Alcohol, Phenols Che
Alcohol, Phenols Che
4. **How does the presence of the -OH group affect the boiling point of alcohols?**
- **Answer:** The -OH group allows for hydrogen bonding, resulting in higher boiling points compared to
hydrocarbons of similar molecular weight.
4. **What are the applications of alcohols, phenols, and ethers in everyday life?**
- **Answer:** Alcohols are used as solvents and in beverages; phenols are used in antiseptics and disinfectants;
ethers are used as solvents and anesthetics.
5. **Explain the significance of the hydroxyl group in the properties of alcohols and phenols.
Answer: The hydroxyl group (-OH) is responsible for the hydrogen bonding in alcohols and phenols, affecting their
boiling points, solubility in water, and reactivity, making them more polar and reactive compared to hydrocarbons.
1. **Hydration of Alkenes:**
- **Reaction:** Alkenes + H₂O (in presence of acid) → Alcohols
- **Example:** Propene + H₂O → Propan-2-ol (via Markovnikov's rule).
2. **Hydroboration-Oxidation:**
- **Reaction:** Alkenes + BH₃ → Trialkyl boranes → Alcohols (oxidized with H₂O₂/NaOH)
- **Example:** Propene → Propan-1-ol (anti-Markovnikov addition).
6. **Dehydration of Alcohols:**
- **Reaction:** Alcohols → Alkenes (with concentrated H₂SO₄ or H₃PO₄)
- **Example:** Ethanol → Ethene (at 443 K).
7. **Oxidation of Alcohols:**
- **Primary Alcohols:** Primary Alcohols + KMnO₄ → Aldehydes → Carboxylic Acids
- **Secondary Alcohols:** Secondary Alcohols + KMnO₄ → Ketones
- **Tertiary Alcohols:** Do not oxidize easily.
5. **Kolbe’s Electrolysis:**
- **Reaction:** Phenoxide Ion + CO₂ → Ortho Hydroxybenzoic Acid.
6. **Reimer-Tiemann Reaction:**
- **Reaction:** Phenol + CHCl₃ + NaOH → Salicylaldehyde.
7. **Oxidation:**
- **Reaction:** Phenol + KMnO₄ → Benzoquinone.
3. **Cleavage of Ethers:**
- **Reaction:** Ethers + HI or HBr → Alkyl Halides + Alcohol.
- **Example:** Ethoxyethane + HI → Ethyl Iodide + Ethanol.
Based on the provided context regarding alcohols, phenols, and ethers, here are important tables and diagrams that
summarize key information about their nomenclature, classification, preparation methods, and reactions.
1. **Protonation of Alkene:**
- Alkene + H⁺ → Carbocation
2. **Nucleophilic Attack:**
- H₂O attacks carbocation → Alcohol
3. **Deprotonation:**
- Proton transfer to form the final alcohol.
- **Dehydration:**
- Alcohol → Alkene + H₂O (in presence of acid).
- **Oxidation:**
- Primary Alcohol → Aldehyde → Carboxylic Acid (with strong oxidizing agents).
- Secondary Alcohol → Ketone (with oxidizing agents).
- **Substitution:**
- Alcohol + HX → Alkyl Halide + H₂O.
#### Assertion 1:
**Alcohols, phenols, and ethers are classified based on the number of hydroxyl groups and the hybridization of the
carbon atom to which the hydroxyl group is attached.**
**Reasoning:**
This classification helps in understanding their chemical properties and reactivity. For example, alcohols can be
classified as monohydric, dihydric, or trihydric based on the number of -OH groups. Additionally, alcohols can be
primary, secondary, or tertiary depending on whether the -OH group is attached to a primary, secondary, or tertiary
carbon atom. This classification is crucial for predicting the behavior of these compounds in chemical reactions.
#### Assertion 2:
**The boiling points of alcohols are generally higher than those of ethers and hydrocarbons of comparable
molecular mass.**
**Reasoning:**
This is due to the presence of hydrogen bonding in alcohols, which is absent in ethers and hydrocarbons. The ability
of alcohols to form strong intermolecular hydrogen bonds results in higher boiling points compared to ethers, which
have weaker van der Waals forces. For example, ethanol (C₂H₅OH) has a boiling point of 78.37 °C, while diethyl ether
(C₂H₅OC₂H₅) has a boiling point of 34.6 °C.
#### Assertion 3:
**Phenols are more acidic than alcohols due to the resonance stabilization of the phenoxide ion.**
**Reasoning:**
The -OH group in phenols is attached to an sp² hybridized carbon, which is more electronegative than the sp³
hybridized carbon in alcohols. This increases the polarity of the O-H bond in phenols, making it easier for phenols to
donate a proton. Additionally, when phenol donates a proton, the resulting phenoxide ion is stabilized by resonance,
which delocalizes the negative charge over the aromatic ring. In contrast, the alkoxide ion formed from alcohols does
not benefit from such resonance stabilization.
- **Assertion:** Ethers can be cleaved by hydrogen halides to form alkyl halides and alcohols.
- **Reasoning:** The cleavage of ethers occurs under acidic conditions, where the ether is first protonated to form
an oxonium ion. The iodide ion then attacks the least sterically hindered carbon, leading to the formation of alkyl
halides and alcohols. For example, the reaction of ethyl methyl ether with HI will yield ethyl iodide and methanol.
**Answer:** B) Butan-1-ol
#### 8. What is the product of the reaction between phenol and bromine water?
A) 2-Bromophenol
B) 2,4,6-Tribromophenol
C) Phenyl bromide
D) No reaction occurs
**Answer:** B) 2,4,6-Tribromophenol
#### 9. Which of the following compounds is an unsymmetrical ether?
A) Diethyl ether
B) Dimethyl ether
C) Ethyl methyl ether
D) Tert-butyl ether
**Answer:** C) Ethyl methyl ether
## 10. What is the effect of increasing the number of carbon atoms on the boiling point of alcohols?
A) Boiling point decreases
B) Boiling point remains the same
C) Boiling point increases
D) Boiling point fluctuates
**Answer:** C) Boiling point increases
---
#### 6. **Question:** What are the physical properties of alcohols that distinguish them from ethers?
**Answer:** Alcohols have higher boiling points than ethers due to the presence of hydrogen bonding between
alcohol molecules. Ethers, lacking hydrogen bonding, have boiling points comparable to hydrocarbons of similar
molecular weight. Additionally, alcohols are generally more soluble in water than ethers due to their ability to form
hydrogen bonds with water.
---
---
#### 8. **Question:** What is the main product formed when ethanol is dehydrated in the presence of
concentrated sulfuric acid?
**Answer:** The main product is ethylene (ethene) when ethanol undergoes dehydration at high temperatures
(around 443 K).
---
---
#### 10. **Question:** What is the product of the Kolbe electrolysis of phenol?
**Answer:** The Kolbe electrolysis of phenol produces ortho-hydroxybenzoic acid (salicylic acid) as the main
product.