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Physical properties of phenol - class-XII

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Alcohols of low molecular weight are:

  1. soluble in water

  2. soluble in water on heating

  3. insoluble in water

  4. insoluble in all solvents.


Correct Option: A
Explanation:

Alcohols of low molecular weight are soluble in water while that of high molecular weight are insoluble in water .because of high hydrogen bonding in low molecular weight Alcinous.

Which of the following statements is not correctly showing the trend of the properties mentioned ?

  1. $CH _3CH _2OH > CH _3CH _2CH _2OH > \underset {(Solubility)}{CH _3CH _2CH _2CH _2OH}$

  2. $CH _3CH _2OH > CH _3CH _2CH _2OH > \underset {(Boiling point)}{CH _3CH _2CH _2CH _2OH}$

  3. $CH _3CH _2CH _2OH > CH _3{\underset{CH _3}{\underset{|}{CH}}}-CH _2OH >\underset{Boiling \, point}{CH _3-\underset{CH _3}{\underset{|}{\overset{CH _3}{\overset{|}C}}}-OH}$

  4. $CH _3-{\underset{CH _3}{\underset{|}{\overset{CH _3}{\overset{|}{C}}}}}-OH$<$CH _3{\underset{CH _3}{\underset{|}{CH}}}-CH _2OH$ <$CH _3CH _2CH _CH _2OH$


Correct Option: D
Explanation:
Boiling point and solubility of alcohols is determined by the ease and extent of H-bonding among the alcohol molecules. More is the hydrogen bonding higher is the boiling point and solubility in water. Thus, tertiary alcohols being highly hindered will have least hydrogen bonding and thus low boiling point/solubility as compared to less hindered secondary alcohol.
Therefore the order of boiling point is primary alcohol>secondary alcohol>tertiary alcohol as:
$CH _3CH _2CH _2OH>CH _3CH(CH _3)CH _2OH>CH _3C(CH _3) _2OH$
In case of linear versus branched alcohol, linear alcohol has higher melting/boiling points due to better stacking and surface area contact.
But in case of highly branched vs. branched molecules more sphere-like structure of the molecule better is the stacking thus higher will be the melting point. Thus order of melting point will be
$CH _3CH(CH _3)CH _2OH<CH _3C(CH _3) _2OH<CH _3CH _2CH _2CH _2OH$
A and B. Solubility and boiling point of alcohols depends on the chain length. Longer is the chain length, lesser is the solubility/boiling point as the extent of H-bonding decreases. Also, the hydrophobic nature of the hydrocarbon chain reduces the solubility.
thus order of solubility and boiling point will be:
$CH _3CH _2OH>CH _3CH _2CH _2OH>CH _3CH _2CH _2CH _2OH$

Which of the following is not a characteristic of alcohol ?

  1. They are lighter than water.

  2. Their boiling points rise fairly uniformly with rising molecular weight.

  3. Lower members are insoluble in water and organic solvents but the solubility regularly increases with molecular mass.

  4. Lower members have a pleasant smell and burning taste, higher members are colourless and tasteless.

  5. Higher members have a pleasant smell and burning taste, lower members are colourless and tasteless.


Correct Option: C
Explanation:
A. Alcohols are lighter than water because water molecules are closely packed together due to extensive H-bonding, which means that it has more mass in the same volume than either alcohol or oil. In addition, alcohol is made up of carbon and hydrogen atoms while water is made up of oxygen and hydrogen atoms.
B. Their boiling points rise fairly uniformly with rising molecular weight this is because boiling point depends on the intermolecular interactions such as H-bonding which decreases as the chain length decreases.
C. Lower members are soluble in water and organic solvents but the solubility regularly decreases with molecular mass because of ease of H-bonding in smaller alcohol molecules than those having long hydrocarbon chain.
D. Lower members have a pleasant smell and burning taste, higher members are colourless and tasteless.

Unlike phenol, 2,4-dinitrophenol is soluble in sodium carbonate solution in water because ?

  1. presence of two - $NO _2$ groups in the ring makes 2 , 4 - dinitrophenol a stronger acid than phenol.

  2. presence of two - $NO _2$ groups in the ring makes 2 , 4 - dinitrophenol a weaker acid than phenol.

  3. presence of two $-NO _2$ groups make the hydrogen bonding easier, making 2 , 4-dinitrophenol soluble.

  4. nitro group reacts with $Na _2CO _3$ while -$OH$ group does not.


Correct Option: A
Explanation:

Presence of two electron withdrawing $-No _2$ groups in the ring makes 2,4-dinitrophenol a stronger acid than phenol. Hence it react with aqueous  $Na _2CO _3$ solution to form sodium salt thus making it soluble in $Na _2CO _3$ . 

The compound which gets dissolved in water is :

  1. $C _{2}H _{6}$

  2. $C _{2}H _{4}$

  3. $C _{2}H _{2}$

  4. $C _{2}H _{5}OH$

  5. $C _{3}H _{8}$


Correct Option: D
Explanation:

Option D or Ethanol dissolves in water. 


Ethanol has electronegative oxygen atom in it, and hence it takes part in hydrogen bonding with water. 

Because of excessive hydrogen bonding with water, Ethanol dissolves in it.

Which of the following cannot be dissolved in alcohol?

  1. Dyes and drugs

  2. Soaps and varnishes

  3. Resins and varnishes

  4. Rubber and plastics


Correct Option: D
Explanation:

Rubber and plastic cannot be dissloved in alchol because of nonpolar nature of rubber and plastics

Which of the following has a higher boiling point?

  1. Butanol

  2. Butanal

  3. Both of them have similar boiling point

  4. Cannot say anything 


Correct Option: A
Explanation:

There is a large difference between boiling points of butanol and butanal, although they have almost the same solubility in water. Butanol contains -OH group and can form hydrogen bonds. Hence, the molecules are associated. A large amount of energy is required to break the association. Hence, butanol has a higher boiling point. Hydrogen bonding is not possible in butanal.

Solubility of alcohols in water is _______ to that of hydrocarbons of comparable molecular masses.

  1. greater than

  2. similar

  3. lesser than

  4. none of these


Correct Option: A
Explanation:
Since alcohols can participate in $H-$bonding while hydrocarbons cannot, alcohols are able to interact with water molecules more easily than hydrocarbons of comparable molecular masses. Hence alcohols possess greater solubility in water than hydrocarbons of comparable molecular masses.

Alcohols containing only up to ________________ carbon atoms are completely miscible with water.

  1. 10

  2. 3

  3. 8

  4. 14


Correct Option: B
Explanation:

 Alcohol-containing up to $3-$ carbon atoms are completely miscible with water in all proportions. This is due to the hydrogen bonding with water molecule. 

Melting point of phenol is :

  1. $53^0C$

  2. $43^0C$

  3. $33^0C$

  4. $23^0C$


Correct Option: B
Explanation:

Pure phenols are generally colorless solids or liquids. Phenols (molecular weight $=94$) have the relatively low melting point. So generally exist in liquid form above room temperature.

its melting point is $43^0C$.

Which of the following is not true regarding phenol?

  1. Pure phenol is a white crystalline solid

  2. Phenol smell as disinfectant.

  3. It causes immediate white blistering to the skin

  4. None of these


Correct Option: D
Explanation:

Pure Phenols are colorless solids or liquids. These are used as disinfectant due to their chemical properties. Also, because of its acidic nature, it causes immediate white blistering to the skin. 

Molecular weight of phenol is :

  1. $94.11$

  2. $104.11$

  3. $86.11$

  4. $98$


Correct Option: A
Explanation:
Molecular formula of Phenol is $C _6H _5-OH$
Therefore, moelcular weight: $6 (Mass \ of \ Carbon) + 6 (Mass \ of \ Hydrogen)+16 (Mass \ of \ Oxygen)$
$=6 \times 12 + 5 \times 1 + 16 \times 1 + 1 \times 1$
$=94.11$

The major product of Raschig process was taken for litmus test.It was observed that it turned:

  1. red litmus blue

  2. blue litmus red

  3. no change in colour

  4. very slight change in colour from red towards blue


Correct Option: B
Explanation:

Phenol is obtained as the major product of Raschig process.Phenol is mildly acidic in nature so it turns blue litmus red.

Phenol is a:

  1. volatile liquid

  2. non-volatile liquid

  3. volatile solid

  4. non-volatile solid


Correct Option: C
Explanation:

Phenol is a non-volatile solid. its boiling point is 182 deg C which is high due to intermolecular hydrogen bonding.

Alcohols containing only up to ___________ carbon atoms are completely miscible with water.

  1. three

  2. four

  3. five

  4. two


Correct Option: A
Explanation:

Hydroxyl group makes the alcohol molecule polar and these are used as protic solvents. Two opposing solubility trends in alcohols are the tendency of the polar OH to promote solubility in water and the tendency of the carbon chain to resist it. So, methanol, ethanol, propanol are miscible in water as the OH group overcomes the short carbon chain.

In which of the following solvents, KI has highest solubility? The dielectric constant $(\epsilon)$ of each liquid is given in parentheses.

  1. $ C _{6}H _{6}(\epsilon =0)$

  2. $(CH _{3}) _{2}CO(\epsilon =21)$

  3. $CH _{3}OH(\epsilon =32)$

  4. $CCl _{4}(\epsilon =0)$


Correct Option: C
Explanation:

KI is an ionic compound. Hence, it will be most soluble in apolar solvent, which has a high value of dielectric constant. Hence, $CH _3OH$ with the highest value of dielectric constant among the given options will provide high solubility.

Phenol is an organic compound even though it is soluble in water due to the presence of:

  1. ionic bonding

  2. covalent bonding

  3. hydrogen bonding

  4. coordinate bonding


Correct Option: C
Explanation:

Phenol is an organic compound even though it is soluble in water due to the presence of hydrogen bonding. Phenol has hydroxyl group which is involved in the formation of hydrogen bonds with water. It increases the solubility.  Hydrogen bonding is possible when $H$ atom is attached to electronegative $N,\ O$ or $F$ atom.

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