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Q6.22(iii):
What happens when
(iii) chlorobenzene is subjected to hydrolysis,
Solution :
Given Variables & Chemical Context
The reaction involves the attempted nucleophilic aromatic substitution ($S_NAr$) of chlorobenzene ($C_6H_5Cl$) using a hydroxide ion ($OH^-$), typically in the form of an aqueous base (e.g., $NaOH$ or $KOH$).
Step 1: Analyzing the C–Cl Bond Stability
In chlorobenzene, the chlorine atom is directly attached to the $sp^2$ hybridized carbon of the benzene ring. This bond exhibits partial double bond character due to resonance. The lone pair of electrons on the chlorine atom undergoes delocalization into the benzene ring [Resonance Effect].
The stabilization energy and the increased s-character of the carbon atom ($sp^2$ vs $sp^3$) result in a significantly shorter and stronger $C-Cl$ bond compared to haloalkanes. Consequently, the bond dissociation energy is higher, and the carbon center is less susceptible to nucleophilic attack.
Step 2: Thermodynamic and Kinetic Barriers
For the hydrolysis to occur under standard laboratory conditions (e.g., boiling with aqueous $NaOH$), the reaction is kinetically inert. The transition state, which would involve the formation of a negatively charged Meisenheimer complex, is highly unstable due to the electron-rich nature of the benzene ring, which repels the incoming nucleophile ($OH^-$).
Step 3: Required Reaction Conditions
To overcome the electronic and resonance barriers, extreme conditions are required to force the hydrolysis, as historically demonstrated in the Dow Process:
- Temperature: $623\ K$
- Pressure: $300\ atm$
- Reagent: Aqueous $NaOH$
Step 4: Chemical Equation
The reaction proceeds via the formation of a phenoxide ion intermediate, which is subsequently protonated to yield phenol:
$C_6H_5Cl + 2NaOH \xrightarrow{623\ K, 300\ atm} C_6H_5ONa + NaCl + H_2O$
$C_6H_5ONa + H^+ \rightarrow C_6H_5OH + Na^+$
Visual Representation of the Reaction Coordinate
Analytical Summary
Under ordinary conditions, chlorobenzene does not undergo hydrolysis because the $C-Cl$ bond is strengthened by the resonance effect and the $sp^2$ hybridization of the aryl carbon. Hydrolysis is only achievable at high temperature and high pressure conditions, converting the aryl halide into sodium phenoxide, which upon acidification, yields phenol ($C_6H_5OH$).
Final Solution: Chlorobenzene is resistant to hydrolysis under normal conditions; however, under extreme conditions ($623\ K$ and $300\ atm$ pressure), it reacts with aqueous sodium hydroxide to produce sodium phenoxide, which upon treatment with an acid, forms phenol.
More Questions from Class 12 Chemistry Haloalkanes and Haloarenes Exercises
- Q6.1(i): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (i) \((CH_{3})_{2}CHCH(Cl)CH_{3}\)
- Q6.1(i): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (i) ( (CH_{3})_{2}CHCH(Cl)CH_{3} )
- Q6.1(ii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (ii) \(CH_{3}CH_{2}CH(CH_{3})CH(C_{2}H_{5})Cl\)
- Q6.1(ii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (ii) ( CH_{3}CH_{2}CH(CH_{3})CH(C_{2}H_{5})Cl )
- Q6.1(iii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (iii) \(CH_{3}CH_{2}C(CH_{3})_{2}CH_{2}I\)
- Q6.1(iii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (iii) ( CH_{3}CH_{2}C(CH_{3})_{2}CH_{2}I )
- Q6.1(iv): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (iv) \((CH_{3})_{3}CCH_{2}CH(Br)C_{6}H_{5}\)
- Q6.1(iv): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (iv) ( (CH_{3})_{3}CCH_{2}CH(Br)C_{6}H_{5} )
- Q6.1(ix): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (ix) \(CH_{3}CH=CHC(Br)(CH_{3})_{2}\)
- Q6.1(ix): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (ix) ( CH_{3}CH=CHC(Br)(CH_{3})_{2} )
- Q6.1(v): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (v) \(CH_{3}CH(CH_{3})CH(Br)CH_{3}\)
- Q6.1(v): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (v) ( CH_{3}CH(CH_{3})CH(Br)CH_{3} )
- Q6.1(vi): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (vi) \(CH_{3}C(C_{2}H_{5})_{2}CH_{2}Br\)
- Q6.1(vi): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (vi) ( CH_{3}C(C_{2}H_{5})_{2}CH_{2}Br )
- Q6.1(vii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (vii) \(CH_{3}C(Cl)(C_{2}H_{5})CH_{2}CH_{3}\)
- Q6.1(vii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (vii) ( CH_{3}C(Cl)(C_{2}H_{5})CH_{2}CH_{3} )
- Q6.1(viii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (viii) \(CH_{3}CH=C(Cl)CH_{2}CH(CH_{3})_{2}\)
- Q6.1(viii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (viii) ( CH_{3}CH=C(Cl)CH_{2}CH(CH_{3})_{2} )
- Q6.1(x): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (x) \(p-ClC_{6}H_{4}CH_{2}CH(CH_{3})_{2}\)
- Q6.1(x): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (x) ( p-ClC_{6}H_{4}CH_{2}CH(CH_{3})_{2} )
- Q6.1(xi): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (xi) \(m-ClCH_{2}C_{6}H_{4}CH_{2}C(CH_{3})_{3}\)
- Q6.1(xi): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (xi) ( m-ClCH_{2}C_{6}H_{4}CH_{2}C(CH_{3})_{3} )
- Q6.1(xii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (xii) \(o-Br-C_{6}H_{4}CH(CH_{3})CH_{2}CH_{3}\)
- Q6.1(xii): Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides: (xii) ( o-Br-C_{6}H_{4}CH(CH_{3})CH_{2}CH_{3} )
- Q6.10(i): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (i) 1-Bromo-1-methylcyclohexane
- Q6.10(i): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (i) 1-Bromo-1-methylcyclohexane
- Q6.10(ii): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (ii) 2-Chloro-2-methylbutane
- Q6.10(ii): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (ii) 2-Chloro-2-methylbutane
- Q6.10(iii): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (iii) 2,2,3-Trimethyl-3-bromopentane.
- Q6.10(iii): Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (iii) 2,2,3-Trimethyl-3-bromopentane.
- Q6.11(i): How will you bring about the following conversions? (i) Ethanol to but-1-yne
- Q6.11(i): How will you bring about the following conversions? (i) Ethanol to but-1-yne
- Q6.11(ii): How will you bring about the following conversions? (ii) Ethane to bromoethene
- Q6.11(ii): How will you bring about the following conversions? (ii) Ethane to bromoethene
- Q6.11(iii): How will you bring about the following conversions? (iii) Propene to 1-nitropropane
- Q6.11(iii): How will you bring about the following conversions? (iii) Propene to 1-nitropropane
- Q6.11(iv): How will you bring about the following conversions? (iv) Toluene to benzyl alcohol
- Q6.11(iv): How will you bring about the following conversions? (iv) Toluene to benzyl alcohol
- Q6.11(ix): How will you bring about the following conversions? (ix) 1-Chlorobutane to n-octane
- Q6.11(ix): How will you bring about the following conversions? (ix) 1-Chlorobutane to n-octane
- Q6.11(v): How will you bring about the following conversions? (v) Propene to propyne
- Q6.11(v): How will you bring about the following conversions? (v) Propene to propyne
- Q6.11(vi): How will you bring about the following conversions? (vi) Ethanol to ethyl fluoride
- Q6.11(vi): How will you bring about the following conversions? (vi) Ethanol to ethyl fluoride
- Q6.11(vii): How will you bring about the following conversions? (vii) Bromomethane to propanone
- Q6.11(vii): How will you bring about the following conversions? (vii) Bromomethane to propanone
- Q6.11(viii): How will you bring about the following conversions? (viii) But-1-ene to but-2-ene
- Q6.11(viii): How will you bring about the following conversions? (viii) But-1-ene to but-2-ene
- Q6.11(x): How will you bring about the following conversions? (x) Benzene to biphenyl.
- Q6.11(x): How will you bring about the following conversions? (x) Benzene to biphenyl.
- Q6.12(i): Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?
- Q6.12(i): Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?
- Q6.12(ii): Explain why (ii) alkyl halides, though polar, are immiscible with water?
- Q6.12(ii): Explain why (ii) alkyl halides, though polar, are immiscible with water?
- Q6.12(iii): Explain why (iii) Grignard reagents should be prepared under anhydrous conditions?
- Q6.12(iii): Explain why (iii) Grignard reagents should be prepared under anhydrous conditions?
- Q6.13: Give the uses of freon 12, DDT, carbon tetrachloride and iodoform.
- Q6.13: Give the uses of freon 12, DDT, carbon tetrachloride and iodoform.
- Q6.14(i): Write the structure of the major organic product in each of the following reactions:
- Q6.14(i): Write the structure of the major organic product in each of the following reactions:
- Q6.14(ii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(ii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(iii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(iii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(iv): Write the structure of the major organic product in each of the following reactions:
- Q6.14(iv): Write the structure of the major organic product in each of the following reactions:
- Q6.14(v): Write the structure of the major organic product in each of the following reactions:
- Q6.14(v): Write the structure of the major organic product in each of the following reactions:
- Q6.14(vi): Write the structure of the major organic product in each of the following reactions:
- Q6.14(vi): Write the structure of the major organic product in each of the following reactions:
- Q6.14(vii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(vii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(viii): Write the structure of the major organic product in each of the following reactions:
- Q6.14(viii): Write the structure of the major organic product in each of the following reactions:
- Q6.15: Write the mechanism of the following reaction:
- Q6.15: Write the mechanism of the following reaction:
- Q6.16(i): Arrange the compounds of each set in order of reactivity towards \(S_{N}2\) displacement: (i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane
- Q6.16(i): Arrange the compounds of each set in order of reactivity towards ( S_{N}2 ) displacement: (i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane
- Q6.16(ii): Arrange the compounds of each set in order of reactivity towards \(S_{N}2\) displacement: (ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3-methylbutane
- Q6.16(ii): Arrange the compounds of each set in order of reactivity towards ( S_{N}2 ) displacement: (ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3-methylbutane
- Q6.16(iii): Arrange the compounds of each set in order of reactivity towards \(S_{N}2\) displacement: (iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.
- Q6.16(iii): Arrange the compounds of each set in order of reactivity towards ( S_{N}2 ) displacement: (iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.
- Q6.17: Out of \(C_{6}H_{5}CH_{2}Cl\) and \(C_{6}H_{5}CHClC_{6}H_{5}\), which is more easily hydrolysed by aqueous KOH.
- Q6.17: Out of ( C_{6}H_{5}CH_{2}Cl ) and ( C_{6}H_{5}CHClC_{6}H_{5} ), which is more easily hydrolysed by aqueous ( KOH ).
- Q6.18: p-Dichlorobenzene has higher m.p. than those of o- and m-isomers. Discuss.
- Q6.18: p-Dichlorobenzene has higher m.p. than those of o- and m-isomers. Discuss.
- Q6.19(i): How the following conversions can be carried out? (i) Propene to propan-1-ol
- Q6.19(i): How the following conversions can be carried out? (i) Propene to propan-1-ol
- Q6.19(ii): How the following conversions can be carried out? (ii) Ethanol to but-1-yne
- Q6.19(ii): How the following conversions can be carried out? (ii) Ethanol to but-1-yne
- Q6.19(iii): How the following conversions can be carried out? (iii) 1-Bromopropane to 2-bromopropane
- Q6.19(iii): How the following conversions can be carried out? (iii) 1-Bromopropane to 2-bromopropane
- Q6.19(iv): How the following conversions can be carried out? (iv) Toluene to benzyl alcohol
- Q6.19(iv): How the following conversions can be carried out? (iv) Toluene to benzyl alcohol
- Q6.19(ix): How the following conversions can be carried out? (ix) 2-Chlorobutane to 3, 4-dimethylhexane
- Q6.19(ix): How the following conversions can be carried out? (ix) 2-Chlorobutane to 3, 4-dimethylhexane
- Q6.19(v): How the following conversions can be carried out? (v) Benzene to 4-bromonitrobenzene
- Q6.19(v): How the following conversions can be carried out? (v) Benzene to 4-bromonitrobenzene
- Q6.19(vi): How the following conversions can be carried out? (vi) Benzyl alcohol to 2-phenylethanoic acid
- Q6.19(vi): How the following conversions can be carried out? (vi) Benzyl alcohol to 2-phenylethanoic acid
- Q6.19(vii): How the following conversions can be carried out? (vii) Ethanol to propanenitrile
- Q6.19(vii): How the following conversions can be carried out? (vii) Ethanol to propanenitrile
- Q6.19(viii): How the following conversions can be carried out? (viii) Aniline to chlorobenzene
- Q6.19(viii): How the following conversions can be carried out? (viii) Aniline to chlorobenzene
- Q6.19(x): How the following conversions can be carried out? (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane
- Q6.19(x): How the following conversions can be carried out? (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane
- Q6.19(xi): How the following conversions can be carried out? (xi) Ethyl chloride to propanoic acid
- Q6.19(xi): How the following conversions can be carried out? (xi) Ethyl chloride to propanoic acid
- Q6.19(xii): How the following conversions can be carried out? (xii) But-1-ene to n-butyliodide
- Q6.19(xii): How the following conversions can be carried out? (xii) But-1-ene to n-butyliodide
- Q6.19(xiii): How the following conversions can be carried out? (xiii) 2-Chloropropane to 1-propanol
- Q6.19(xiii): How the following conversions can be carried out? (xiii) 2-Chloropropane to 1-propanol
- Q6.19(xiv): How the following conversions can be carried out? (xiv) Isopropyl alcohol to iodoform
- Q6.19(xiv): How the following conversions can be carried out? (xiv) Isopropyl alcohol to iodoform
- Q6.19(xix): How the following conversions can be carried out? (xix) tert-Butyl bromide to isobutyl bromide
- Q6.19(xix): How the following conversions can be carried out? (xix) tert-Butyl bromide to isobutyl bromide
- Q6.19(xv): How the following conversions can be carried out? (xv) Chlorobenzene to p-nitrophenol
- Q6.19(xv): How the following conversions can be carried out? (xv) Chlorobenzene to p-nitrophenol
- Q6.19(xvi): How the following conversions can be carried out? (xvi) 2-Bromopropane to 1-bromopropane
- Q6.19(xvi): How the following conversions can be carried out? (xvi) 2-Bromopropane to 1-bromopropane
- Q6.19(xvii): How the following conversions can be carried out? (xvii) Chloroethane to butane
- Q6.19(xvii): How the following conversions can be carried out? (xvii) Chloroethane to butane
- Q6.19(xviii): How the following conversions can be carried out? (xviii) Benzene to diphenyl
- Q6.19(xviii): How the following conversions can be carried out? (xviii) Benzene to diphenyl
- Q6.19(xx): How the following conversions can be carried out? (xx) Aniline to phenylisocyanide
- Q6.19(xx): How the following conversions can be carried out? (xx) Aniline to phenylisocyanide
- Q6.2(i): Give the IUPAC names of the following compounds: (i) \(CH_{3}CH(Cl)CH(Br)CH_{3}\)
- Q6.2(i): Give the IUPAC names of the following compounds: (i) ( CH_{3}CH(Cl)CH(Br)CH_{3} )
- Q6.2(ii): Give the IUPAC names of the following compounds: (ii) \(CHF_{2}CBrClF\)
- Q6.2(ii): Give the IUPAC names of the following compounds: (ii) ( CHF_{2}CBrClF )
- Q6.2(iii): Give the IUPAC names of the following compounds: (iii) \(ClCH_{2}C\equiv CCH_{2}Br\)
- Q6.2(iii): Give the IUPAC names of the following compounds: (iii) ( ClCH_{2}C \equiv CCH_{2}Br )
- Q6.2(iv): Give the IUPAC names of the following compounds: (iv) \((CCl_{3})_{3}CCl\)
- Q6.2(iv): Give the IUPAC names of the following compounds: (iv) ( (CCl_{3})_{3}CCl )
- Q6.2(v): Give the IUPAC names of the following compounds: (v) \(CH_{3}C(p-ClC_{6}H_{4})_{2}CH(Br)CH_{3}\)
- Q6.2(v): Give the IUPAC names of the following compounds: (v) ( CH_{3}C(p-ClC_{6}H_{4})_{2}CH(Br)CH_{3} )
- Q6.2(vi): Give the IUPAC names of the following compounds: (vi) \((CH_{3})_{3}CCH=CClC_{6}H_{4}I-p\)
- Q6.2(vi): Give the IUPAC names of the following compounds: (vi) ( (CH_{3})_{3}CCH=CClC_{6}H_{4}I-p )
- Q6.20: The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products. Explain.
- Q6.20: The treatment of alkyl chlorides with aqueous ( KOH ) leads to the formation of alcohols but in the presence of alcoholic ( KOH ), alkenes are major products. Explain.
- Q6.21: Primary alkyl halide \(C_{4}H_{9}Br\) (a) reacted with alcoholic KOH to give compound (b). Compound (b) is reacted with HBr to give (c) which is an isomer of (a). When (a) is reacted with sodium metal it gives compound (d), \(C_{8}H_{18}\) which is different from the compound formed when n-butyl bromide is reacted with sodium. Give the structural formula of (a) and write the equations for all the reactions.
- Q6.21: Primary alkyl halide ( C_{4}H_{9}Br ) (( a )) reacted with alcoholic ( KOH ) to give compound (( b )). Compound (( b )) is reacted with ( HBr ) to give (( c )) which is an isomer of (( a )). When (( a )) is reacted with sodium metal it gives compound (( d )), ( C_{8}H_{18} ) which is different from the compound formed when n-butyl bromide is reacted with sodium. Give the structural formula of (( a )) and write the equations for all the reactions.
- Q6.22(i): What happens when (i) n-butyl chloride is treated with alcoholic KOH,
- Q6.22(i): What happens when (i) n-butyl chloride is treated with alcoholic ( KOH ),
- Q6.22(ii): What happens when (ii) bromobenzene is treated with Mg in the presence of dry ether,
- Q6.22(ii): What happens when (ii) bromobenzene is treated with ( Mg ) in the presence of dry ether,
- Q6.22(iii): What happens when (iii) chlorobenzene is subjected to hydrolysis,
- Q6.22(iv): What happens when (iv) ethyl chloride is treated with aqueous KOH,
- Q6.22(iv): What happens when (iv) ethyl chloride is treated with aqueous ( KOH ),
- Q6.22(v): What happens when (v) methyl bromide is treated with sodium in the presence of dry ether,
- Q6.22(v): What happens when (v) methyl bromide is treated with sodium in the presence of dry ether,
- Q6.22(vi): What happens when (vi) methyl chloride is treated with KCN?
- Q6.22(vi): What happens when (vi) methyl chloride is treated with ( KCN )?
- Q6.3(i): Write the structures of the following organic halogen compounds. (i) 2-Chloro-3-methylpentane
- Q6.3(i): Write the structures of the following organic halogen compounds. (i) 2-Chloro-3-methylpentane
- Q6.3(ii): Write the structures of the following organic halogen compounds. (ii) p-Bromochlorobenzene
- Q6.3(ii): Write the structures of the following organic halogen compounds. (ii) p-Bromochlorobenzene
- Q6.3(iii): Write the structures of the following organic halogen compounds. (iii) 1-Chloro-4-ethylcyclohexane
- Q6.3(iii): Write the structures of the following organic halogen compounds. (iii) 1-Chloro-4-ethylcyclohexane
- Q6.3(iv): Write the structures of the following organic halogen compounds. (iv) 2-(2-Chlorophenyl)-1-iodooctane
- Q6.3(iv): Write the structures of the following organic halogen compounds. (iv) 2-(2-Chlorophenyl)-1-iodooctane
- Q6.3(v): Write the structures of the following organic halogen compounds. (v) 2-Bromobutane
- Q6.3(v): Write the structures of the following organic halogen compounds. (v) 2-Bromobutane
- Q6.3(vi): Write the structures of the following organic halogen compounds. (vi) 4-tert-Butyl-3-iodoheptane
- Q6.3(vi): Write the structures of the following organic halogen compounds. (vi) 4-tert-Butyl-3-iodoheptane
- Q6.3(vii): Write the structures of the following organic halogen compounds. (vii) 1-Bromo-4-sec-butyl-2-methylbenzene
- Q6.3(vii): Write the structures of the following organic halogen compounds. (vii) 1-Bromo-4-sec-butyl-2-methylbenzene
- Q6.3(viii): Write the structures of the following organic halogen compounds. (viii) 1,4-Dibromobut-2-ene
- Q6.3(viii): Write the structures of the following organic halogen compounds. (viii) 1,4-Dibromobut-2-ene
- Q6.4: Which one of the following has the highest dipole moment?
- Q6.4: Which one of the following has the highest dipole moment?
- Q6.5: A hydrocarbon \(C_{5}H_{10}\) does not react with chlorine in dark but gives a single monochloro compound \(C_{5}H_{9}Cl\) in bright sunlight. Identify the hydrocarbon.
- Q6.5: A hydrocarbon ( C_{5}H_{10} ) does not react with chlorine in dark but gives a single monochloro compound ( C_{5}H_{9}Cl ) in bright sunlight. Identify the hydrocarbon.
- Q6.6: Write the isomers of the compound having formula \(C_{4}H_{9}Br\).
- Q6.6: Write the isomers of the compound having formula ( C_{4}H_{9}Br ).
- Q6.7(i): Write the equations for the preparation of 1-iodobutane from (i) 1-butanol
- Q6.7(i): Write the equations for the preparation of 1-iodobutane from (i) 1-butanol
- Q6.7(ii): Write the equations for the preparation of 1-iodobutane from (ii) 1-chlorobutane
- Q6.7(ii): Write the equations for the preparation of 1-iodobutane from (ii) 1-chlorobutane
- Q6.7(iii): Write the equations for the preparation of 1-iodobutane from (iii) but-1-ene.
- Q6.7(iii): Write the equations for the preparation of 1-iodobutane from (iii) but-1-ene.
- Q6.8: What are ambident nucleophiles? Explain with an example.
- Q6.8: What are ambident nucleophiles? Explain with an example.
- Q6.9(i): Which compound in each of the following pairs will react faster in \(S_{N}2\) reaction with \(^{-}OH\)? (i) \(CH_{3}Br\) or \(CH_{3}I\)
- Q6.9(i): Which compound in each of the following pairs will react faster in ( S_{N}2 ) reaction with ( -OH )? (i) ( CH_{3}Br ) or ( CH_{3}I )
- Q6.9(ii): Which compound in each of the following pairs will react faster in \(S_{N}2\) reaction with \(^{-}OH\)? (ii) \((CH_{3})_{3}CCl\) or \(CH_{3}Cl\)
- Q6.9(ii): Which compound in each of the following pairs will react faster in ( S_{N}2 ) reaction with ( -OH )? (ii) ( (CH_{3})_{3}CCl ) or ( CH_{3}Cl )
CBSE Solutions for Class 12 Chemistry Haloalkanes and Haloarenes
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