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Sindh Mdcat Exclusive Course Chemistry Alcohols Phenols And Ethers — Solved Past Paper with Answers
All 20 MCQs from Sindh Mdcat Exclusive Course Chemistry Alcohols Phenols And Ethers, solved with the correct answer highlighted and a full explanation for every question. This is a free MDCAT Sindh / DUHS past paper — no signup, no ads. Practise it interactively in timed mode, drill more with free MDCAT MCQs, or browse all Sindh / DUHS papers.
Attempt this paper interactively →Q1. Which of the following compounds will give a secondary alcohol after reaction with NaBH4?
- A. CH3COCH3✓
- B. CH3COOCH3
- C. CH3CH2CHO
- D. CH3CH2COOH
Explanation: Option A is a ketone, and its reduction (NaBH4 is a reducing agent) results in a secondary alcohol. This is because the carbonyl functional group is present in the middle of the chain so, the hydroxyl group is formed in the same place after reduction, giving a secondary alcohol. Option B is an ester, which does not undergo reduction with NaBH4.Option C is an aldehyde, that forms a primary alcohol, upon reduction, as its carbonyl group is towards the terminal end of the chain, thereby forming a terminal hydroxyl group. Option D is a carboxylic acid, which does not undergo reduction with NaBH4.
Why the other options are wrong
- B. Option B is an ester, which does not undergo reduction with NaBH.
- C. Option C is an aldehyde, that forms a primary alcohol, upon reduction, as its carbonyl group is towards the terminal end of the chain, thereby forming a terminal hydroxyl group.
- D. Option D is a carboxylic acid, which does not undergo reduction with NaBH4.
Q2. The test used to distinguish among primary, secondary, and tertiary alcohols is:
- A. 2,4 - DNPH test
- B. Tollens test
- C. Lucas Test✓
- D. Fehling solution test
Explanation: Lucas' Solution is a solution of anhydrous ZnCl and concentrated HCl and we use this solution to examine the class of alcohol that we are dealing with. The difference is present between the time taken for the alcohol to convert into chloroalkane. This change is marked by the solution becoming milky white from colourless and also an oily layer is formed on the surface of the solution during the reaction by the chloroalkane formed. Tertiary alcohols show the results almost immediately, followed by secondary alcohols showing results between 3-5 minutes. The primary alcohols do not show a result unless heated. 2,4 - DNPH is a test for the detection of aldehydes and ketones. Tollens and Fehling Solution are used to differentiate between an aldehyde and ketone. Only Aldehydes gives Tollens and Fehlings tests.
Why the other options are wrong
- A. The 2,4-DNPH test is commonly used to detect the presence of carbonyl compounds, such as aldehydes and ketones, but it is not specific for distinguishing between primary, secondary, and tertiary alcohols.
- B. The Tollens test is used to identify the presence of aldehydes in a sample.
- D. The Fehling solution test is primarily used to detect the presence of reducing sugars, such as aldehydes and alpha-hydroxy ketones.
Q3. Primary Alcohol is produced by reactions of Grignard's reagent with _ followed by hydrolysis in an acidic medium.
- A. Carbon dioxide
- B. Formaldehyde✓
- C. Acetaldehyde
- D. Ketone
- E. Methyl chloride
Explanation: The Grignard Reaction is the addition of an organomagnesium halide (Grignard reagent) to a ketone or aldehyde, to form tertiary or secondary alcohol, respectively. The reaction with formaldehyde leads to primary alcohol.
Why the other options are wrong
- A. Grignard reagents react with dry ice (solid CO2) followed by aqueous acid work-up to give carboxylic acids. CO2 can be thought of as being a dicarbonyl compound : 0=C=0. Note that the carboxylic acid contains one extra C atom compared to the original halide from which the Grignard reagent was prepared.
- C. Reacting a Grignard reagent with an aldehyde except formaldehyde gives a secondary alcohol.
- D. Reacting a Grignard reagent with a ketone gives a tertiary alcohol.
- E. It does not react.
Q4. Ethanol, when reacted with PCI5 , gave A, POCl3, and HCI. A reacts with AgNO2 to form B and AgCl. A and B are respectively:
- A. C2H5Cl and C2H5OC2H5
- B. C2H6 and C2H5OC2H5
- C. C2H5Cl and C2H5NO2✓
- D. C2H6 and C2H5NO2
- E. C2H6 and C2H6NO
Explanation: C2H5Cl and C2H5NO2 are the products of the following reaction equation: C2H5OH + PCl5 -----> C2H5Cl + POCl3 + HCl C2H5Cl + AgNO2 -----> C2H5NO2 + AgCl
Why the other options are wrong
- A. As per the explanation, this option is incorrect.
- B. As per the explanation, this option is incorrect.
- D. As per the explanation, this option is incorrect.
- E. As per the explanation, this option is incorrect.
Q5. Which of the following is not a physical property of ethers?
- A. They are usually volatile liquids
- B. Show weak hydrogen bonding
- C. They are highly flammable with low boiling points
- D. It is poisonous and is used as a disinfectant in hospitals✓
Explanation: Ethers are typically volatile liquids that show weak hydrogen bonding. They are also highly flammable and have low boiling points, which makes them useful as solvents. Ethers are not poisonous and are not used as disinfectants in hospitals.
Why the other options are wrong
- A. Ethers are generally volatile liquids at room temperature. This means they have relatively low boiling points and can evaporate easily.
- B. Ethers do not form strong hydrogen bonds with other molecules. Unlike alcohols or carboxylic acids, ethers do not have hydrogen atoms attached to highly electronegative atoms like oxygen or nitrogen, which are necessary for strong hydrogen bonding.
- C. They are highly flammable with low boiling points. Ethers are indeed highly flammable and have relatively low boiling points. These properties make them useful as solvents and fuels.
Q6. By fermentation process of starch and by the catalytic enzyme, _ is produced.
- A. Methyl alcohol
- B. Ethyl alcohol✓
- C. Acetyl alcohol
- D. Methanal
Explanation: Starch essentially breaks down to give glucose which undergoes the process of glycolysis to give pyruvate and NADH alongside ATP. Pyruvate undergoes decarboxylation to give ethanal and ethanal is reduced by NADH to give ethanol which is an ethyl alcohol. This is, basically, the summarization of the alcohol fermentation so the answer is B.
Why the other options are wrong
- A. Two carbon alcohols are formed.
- C. Starch is converted into glucose which is converted into pyruvate which has 3 carbons , when a molecule of CO2 is removed we get an alcohol of two carbons.
- D. Methyl alcohol and methanol are same , so two options can be right , if we do by reduction method.
Q7. The product formed by acid catalysed hydration of 2 - phenyl propene is:
- A. 3 - phenyl - 2 - propanol
- B. 2 - phenyl - 2 - propanol✓
- C. 1 - phenyl - 1 - propanol
- D. 1 - phenyl - 2- propanol
Explanation: The answer is B as we have the phenyl on the second carbon and the double bond being either between carbon number 1 and 2 or between carbon number 2 and 3. Based on the information about the position of the phenyl group, we can rule out options A, C, and D as all three show the phenyl having its position changed which is not possible. Hydration would remove the double bond, replacing it with a hydroxyl group that could be on either three of the carbons. As we only have option B satisfying our condition of the phenyl group being on the second carbon, we can infer the hydroxyl is on the second carbon as well based on the options provided. Also remember, the major product obtained on acid - catalysed hydration of 2-phenylpropene is 2-Phenylpropan-2-ol.
Why the other options are wrong
- A. How it is possible when phenyl group is at 2nd carbon , so it will remain in 2nd carbon.
- C. How it is possible when phenyl group is at 2nd carbon, so water will add at 2nd carbon making hydroxyl bond at 2nd carbon.
- D. How it is possible when phenyl group is at 2nd carbon , so it will remain in 2nd carbon.
Q8. The compound ‘leaf alcohol’ is partly responsible for the smell of new - mown grass CH3CH2CH=CHCH2CH2OH Leaf alcohol Which two compounds will be formed when ‘leaf alcohol’ is oxidized using hot, concentrated manganate (VII) ions?
- A. CH3CO2H and HOCH2CH2CH2CO2H
- B. CH3CO2H and HO2CCH2CH2CO2H
- C. CH3CH2CO2H and HO2CCH2CO2H✓
- D. CH3CH2CO2H and HOCH2CH2CO2H
Explanation: The answer is C as when the double bond breaks, based on the structure of both the carbons involved in the double bond, each having a hydrogen attached alongside an organic chain, aldehydes would be formed. Both the aldehydes would be oxidized to give carboxylic acid. CH3CH2COOH is formed plus COOHCH2CH2OH with the latter being a primary alcohol. It would be further oxidized to give a dicarboxylic acid which is HOOCCH2COOH, thus the answer is C.
Why the other options are wrong
- A. Carboxylic group will be formed with both carbons which form double bond, Now just count carbon numbers in option, do they satisfy the fact that if we break from double bond ,two compounds will be formed having the same number of carbons they were having on both sides of double bond. This option doesn't satisfy that.
- B. First acid should have 3 carbon as there are three carbons on left side of double bond. but in this option there are 2 carbons which is wrong .
- D. See second acid, OH group is attatched in place of OOH where there was double bond , so it is also wrong.
Q9. Rectified spirits have a percentage of alcohol.
- A. 12 %
- B. 24 %
- C. 95 %✓
- D. 100 %
Explanation: Option A: 12% alcohol is the typical alcohol content of beer. Option B: 24% alcohol is the typical alcohol content of wine. Option C: Rectified spirit has a percentage of alcohol of 95%. It is a type of ethanol that has been purified through a process called rectification. Rectification is a distillation process that separates ethanol from water. The ethanol is then concentrated to a high level of purity. Rectified spirit is often used as a solvent in industrial applications. It is also used in the production of alcoholic beverages, such as vodka and gin. However, it is not safe to drink rectified spirit because it can be toxic. Option D: 100% alcohol is pure ethanol.
Why the other options are wrong
- A. 12% alcohol is the typical alcohol content of beer.
- B. 24% alcohol is the typical alcohol content of wine.
- D. 100% alcohol is pure ethanol.
Q10. Which of the following alcohol does not get oxidized when it reacts with K₂Cr₂O₇/H₂SO₄?
- A. CH₃C(CH₃)₂OH✓
- B. CH₃CH(CH₃)OH
- C. CH₃OH
- D. C₂H₅OH
Explanation: Option A is a tertiary alcohol which cannot be oxidized with K2Cr2O7 as the central carbon atom has no free hydrogens. Option B is a secondary alcohol which oxidizes to a ketone. Option C is methanol which oxidizes to carbondioxide. Option D is ethanol which oxidizes to ethanal first then ethanoic acid.
Q11. The alkenes can be formed by alcohols in the presence of
- A. acidified KMnO4
- B. acidified K2Cr2O7
- C. acidified Cucl2
- D. pyridine✓
Explanation: Alcohols react with pyridine in POCl3 to form alkenes.
Why the other options are wrong
- A. Since pyridine is the correct answer, hence this option is incorrect.
- B. Since pyridine is the correct answer, hence this option is incorrect.
- C. Since pyridine is the correct answer, hence this option is incorrect.
Q12. In the Lucas test, tertiary alcohols form an oily layer of alkyl halide _.
- A. On heating
- B. Immediately✓
- C. After 5-10 minutes
- D. After 20 minutes
Explanation: Option A: On heating is incorrect because heating is not required for the reaction to take place. The reaction occurs at room temperature. Option B: The Lucas test in alcohols is a test to differentiate between primary, secondary, and tertiary alcohols. Tertiary alcohols react immediately with the Lucas reagent as evidenced by turbidity owing to the low solubility of the organic chloride in the aqueous mixture. Option C: After 5-10 minutes is also incorrect because the reaction is very fast and occurs immediately. The turbidity or precipitation of the solution is typically observed within a few seconds to a minute after the addition of the Lucas reagent. Option D: After 20 minutes is also incorrect because the reaction is very fast and occurs immediately. The turbidity or precipitation of the solution is typically observed within a few seconds to a minute after the addition of the Lucas reagent.
Why the other options are wrong
- A. On heating is incorrect because heating is not required for the reaction to take place. The reaction occurs at room temperature.
- C. After 5-10 minutes is also incorrect because the reaction is very fast and occurs immediately. The turbidity or precipitation of the solution is typically observed within a few seconds to a minute after the addition of Lucas reagent.
- D. After 20 minutes is also incorrect because the reaction is very fast and occurs immediately. The turbidity or precipitation of the solution is typically observed within a few seconds to a minute after the addition of the Lucas reagent.
Q13. Why is phenol more acidic than Alcohol?
- A. Due to the presence of resonance in phenol
- B. Due to the absence of resonance in alcohol
- C. Both Options A and B are correct✓
- D. Because in phenol, hydrogen is attached to oxygen,
Explanation: Phenol is more acidic than alcohol due to the stabilization of the phenoxide ion through resonance. The presence of an electron-withdrawing group increases the acidity of phenol by stabilizing the phenoxide ion.
Why the other options are wrong
- A. It is true that resonance makes phenol more acidic as it allows delocalization of the negative charge. Hence, this statement is correct, just as option B is. So we cannot mark it as correct.
- B. Alcohols do not have resonance in them because there is no conjugation and no ring. This is why alcohols are less acidic than phenols. Hence, this statement is also correct. But we cannot mark it correct because option A is also true.
- D. This is not a valid reason, and it does not affect the acidity of phenol. So this option is incorrect.
Q14. Glycerol can also be termed as?
- A. 1 - butanol
- B. 1, 2, 3 - propanetriol✓
- C. 2 - methyl - propanol
- D. Isobutyl alcohol
Explanation: Glycerol contains three carbons, giving it the “propane” part to its name. It has an OH group attached to each carbon which account for “1,2,3- triol” Hence, option B is correct as it has 3 hydroxyl groups.
Why the other options are wrong
- A. 1 - butanol: Incorrect because 1-butanol is a four-carbon straight-chain alcohol, while glycerol (also known as glycerin or glycerine) is a three-carbon compound, making them different chemical entities.
- C. 2 - methyl - propanol: Incorrect because 2-methyl-propanol is an isomer of butanol and not related to glycerol in terms of its chemical structure and properties.
- D. Isobutyl alcohol: Incorrect because isobutyl alcohol is also an isomer of butanol and has a different chemical structure from glycerol, which is a trihydroxy alcohol with three hydroxyl groups on a three-carbon chain.
Q15. What is the other name of 2,4,6-trinitrophenol?
- A. Picric acid✓
- B. Nitrophenol
- C. TNT
- D. Benzophenone
Explanation: Correct option is A. The other name of 2,4,6-trinitrophenol is picric acid. It is a yellow, crystalline solid that is highly explosive. It is also a strong acid and can cause severe burns. The name "picric" comes from the Greek word "pikros", which means "bitter". This is because picric acid has a very bitter taste. Picric acid was first synthesized in 1771 by Carl Wilhelm Scheele. It was originally used as a yellow dye, but it was later found to be too explosive for this purpose. Today, picric acid is used mainly as an explosive. It is also used in some fireworks and as a component of some smokeless powders.
Why the other options are wrong
- B. Nitrophenol is a general term for any phenol that has been nitrated.
- C. TNT is a specific compound that is made up of 2,4,6-trinitrotoluene.
- D. Benzophenone is a different compound altogether. It is a colorless, crystalline solid that is used in perfumes and plastics.
Q16. Which one of the following shows that iodoform test for a compound is positive?
- A. Formation of carboxylate salt
- B. Brick red precipitate formation
- C. Yellow crystals✓
- D. Formation of water
Explanation: Explanation for this question will be added soon.
Q17. Which of the following is an insecticide?
- A. DDT✓
- B. Teflon
- C. Iodoform
- D. Dynamite
Explanation: DDT or dichlorodiphenyltrichloroethane is a colorless crystalline compound commonly used as an insecticide in the agriculture sector. It works by ceasing the nervous function in insects.
Q18. This is used as substrate during formation of alcohol:
- A. Mannose
- B. Glucose✓
- C. Sucrose
- D. Galactose
Explanation: Alochol is prepare from fermentatiom of molasses and starch which are converted to glucose to prepare ethanol. is used as a substrate in the formation of alcohol through the process of biological fermentation.
Q19. Phenol is also called _.
- A. Carbonic acid
- B. Carbolic acid✓
- C. Acetic acid
- D. Hydroxy acid
Explanation: Option A: Carbonic acid is a carbon-containing compound which has the chemical formula H2CO3. Solutions of carbon dioxide in water contain small amounts of this compound.Option B: Phenol is an aromatic compound. The chemical formula of this organic compound is C6H6O. Phenol is also known as Carbolic acid. It consists of a hydroxyl group and a phenyl group attached to each other.Option C: Acetic acid is also known as ethanoic acid, ethylic acid, vinegar acid, and methane carboxylic acid; it has the chemical formula of CH3COOH. Acetic acid is a byproduct of fermentation, and gives vinegar its characteristic odor.Option D: Hydroxy acids, also known as polycarboxylic acids, has two carboxylic groups, at least. They can also present one carboxylic group or a hydroxyl group with a ketone. The most common hydroxy acids used to make multicomponent complexes with cyclodextrin are: citric acid, tartaric acid, glycolic acid, oxalic acid.
Why the other options are wrong
- A. Carbonic acid is a carbon-containing compound which has the chemical formula H2CO3. Solutions of carbon dioxide in water contain small amounts of this compound.
- C. Acetic acid is also known as ethanoic acid, ethylic acid, vinegar acid, and methane carboxylic acid; it has the chemical formula of CH3COOH. Acetic acid is a byproduct of fermentation, and gives vinegar its characteristic odor.
- D. Hydroxy acids, also known as polycarboxylic acids, has two carboxylic groups, at least. They can also present one carboxylic group or a hydroxyl group with a ketone. The most common hydroxy acids used to make multicomponent complexes with cyclodextrin are: citric acid, tartaric acid, glycolic acid, oxalic acid.
Q20. Which of the following catalyst is used in the industrial preparation of methanol?
- A. Zinc oxide and alumina
- B. Alumina and silica
- C. Silica and Chromium oxide
- D. Zinc oxide and Chromium oxide✓
Explanation: The industrial preparation of methanol usually involves a catalyst composed of zinc oxide and chromium oxide. This catalyst is known as a copper-zinc-chromium catalyst, and it is commonly used in the synthesis of methanol from a mixture of carbon monoxide and hydrogen gases in a process known as the "methanol synthesis gas." This catalytic process is known as the "low-pressure methanol synthesis" and is widely used in industry.
Why the other options are wrong
- A. This combination of catalysts is not used in the industrial preparation of methanol. Zinc oxide and alumina are not commonly employed as catalysts for this reaction.
- B. Alumina and silica are also not used as catalysts in the industrial preparation of methanol.
- C. Silica and chromium oxide are not the catalysts typically employed in the industrial preparation of methanol. While chromium oxide can be used as a catalyst in certain reactions, it is not the primary catalyst for methanol production.
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