, 80°C ; Y = HBr/acetic acid, 20°C
3. X = dilute aqueous NaOH, 20°C ; Y = Br₂/CHCl₃, 0°C
4. X = concentrated alcoholic NaOH, 80°C;Y = Br₂/CHCl₃, 0°C

Q. Haloform reaction is not given by

1. $C{H}_{3}COC{H}_3$
2. $C{H}_{3}CO{C}_2{H}_5$
3. $C_6{H}_{5}CO{C}_2{H}_5$
4. $C{H}_{3}CH\left(OH\right)C{H}_3$

Q. Benzaldehyde on refluxing with aqueous alcoholic KCN produce:

1. Cyanobenzene
2. Cyanohydrin
3. Benzoyl cyanide
4. Benzoin

Q.

Give balanced chemical equations for the following conversions

$\mathrm{Ethanol}\stackrel{\mathrm{C}}{\to }\mathrm{Ethene}\stackrel{\mathrm{D}}{\leftarrow }\mathrm{Ethyl}\mathrm{iodide}$

Q. Consider the following elimination reaction.

When reaction is carried out with $C_{2}H{}_{5}ONa$ in ethanol, 2-menthene is the major product while 3-menthene is the major product if the substrate is heated in ethanol only. It is due to

1. with strong base, less substituted alkene is always the major product.
2. with strong base, reaction proceeds by E2 mechanism while with weak base, E1 reaction takes place.
3. methyl group gives steric hindrance to strong base in E2 reaction.
4. isopropyl group gives steric hindrance to strong base in E2 reaction.

Q. Arrange these compounds in order of increasing S_N1 reaction rate:

1. IV < II < III < I
2. I < II < III < IV
3. IV < I < III < II
4. IV < I < II < III

Q.

Predict the product of reaction of aniline with bromine in non-polar solvent such as $C{S}_2.$

Q.

What is the final product obtained when chlorine reacts with ethyl alcohol in $\mathrm{KOH}$?

1. ${\mathrm{CH}}_2\mathrm{Cl}$

2. ${\mathrm{CH}}_3\mathrm{Cl}$

3. ${\mathrm{CHCl}}_3$

4. ${\mathrm{CCl}}_3\mathrm{CHO}$

Q. Is NH₃ is a strong field ligand

Q. In the preparation of alkynes from vicinal dihalides, the reaction is

1. Elimination reaction
2. Substitution reaction
3. Addition reaction
4. Rearrangement reaction

Q. The final product (y) in the following sequence of chemical reaction is

1. An alkene
2. a carboxylic acid
3. an aldehyde
4. sodium salt of carboxylic acid

Q.

When Prop-1-ene is treated with HCl in the presence of peroxide we get:

1. No reaction

2. 1-Chloropropane

3. 3-Chloropropane

4. 2-Chloropropane

Q. Adipic acid is used in the preparation of :

1. Nylon 6
2. Dacron
3. Nylon 6, 6
4. Novolac

Q. Which of the following hydrides has highest reducing power? A ch4 B sih4 C geh4 D snh4

Q. Addition of alcohol to aldehydes in presence of anhydrous acid yield:

1. Carboxylic acids
2. Ethers
3. Cyclic ethers
4. Acetals

Q.

Chlorine is prepared in the laboratory by treating manganese dioxide (MnO₂) with aqueous hydrochloric acid according to the reaction

4HCl_(aq) + MnO_2(s) → 2H₂O_(l) + MnCl_2(aq) + Cl_2(g)

How many grams of HCl react with 5.0 g of manganese dioxide?

Q. Which of the following alcohols reacts fastest with Lucas reagent?
[0.77 Mark]

1. $C{H}_{3}C{H}_{2}OH$
2. $C{H}_3-\stackrel{C{H}_3}{\stackrel{|}{\underset{C{H}_3}{\underset{|}{C}}}}-OH$
3. $C{H}_3-\stackrel{C{H}_3}{\stackrel{|}{C}H}-C{H}_2-OH$
4. $C{H}_{3}OH$

Q. An organic compounds of molecular formula $C_3{H}_{5}O$ did not give a silver mirror with Tollens' reagent but gave an oxime with hydroxylamine, it may be

1. $$CH\equiv CH-C{H}_2-OH$$
2. $$C{H}_{3}COC{H}_3$$
3. $$C{H}_{3}C{H}_{2}CHO$$
4. $$C{H}_2=CH-OC{H}_3$$

Q. The reaction of toluene with $C{l}_2$ in the presence of $FeC{l}_3$ gives $X$ and a reaction in the presence of light gives $Y$. Thus, $X$ and $Y$ are:

1. $X=$ Benzyl chloride, $Y=$ m-chlorotoluene
2. $X=$ Benzyl chloride, $Y=$ o-chlorotoluene
3. $X=$ m-chlorotoluene, $Y=$ p-chlorotoluene
4. $X=$ o- and p-chlorotoluene, $Y=$ Trichloromethyl benzene

Q.

In the presence of benzoylperoxide propene reacts with HCl gas. The product is:

1. 2-chloropropane

2. Allyl chloride

3. No reaction

4. n-Propyl chloride

Q. For the following transformation, the reagent used is:

1. $LiAl{H}_4$
2. $H_{3}P{O}_2$
3. $H_3{O}^{+}$
4. $H_2/Pt$

Q. The total number of reagents from those given below, that can convert nitrobenzene into aniline is _____. (Integer answer)
$Sn-HCl$
$Sn-N{H}_{4}OH$
$Fe-HCl$
$Zn-HCl$
$H_2-Pd$
$H_2-RaneyNickel$