PRACTICE QUESTIONS Objective Very Short Answer Type Questions [1 Mark] 1, The order if stability of carbocations is CH,=CH—CHS (CH;—CH,—CH? 1 1 (@m>1>n @®) m>n>1 (© u>m>1 3 @ t>>m334 Aapecher wate Chemistry—11 I 2. ‘The IUPAC name of the compound H—C ant is (a) S-Formyl hex-2-en-3-one (b) S-methyl-4-oxohex-2-en-$-al (©) 3-Keto-2 methyl hex-S-enal (d) 3-keto-2-methy| hex-4-enal 9. Electrophiles are electron secking species. Which of the following groups contain only electrophiles? INCERT Exemplar Problem) (a) BF,, NH,, HO (b) AICI, SO,, NO} (c) NO}, CH; , CH; ~ C=O. (CH. GHs. CoH; 3. The increasing order of stability ofthe following free Direction (Q.10 to Q.11): Match Column I with Column 1, radicals (@) (CgH),C < (CH) CH < (CH,),C< (CH,),CH (6) (CoH )gCH < (CH) € < (CH,),C< (CH,),CH (0) (CH,),CH < (CH, xC < (CHC < (CyHg,CH (4) (CH,),CH < (CH), < (CH,),CH < (CH) C 4. The compound formed in the positive test for nitrogen and lassaigne’s solution of an organic compound is (a) FegFe(CN)gy ——_(B) Nas[Fe(CN),] (0) Fe(CN), (a) Na,{Fe(CN),NOS} 5. In which of the following, functional group isomerism is not possible? INCERT Exemplar Problem] (a) Alcohols (b) Aldehydes (©) Alkyl halides (a) Cyanides 6, In which of the following compounds the carbon ‘marked with asterisk is expected to have greatest Positive charge? INCERT Exemplar Problem] (a) *CH,—CH,—Cl__ (6) *CH,—CH,—Mg"cr- (c) *CH,—CH,—Br_—(d) *CH,—CH,—CH, 7. Covalent bond can undergo fission in two different ways. The correct representation involving a heterolytic fission of CH,—Br is (o) hier — En, +B? 9) c1,Cbr— En, + Be e (6 cH, — Cn, + B® Be CH, + Br INCERE Exemplar Problem) Direction (Q.8 to Q.9): In the following questions two or ‘more options may be correct. & Which of the following compounds contain all the carbon atoms in the same hybridisation state? INCERT Exemplar Problem (a) H—-C= C—O (6) CH, —-CmC—CH, (©) CHy-C=CH, (d) CHy—CH—CH=CH, 10. u Column Column 11 (a) Dumas method () AgNo, (b) Kjeldahl’s method (i) Silica gel (0) Carius method (it) Nitrogen gas (4) Chromatography (iv) Free radicals. (©) Homolysis () Ammonium sulphate INERT Exemplar Problem Column 1 Column 11 (a) Free radical (CH) ()Trigonal planar (8) Carbocation (i), Pyramidal (©) Carbanion (ii) Linear INCERT Fxemplar Problem) Direction (Q.12 to Q.13): In the following Questions, the Assertion ai Reason have been put forward. Read the statements carefully and choose the correct alternative from the following: @ () ay Assertion and reason both are correct statements and reason is correct explanation for assertion Assertion and reason both are correct statements but reason is not correct explanation for assertion, Assertion is correct statement but reason is wrong ment, Assertion is wrong statement but reason is correct statement. Assertion: Components of a mixture of red and blue inks can be separated by distributing the components between stationary and mobile phases in paper chromatography. Reason: The coloured components of inks migrate a different rates because paper selectively retains different ‘components according to the difference in their partition between the two phases. {NCERT Exemplar Problem]Organic Chemistry—Some Basic Principles and Techniques 335 13, Assertion: Lassaigne’s testis not shown by diazonium salts Reason: Diazonium salte lose N, on heating much before they react with fused Na metal INCERT Exemplar Problem] 14, Diazo methane decomposes in the presence of light to give ___ species 15. Nitrogen present in nitrobenzene, azo compounds, ‘N’ present in ring cannot be estimated by 16. —CCl, group is o and p-directing towards electrophilic substitution reaction [True/False] 17. HCOOH is more acidic than CH,COOH. [True/False} 18, What is the correct order of priority for following functional groups of organic compound in IUPAC nomenclature? —COOH—, —OH, —CHO, te 19, Why is staggered conformation of ethane more stable than eclipsed conformation? 20, In which of the following compounds the C—CI bond ionisation shall give most stable carbocation? ca (a) aa (b) age. CH, CH, H—CH—Cl © (@) O2NH, ta 21. Write IUPAC names of the following: OH NO, F. 0 w ‘CN CH, 22, Write IUPAC names of the following: fad sail 32 Ol @ CHy—C. ee CH, CH, et 23. Draw structure of 3-isopropyl-2-methyl hexane.(DoF| 24. Write the structure of compound that contains both 1° and 2° alcohol [Dot 25. Give IUPAC name of the following: CH-CH, CH, CH,—CH, (@) CH,—CH—CH,—CH,—CH—CH—CH,—CH, 7 6 HC. HCH, (b) CH, 26. Give IUPAC name of following bond line formula: 4 y (a) WA, (b) oY 27. How many © and x bonds are present in NC CN yal ? NC: cn 28. Write IUPAC name of the following compound. _ wh a 29, Name the reagent used to reduce alkynes to trans- alkenes. [DoE] [Dok] 30. In which of the following compounds will Kjeldahl’s method be suitable for nitrogen estimation? Give reason. 99 I Nicr CNH, 9 W 31, Arrange the following in decreasing order of stability 8 C(HsCH, : coc, 1 u &. s ON CH, CH, CH, uu Iv 32. Arrange the following in increasing order of base strength: Be oO Ao Aa, fy 1 " mo336 Tageeher with® Chemistry—II Short Answer Type Questions [2 Marks] 33. The ratio of mass percent of C and H of an organic compound C,H,O, is 6 : 1. If one molecule of the above compound (C,H,0,) contains half much oxygen of required to burn one molecule of compound C,H, ‘completely to CO, and HO. What is empirical formula of C,H,0,? (HOTS! (8) Mention the type of hybridisation of each carbon in the compound CH,—CN. INCT 2012] (i) Draw the structure of 2-methylpropan-2-ol 38. Benzylic free radical is more stable than allylic free Me radical. Explain with resonance. [DoE 36, Write the structural formula of: (i o-Bthyl anisole (ii), 4-Ethyl-1-Aluoro-2-nitro benzene functional 37. Classify the following pairs as position, isomers or metamers (0. Diethylamine and Methylpropylamine (ii) Ethanol and Dimethyl ether (0 Draw cis and trans-structures for Hex-2-ene. Which isomer will have higher boiling point and why? (ii) Explain why [> is not aromatic. 38. Long Answer Type [I] Questions [3 Marks] 39. Identify the type of reactions: cH, +c1, “&S cue + Het (i) CgHlg + (cone.) HNO, £5155 © HNO, + HO Br (if) CHy—CH=CH, + HBr —+ CH,—CH—CH, MH (iv) CH, —C—CH, + HCN —> CH,—C—CH, (Nn . cn, #8 CH.CH.CI (0) CH—CH=CH, oa? CH,CH,CH,Br (vi) CHCl + KOH(ag) —> CH,OH + KCI 40. (a) What is role of copper oxide in estimation of carbon and hydrogen? (b) How do we test phosphorus in given organig ‘compound? ° (6) What is shape of CH, (methyl carbocation) ang CH, (methyl carbanion)? Answer Type [Il] Questions [5 Marks] 41, Name the suitable method for purification of following (a) Two solids which have different solubilities in g solvent and which do not react when dissolved init (b) Liquid that decompose at its boiling point, (c) Steam volatile liquid and immiscible with water. Two liquids which have boiling points close to each other. (e) Two liquids with large difference in their boi points ‘What type of intermediate species are formed by homolytic fission? Which substance is used as adsorbent in thin layer chromatography? Why is resonance hybrid is more stable than resonating structures? (@ In Kjeldaht’s method, which compound is formed during digestion ie., reaction of organic compound with conc. H,SO, on heating? (©) Why is HCOOH more acidic than CH,COOH? (a a2. (6) © ‘Write two important differences between inductive effect and resonance effect. (b) Givereasons o explain the following observations: (8) Carbon atom number 2 in CH,CH,CI has more positive charge than that in CH,—CH,—Br. (ii) CHy~CH=CH—CH=CH,(1) is more stable than CH,—CH=CH—CH,—CH=CH,(I) 4B. Competency/Case-Based/Passage-Based Integrated Questions 44. Read the given passage and answer the questions that follow: Organic compounds are formed by covalent bonding. ‘The nature of covalent bonding can described with the help of hybridisation, sp, sp? and sp”. The structure and reactivity depends upon type of bonds present in organic compounds. Organic compound can be represented by various structural formulae, Wedge and Dash formulais 3-D representation. Organic compounds can be classified on the basis of functional groups. Organi reactions mechanism are based on structure of substrate and the attacking reagent. ‘The intermediate formed can be free radical, carbocation, carbanion or carbene. The attacking reagent can be electrophile or nucleophile, The inductive, electromeric, resonance and hyperconjugative effect may help in polarisation of covalent bond. Organic reactions may be regarded as substitution, addition, elimination and rearrangement, oxidation and reduction reaction. After the compound is obtained in pure state, qualitative analysis helps to detect elements present in organic ‘compounds whereas quantitative analysis helps to find percentage of various elements. Dumas and Kjeldahl method help to determine percentage of nitrogen, CCarius method for halogens and sulphur. Carbon and hydrogen are estimated by the amount of CO, and HO formed. Phosphorus estimation is done by oxidising it to H,PO,, sulphur to H,SO,. The percentage of ‘oxygen is determined by taking difference of 100 and percentage of all elements. Empirical formula gives simple ratios of elements where as molecular formula gives exact number of atoms of each element present ina compound. (8). What are free radicals? (il) Write the order of stability of carbocation. (ii) An organic compounds has 8% sulphur. What is minimum molar mass of compound? (iv) IEC is 75%, H=25%, what is molecular formula of compound? (®) In estimation of sulphur, which compound of sulphur is formed? (vi) If Lassaigne extract of organic compound give blood red colour with FeCl, what does it show? (vii) Why should we add HNO, to Lassaigne extract before testing for halogens.