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AP Intermediate 2nd Year Haloalkanes, Alcohols and Ethers — practice questions — page 3

Explore 74 free Haloalkanes, Alcohols and Ethers questions in AP Intermediate 2nd Year Chemistry. Open each question or exercise to read its content, reference answers and available explanation.

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Haloalkanes, Alcohols and Ethers questions and exercises with answers

Showing questions 61–74 of 74.

Phenol is more acidic than ethanol because:Read the answer and worked solution →The IUPAC name of $\mathrm{(CH_3)_2CHOH}$ isRead the answer and worked solution →The WILLIAMSON ETHER SYNTHESIS prepares ethers by reactingRead the answer and worked solution →The acidity (Brønsted acidity) order of the following isRead the answer and worked solution →Ethanol heated with concentrated $\mathrm{H_2SO_4}$ at $443\,\text{K}$ (170°C) gives mainlyRead the answer and worked solution →An ALCOHOL in which the $\mathrm{-OH}$ group is attached to a carbon bonded to ONE other alkyl group is classified asRead the answer and worked solution →The REIMER-TIEMANN reaction converts phenol to salicylaldehyde. The reagents areRead the answer and worked solution →The reactivity of haloalkanes toward nucleophilic substitution generally follows the orderRead the answer and worked solution →The reaction of ethanol with sodium metal producesRead the answer and worked solution →The IUPAC name of $\mathrm{(CH_3)_2CH{-}CH_2Br}$ isRead the answer and worked solution →A GRIGNARD REAGENT is formed by reacting an alkyl halide withRead the answer and worked solution →NEET · Chemistry · Primary or Secondary AlcoholRead the answer and worked solution →Ethanol reacts with $\mathrm{PCl_5}$ to give which set of products?Read the answer and worked solution →The KOLBE reaction converts phenol (in the form of sodium phenoxide) into salicylic acid. The conditions and key reagent areRead the answer and worked solution →

Worked practice questions

Phenol is more acidic than ethanol because:

  1. Phenol has a stronger O-H bond than ethanol always
  2. The phenoxide ion is stabilised by aromatic resonance
  3. Ethanol is fully covalent while phenol is ionic in nature
  4. Phenol is heavier so it dissociates more in water always
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Correct answer: B. The phenoxide ion is stabilised by aromatic resonance

Phenoxide ion's negative charge is delocalised into the benzene ring, stabilising it phenol's $pK_a \approx 10$, ethanol's $\approx 16$.

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The IUPAC name of $\mathrm{(CH_3)_2CHOH}$ is

  1. propan-1-ol
  2. propan-2-ol
  3. propanal
  4. propanoic acid
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Correct answer: B. propan-2-ol

1. Your syllabus: suffix '-ol' for alcohols, numbered to give the lowest locant to $\mathrm{-OH}$. 2. Structure: $\mathrm{CH_3{-}CH(OH){-}CH_3}$. The $\mathrm{-OH}$ is on the MIDDLE carbon. 3. Number the parent chain to give the $\mathrm{-OH}$ position lowest. The middle carbon of a 3-C chain is C2. 4. IUPAC name: PROPAN-2-OL (also written 2-propanol, common name isopropyl alcohol). 5. Option A is propan-1-ol ($\mathrm{CH_3CH_2CH_2OH}$). Option C is propanal $\mathrm{(CH_3CH_2CHO)}$ — aldehyde. Option D is propanoic acid — carboxylic acid. _Source: syllabus Chemistry Part 2, Ch 7, §7.1.2 (IUPAC Nomenclature, Examples Table 7.1), p. 2._

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The WILLIAMSON ETHER SYNTHESIS prepares ethers by reacting

  1. an alkyl halide with an alkoxide ion (SN2 mechanism)
  2. two alcohols with hot conc. $\mathrm{H_2SO_4}$
  3. an alcohol with an aldehyde and ZnCl$_2$
  4. an aldehyde with hydrogen and Pd
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Correct answer: A. an alkyl halide with an alkoxide ion (SN2 mechanism)

1. Your syllabus: the Williamson synthesis is the standard preparative route for unsymmetric ethers. 2. Generic reaction: $\mathrm{R{-}O^-Na^+} + \mathrm{R'{-}X} \to \mathrm{R{-}O{-}R'} + \mathrm{NaX}$. 3. The alkoxide (a strong nucleophile) attacks the alkyl halide via SN2 — back-side displacement of the leaving halide. 4. For best yield, use METHYL or PRIMARY alkyl halides (better SN2 substrates). Secondary alkyl halides give mixtures of substitution and elimination tertiary halides give mostly elimination. 5. Example: $\mathrm{CH_3O^-Na^+ + CH_3CH_2Br \to CH_3{-}O{-}CH_2CH_3 + NaBr}$. 6. Option B is INTRAMOLECULAR/INTERMOLECULAR dehydration (gives symmetric ethers only, lower yield). Options C and D are unrelated. _Source: syllabus Chemistry Part 2, Ch 7, §7.8 (Williamson ether synthesis), p. 21._

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