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Chemistry · Class 12 Science

Ch 4Alcohols, Phenols and Ethers — Class 12 Chemistry, concept-first.

Alcohols, phenols and ethers are three families of organic compounds built around a single oxygen atom, and grouping them together in one chapter makes sense because so many of their reactions and physical trends are best understood by comparing them directly against each other.

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Chapter contents

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16.1

Classification of Alcohols, Phenols and Ethers

Alcohols, phenols and ethers are three families of organic compounds built around a single oxygen atom, and grouping them together in one chapter makes sense because so many of their reactions and phy…

16.2

Nomenclature of Alcohols, Phenols and Ethers

Naming alcohols. The IUPAC (substitutive) name of an alcohol is built by identifying the longest continuous carbon chain that includes the carbon bearing , replacing that chain's '-ane' alkane ending…

16.3

Methods of Preparation of Alcohols

Alcohols are prepared industrially and in the laboratory from three quite different classes of starting material, and the choice of route usually depends on which alcohol is wanted and what starting m…

16.4

Physical Properties of Alcohols

The single most important structural fact about an alcohol's physical behaviour is that its group can both donate a hydrogen bond (through its O--H hydrogen) and accept one (through a lone pair on oxy…

16.5

Distinguishing Primary, Secondary and Tertiary Alcohols: the Lucas Test

Because primary, secondary and tertiary alcohols often look deceptively similar on paper, a simple, fast chemical test that tells them apart by how quickly they react is extremely useful, and the stan…

16.6

Chemical Reactions of Primary Alcohols

A primary alcohol undergoes three broad classes of reaction: reaction of the acidic hydrogen itself, replacement of the whole group by another group, and oxidation at the carbon bearing .

16.7

Mechanism of Dehydration of Alcohols

Heating an alcohol with a strong dehydrating acid -- most commonly concentrated , or alternatively passing the alcohol's vapour over hot alumina, -- removes a molecule of water and forms an alkene.

16.8

Methanol and Ethanol: Industrial Uses and Toxicity

Methanol and ethanol are, by a wide margin, the two most industrially important alcohols, but they differ sharply in one critical respect: how the human body handles them once ingested.

16.9

Methods of Preparation of Phenols

Phenol was historically extracted from coal tar, but essentially all of today's industrial supply comes from one dominant synthetic route, with two further routes remaining useful for smaller-scale or…

16.10

Physical Properties of Phenols

Phenol () is, at room temperature, a colourless, low-melting crystalline solid (melting point about ) with a characteristic sharp odour; on prolonged exposure to air and light, however, samples slowly…

16.11

Acidic Nature of Phenol

Phenol behaves as a distinctly stronger acid than any ordinary alcohol: it reacts with aqueous sodium hydroxide to form the water-soluble salt sodium phenoxide (an alcohol does not react with NaOH at…

Comparing Acidity: Water, Alcohols, Phenols and Carboxylic Acids

16.12

Electrophilic Substitution Reactions of Phenol

Phenol's group is a strongly activating, ortho/para-directing substituent on the benzene ring, and this single fact governs essentially every electrophilic aromatic substitution phenol undergoes.

16.13

Uses of Phenol

Phenol's combination of a reactive, activated aromatic ring and a genuinely acidic group makes it valuable across several quite different commercial and historical applications.

16.14

Nomenclature, Preparation and Physical Properties of Ethers

An ether's defining structural feature -- two carbon groups joined through a single oxygen, with no hydrogen left on that oxygen -- shapes both how it is best prepared and why it behaves so differentl…

16.15

Cleavage and Uses of Ethers

Ethers are, deliberately, among the least reactive classes of organic compound in routine use -- which is exactly why they make such good solvents -- but their carbon-oxygen bonds are not completely i…

Summary

This chapter covered three oxygen-containing families built on the same motif but differing in what is attached to that oxygen.

Sample & Board Papers

Sample papers and previous-year board questions for this subject.

+Show 14 questions14 questions
  1. Q1Identify A, B, C, D, E and F in the following reactions: (i) phenol treated with Me2SO4/aqueous NaOH gives A; A treated with Br2/Fe gives B…Preview
  2. Q2Which of the following compounds will respond to iodoform test? (a) CH3CH2CH2OH (b) CH3CH(OH)CH3 (c) CH3OCH2CH3 (d) CH3OHPreview
  3. Q3(i) Write the structural formulae of A, B, C, D in the following reactions: phenol --(CHCl3, NaOH, Δ)--> A + B ; phenol --(CCl4, NaOH)--> C…Preview
  4. Q4What is Lucas Reagent? Distinguish 1 degree, 2 degree and 3 degree alcohols by Lucas test. (1+2) **OR** Give examples of the following react…Preview
  5. Q5Which of the following compounds does not form 2,4,6-tribromophenol when treated with Br2/H2O? (a) structure (a) (b) structure (b) (c) struc…Preview
  6. Q6(i) How would you distinguish between the following pair of compounds by a single chemical test? Phenol and Ethyl alcohol. (ii) Identify the…Preview
  7. Q7On reaction with aqueous bromine at room temperature phenol forms which of the following? (a) meta-bromophenol (b) 2,6-dibromophenol (c) 2,4…Preview
  8. Q8(i) How would you convert (Give only arrow head reaction): Cumene -> Phenol? (ii) How would you distinguish among 1 degree, 2 degree and 3 d…Preview
  9. Q9IUPAC name of the compound H3C-CH(OCH3)-CH3 (isopropyl methyl ether, i.e. CH3 attached to a CH bearing OCH3 and another CH3) is (a) 1-methox…Preview
  10. Q10(i) Identify the compounds A and B: (CH3)3C-OCH3 --HI--> A + B [1] (ii) Freshly prepared FeCl3(aq) solution is added to phenol. Mention the…Preview
  11. Q11Identify X and Y in the following reaction: C6H5-OCH3 (methoxybenzene) + HI -> X + Y (a) X : C6H5-OH, Y : CH3I (b) X : C6H5-I, Y : CH3OH (c)…Preview
  12. Q12The order of acidic strength for the following compounds is: (I) phenol (C6H5OH), (II) 4-nitrophenol, (III) 4-methylphenol, (IV) 2-nitrophen…Preview
  13. Q13The reagent which can be used for the following transformation is: phenol (C6H5OH) -> salicylaldehyde (2-hydroxybenzaldehyde, OH and CHO on…Preview
  14. Q14Which will give yellow precipitate with iodine and alkali? (a) Methanol (b) Propanol (c) Propan-2-ol (d) 2-Methyl-propan-2-olPreview

More questions

29 Q
+Show 16 questions16 questions
  1. Example 1Write the IUPAC name of $(\text{CH}_3)_2\text{CHCH}_2\text{CH}_2\text{OH}$ and classify it as a primary, secondary or tertiary alcohol.Free
  2. Example 3But-1-ene is treated with dilute $\text{H}_2\text{SO}_4$/$\text{H}_2\text{O}$. Give the structure of the major alcohol formed and name the m…Free
  3. Example 5Propanal is treated with $\text{NaBH}_4$ in methanol. Identify the product and state whether $\text{LiAlH}_4$ would give a different product…Free
  4. Example 7Explain why the solubility of alcohols in water decreases steadily from methanol to higher members such as pentan-1-ol.Preview
  5. Example 8Explain what is meant by the Lucas reagent, and describe how it is used to distinguish a primary, a secondary and a tertiary alcohol, with t…Preview
  6. Example 10Write the E1 mechanism for the acid-catalysed dehydration of butan-2-ol with concentrated $\text{H}_2\text{SO}_4$, and give the major alkene…Preview
  7. Example 12State two major industrial uses of methanol, and explain the biochemical basis of methanol poisoning.Preview
  8. Example 14Write the IUPAC name of the compound formed by replacing the hydrogen at C-4 of phenol (numbering the $-\text{OH}$ carbon as C-1) with a met…Preview
  9. Example 15Outline the cumene process for the industrial manufacture of phenol, naming the useful by-product.Preview
  10. Example 18Explain, using resonance structures, why phenol is more acidic than ethanol, and give the approximate $\text{p}K_a$ values that support this…Preview
  11. Example 20Phenol is treated with bromine water at room temperature without any catalyst. Give the product and explain, in terms of the directing effec…Preview
  12. Example 22Name two commercial uses of phenol, one as a raw material for a synthetic polymer and one as an antiseptic/disinfectant.Preview
  13. Example 23Write the IUPAC (substitutive) name of $\text{CH}_3-\text{O}-\text{CH}_2\text{CH}_2\text{CH}_3$.Preview
  14. Example 24Describe the Williamson synthesis of methoxyethane ($\text{CH}_3\text{OCH}_2\text{CH}_3$) starting from ethanol and methanol, and explain wh…Preview
  15. Example 26Ethanol (b.p. $78\,°\text{C}$) and methoxymethane / dimethyl ether (b.p. $-24\,°\text{C}$) are constitutional isomers, both $\text{C}_2\text…Preview
  16. Example 27Diethyl ether is heated with excess concentrated HI. Give the final organic product(s) and explain why the reaction does not stop at the fir…Preview
+Show 13 questions13 questions
  1. Q2Draw the structure corresponding to the IUPAC name 3-methylpentan-2-ol, and state whether it is primary, secondary or tertiary.Free
  2. Q41-Bromopropane is boiled with aqueous NaOH. Identify the mechanism of the reaction, the alcohol formed, and state why this route works clean…Free
  3. Q6Arrange ethanol, propane and chloroethane, all of comparable molar mass, in increasing order of boiling point, and explain the order using i…Free
  4. Q9A student is given three unlabelled alcohols, one of which is 2-methylpropan-2-ol. Explain how the Lucas test lets the student identify it i…Preview
  5. Q113,3-Dimethylbutan-2-ol is dehydrated with hot concentrated $\text{H}_2\text{SO}_4$ and gives a product with a rearranged carbon skeleton. Ex…Preview
  6. Q13Describe how ethanol is manufactured by fermentation, and give two important uses of ethanol.Preview
  7. Q16Aniline is converted to benzenediazonium chloride and then boiled with water. Write the reaction sequence and name the final aromatic produc…Preview
  8. Q17Chlorobenzene is fused with NaOH at 623 K and 300 atmospheres, and the product is then acidified. Identify the overall process and the final…Preview
  9. Q19Arrange water, ethanol, phenol and ethanoic acid in increasing order of acid strength, and briefly justify the order.Preview
  10. Q21Phenol is treated with dilute nitric acid at low temperature. Name the two possible mono-nitration products and explain why they form at tho…Preview
  11. Q25A chemist wants to make tert-butyl methyl ether by Williamson synthesis and mixes sodium tert-butoxide with methyl iodide. Explain why this…Preview
  12. Q28Anisole (methoxybenzene, an alkyl aryl ether) is cleaved with excess HI. State which bond breaks and which does not, and name the two organi…Preview
  13. Q29State one historical medical use of diethyl ether and one reason it has since been largely replaced, and give one other common use of ethers…Preview