Class 11 chemistry important questions with answers are provided here for Chapter 12 – Organic Chemistry Some Basic Principles and Technique. These important questions are based on the CBSE board curriculum and correspond to the most recent Class 11 chemistry syllabus. By practising these Class 11 important questions, students will be able to quickly review all of the ideas covered in the chapter and prepare for the Class 11 Annual examinations as well as other entrance exams such as NEET and JEE.
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Class 11 Organic Chemistry Some Basic Principles and Technique Important Questions with Answers
Short Answer Type Questions
Based on the structure (I to VII), Answer the questions given below.
Q1. Which of the above compounds form pairs of metamers?
Answer:
V and VI, VI and VII and V and VII form pairs of metamers because they have different alkyl chains on either side of ethereal oxygen (-O-).
Q2. Identify the pairs of compounds which are functional group isomers.
Answer:
I and V, I and VI, I and VII; II and V, II and VI, II and VII; III and V, III and VI; III and VII; IV and V, IV and VI, IV and VI are functional group isomers.
Isomerism is a phenomenon in which two compounds have the same molecular formula, but different structural formulas and such compounds are called isomers. Functional isomers have the same molecular formula but a different functional group.
Q3. Identify the pairs of compounds that represents position isomerism.
Answer:
I and II, III and IV, VI and VII are position isomers as they have different positions of -OH group and -O- group.
Q4. Identify the pairs of compounds that represent chain isomerism.
Answer:
Compounds I and III, I and IV, II and III and IV represent chain isomerism.
Q5.For testing halogens in an organic compound with AgNO3 solution, sodium extract (Lassaigne’s test) is acidified with dilute HNO3. What will happen if a student acidifies the extract with dilute H2SO4 in place of dilute HNO3?
Answer:
On adding dilute H2SO4 for testing halogens in an organic compound with AgNO3 , a white precipitate of Ag2SO4 is formed. This will interfere with the chlorine test, and this Ag2SO4 may be mistaken for the white precipitate of chlorine as AgCl. Hence, dilute HNO3 is used instead of dilute H2SO4 .
Q6. What is the hybridisation of each carbon in H2C = C = CH2?
Answer:
In H2C = C = CH2, the terminal carbons are sp2 hybridised as they form three (two with H and one with C) sigma bonds and one pi bond(between carbons), while the centre carbon is sp hybridised (as it forms two sigma bonds, one with each carbon and two pi bonds, one with each carbon).
Q7. Explain, how is the electronegativity of carbon atoms related to their state of hybridisation in an organic compound?
Answer:
Since s-electrons are more firmly attached by the nucleus than p-electrons, therefore, electronegativity increases as the s-character of the hybridised orbital increases, i.e., in the order
sp3 < sp2 < sp.
Q8. Show the polarisation of carbon-magnesium bonds in the following structure.
CH3– CH2-CH2-CH2-Mg-X
Answer:
CH3– CH2-CH2–δ−CH2−Mgδ+−X
Carbon is more electronegative than magnesium; therefore, Mg has a partial positive charge, and C has a partial negative charge because bonded pairs of electrons are attracted more towards carbon.
Q9. Compounds with same molecular formula but differing in their structures are said to be structural isomers. What type of structural isomerism is shown by
Answer:
The two isomers that differ in the functional group’s position on the carbon skeleton are called position isomers, and this phenomenon is position isomerism.
Thus, (A) and (B) may be position isomers. Further, they cannot be regarded as metamers since metamers are those isomers with different numbers of carbon atoms on either side of the functional group. Here, the number of carbon atoms on either side of the sulphur atom (functional group) is the same, i.e., 1 and 3.
Q10, Which of the following selected chains is correct to name the given compound according to the IUPAC system.
Answer:
The 4-carbon chain is the correct chain for the IUPAC name since it contains the maximum number of functional groups (two) while the rest have only one functional group.
Q11. In DNA and RNA, nitrogen atoms are present in the ring system. Can Kjeldahl method be used for the estimation of nitrogen present in these? Give reasons.
Answer:
In DNA and RNA, nitrogen is present in heterocyclic rings. We cannot use the Kjeldahl method to estimate nitrogen present in rings because nitrogen present in these systems/groups cannot be converted entirely into (NH4)2SO4 during digestion. Therefore, we can not use the Kjeldahl method to estimate nitrogen present in DNA and RNA.
Q12. If a liquid compound decomposes at its boiling point, which method (s) can you choose for its purification. It is known that the compound is stable at low pressure, steam volatile and insoluble in water.
Answer:
If the compound decomposes at its boiling point, steam is volatile and insoluble in water and stable at low pressure. Steam distillation can be used for its purification.
Q13. Draw the possible resonance structures for CH-O-CH2+, and predict which of the structures is more stable. Give a reason for your answer.
Answer:
The resonance structures are :
Structure (II) is more stable because both the carbon & oxygen atoms have an octet of electrons (shared pairs/lone pair).
Q14. Which of the following ions is more stable? Use resonance to explain your answer.
Answer:
Structure A is more stable because carbocation A is more Planar, and pi electrons from the ring shift to the side group and are stabilised by resonance. Thus, increasing the stability of carbocation A. Moreover, the double bond is more stable within the ring than the side chain.
Q15. The structure of triphenylmethyl cation is given below. This is very stable and some of its salts can be stored for months. Explain the cause of the high stability of this cation.
Answer:
Three benzene rings are attached to triphenyl methyl cation’s positively charged carbon atom. Several conjugated structures are possible.
Therefore, triphenyl methyl cation is relatively stable and is isolated from its solution in the solid state. And we can even store some of its for months.
Q16. Write structures of various carbocations that can be obtained from 2-methylbutane.
Arrange these carbocations in order of increasing stability.
Answer:
We can obtain four structures from 2-methylbutane.
The stability order according to increasing stability is (III) > (II) > (IV) > (I).
Because (I) and (IV) are primary, (II) is secondary carbocation, and (III) is tertiary carbocation.
Q17. Three students, Manish, Ramesh and Rajni were determining the extra elements present in an organic compound given by their teacher. They prepared the Lassaigne’s extract (L.E.) independently by the fusion of the compound with sodium metal. Then they added solid FeSO4 and dilute sulphuric acid to a part of Lassaigne’s extract. Manish and Rajni obtained
prussian blue colour but Ramesh got red colour. Ramesh repeated the test with the same
Lassaigne extract but again got red colour only. They were surprised and went to their
teacher and told him about their observation. The teacher asked them to think over the
reason for this. Can you help them by giving the reason for this observation? Also, write
the chemical equations to explain the formation of compounds of different colours.
Answer:
In Lassaigne’s test, SCN– ions are formed due to the presence of sulphur and nitrogen. These give red colour with Fe3+ ions. With an excess of sodium, the thiocyanate ion, if formed, is decomposed.
NaSCN + 2Na ⎯→ NaCN + Na2S
Q18. Name the compounds whose line formulae are given below :
Answer:
(i) 3-ethyl-4-methylhept-5-en-2-one.
(ii) 3-nitrocyclohex-1-en
Q19. Write structural formulae for compounds named as-
(a) 1-Bromoheptane
(b) 5-Bromoheptanoic acid
Answer:
(i) CH3−CH2−CH2−CH2−CH2−CH2−CH2Br
(ii) CH3−CH2−CH(Br)−CH2−CH2−CH2−COOH
Q20. Draw the resonance structures of the following compounds.
Answer:
The resonance structures of the following compounds are.
Q21. Identify the most stable species in the following set of ions giving reasons
Answer:
(i) CH3+ is the most stable species because replacing H atom by Br (-Inductive effect) increases +ve charge on carbon atom and destabilised the species.
(ii) –CCI3 is most stable because the -ve charge on the carbon atom is dispersed due to the -I effect of Cl. More Cl atoms correspond to more dispersal of-ve charge and thus more stabilisation.
Q22. Give three points of differences between inductive effect and resonance effect.
Answer:
S.No | Inductive effect | Resonance effect |
1. | Inductive Effect involves the displacement of electrons in saturated compounds. | Resonance Effect involves displacing % electrons or lone pairs of electrons in unsaturated and conjugated compounds. |
2. | In the inductive Effect, a slight displacement of σ electrons and partial +ve or-ve charge develops. | In the resonance effect, there is a complete transfer of π electrons, and as a result, a complete +ve or -ve charge develops. |
3. | The Inductive Effect can move only up to 3 to 4 carbons. | In the resonance effect, the movement of electrons all along the length of the conjugated system takes place. |
Q23. Which of the following compounds will not exist as a resonance hybrid. Give reason for your answer
(i) CH3OH
(ii) R−CONH2
(iii) CH3CH=CHCH2NH2
Answer:
(i) CH3OH does not contain pi-electrons; hence, it cannot exist as a resonance hybrid.
(ii) Due to the presence of pi-electrons in C = O bond and lone pair of electrons on N amide can be represented by the following resonating structures.
(iii) In CH3CH=CHCH2NH2, the lone pair of electrons on the nitrogen atom is not conjugated with the pi -electrons. Therefore, resonance is not possible.
Q24. Why does SO3 act as an electrophile?
Answer:
Three highly electronegative oxygen atoms are attached to the sulphur atom. It makes sulphur atom electron deficient. Due to resonance, sulphur also acquires a positive charge. Both these factors make SO3 an electrophile.
Q25. Resonance structures of propenal are given below. Which of these resonating structures is more stable? Give a reason for your answer.
Answer:
Structure I, propenal, is more stable than structure II because it has more covalent bonds in its resonating structures. In contrast, Structure II has only six electrons on its terminal carbon, making it less stable.
Q26. Alcohol (boiling point 97°C) was mixed with a hydrocarbon (boiling point 68°C) by mistake. Suggest a suitable method to separate the two compounds. Explain the reason for your choice.
Answer:
A mixture of alcohol and hydrocarbon can be separated by simple distillation because both components have a significant difference in their boiling points(more than 25°C). When the temperature is raised to the boiling point of the low boiling liquid, i.e., hydrocarbon, the vapours will consist only of the hydrocarbon without any contamination of alcohol as their boiling points are far apart. We can condense the vapours back to get the hydrocarbon.
Q27. Which of the two structures (A) and (B) given below is more stabilised by resonance?
Explain.
Answer:
Both CH3COOH and CH3COO– ion exhibit resonance as follows:
Structure (B) is more resonance stabilised since both the contributing structures for the carboxylate ion are equivalent.
Structure [A] is comparatively less stabilised since the contributing structures for the carboxylic acid are not equivalent.
Long Answer Type Questions
Q1. What is meant by hybridisation? Compound CH2 = C = CH2 contains sp or sp2 hybridised carbon atoms. Will it be a planar molecule?
Answer:
The atomic orbitals combine to form a new set of equivalent orbitals known as hybrid orbitals. Unlike pure orbitals, hybrid orbitals are used in bond formation. The phenomenon is known as hybridisation, which can be defined as the process of intermixing the orbitals of slightly different energies to redistribute their energies, resulting in forming a new set of orbitals of equivalent energies and shape.
Carbon atom three are sp2 hybridized as each one has 3σ bonds while carbon atom 2 has 2σ bonds, and it is sp hybridized. Thus, CH2 = C = CH2 (allene) as a whole is non-planar.
Q2. Benzoic acid is an organic compound. Its crude sample can be purified by crystallisation from hot water. What characteristic differences in the properties of benzoic acid and the impurity make this process of purification suitable?
Answer:
Benzoic acid can be purified by hot water because of the following characteristics.
(i) Benzoic acid is more soluble in hot water and less soluble in cold water.
(ii) Impurities in benzoic acid are either insoluble in water or more soluble in water to such an extent that they remain in solution as the mother liquor upon crystallisation.
Q3. Two liquids (A) and (B) can be separated by the method of fractional distillation. The boiling point of a liquid (A) is less than the boiling point of a liquid (B). Which of the liquids do you expect to come out first in the distillate? Explain.
Answer:
Fractional distillation is used to separate the components of a mixture if their boiling points differ by 20∘ or less. In this method, a fractionating column is used in between the flask and the condenser. The fractionating column aims to provide hurdles for the ascending vapours and provide ample surface area for condensing the high boiling liquid. Consequently, the low boiling liquid (A) vapours will move up while those of the high boiling liquid will condense and fall back into the flask. As a result of this fractionation, liquid A with a lower boiling point will distil first, and liquid B with a higher boiling point afterwards.
Q4. You have a mixture of three liquids A, B and C. There is a large difference in the boiling points of A and the rest of the two liquids i.e., B and C. Boiling points of liquids B and C are quite close. Liquid A boils at a higher temperature than B and C and the boiling point of B is lower than C. How will you separate the components of the mixture. Draw a diagram showing the setup of the apparatus for the process.
Answer:
Since the boiling point of liquid A is much higher than those of liquids B and C, whose boiling points are pretty close. Therefore, we can separate liquid A by simple distillation. The boiling points of liquids B and C are pretty close but much lower than liquid A. Thus, the mixture of liquids B and C will distil together, leaving behind liquid A. On further heating liquid A will distil over.
Now place the mixture of liquids B and C in a flask fitted with a fractionating column as shown in Fig. Since the b.p. of liquid B is lower than that of liquid C, therefore, on fractional distillation, first liquid B will distil over and then liquid C.
Q5. Draw a diagram of a bubble plate type fractionating column. When do we require such type of a column for separating two liquids? Explain the principle involved in the separation of components of a mixture of liquids by using a fractionating column. What industrial applications does this process have?
Answer:
Fractional distillation is used for the separation and purification of organic liquids from non-volatile impurities or for separating two or more volatile liquids from a liquid mixture that have boiling points close to each other. Since, in this process, the distillate is collected in fractions under different temperatures, it is known as fractional distillation.
When the liquids present in the mixture have their boiling points close to each other, separating pure liquids is difficult. The fractions collected are always contaminated. Repeated distillations further purify the fractions. To decrease the number of distillations, the separation is done by fitting the distillation flask with a fractionating column which, in turn, is connected to the condenser.
Various types of fractionating columns are given in Fig. Liquids forming a constant boiling mixture (azeotropic mixture) cannot be separated by this method. Fractional distillation is used these days in the industry, primarily in the distillation of petroleum, coal tar and crude alcohol. A mixture of methanol (b.pt. 338K) and propanone (b.pt. 330K) or a mixture of benzene and toluene may be separated by fractional distillation.
Q6. A liquid with a high boiling point decomposes on simple distillation but it can be steam distilled for its purification. Explain how is it possible?
Answer:
Steam distillation is a particular type of separation process for temperature-sensitive materials like natural organic compounds. Some organic compounds tend to decompose at higher temperatures, and ordinary distillation does not suit this purpose. So, steam/water is added to the apparatus, and the temperature of the compounds are depressed, evaporating them at a lower temperature. Once the distillation is accomplished, the vapours are condensed, and constituents are separated at ease.
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