Chapter 7
Advanced Problems in Organic Chemistry for Competitive Examinations · 160 exercises
Problem 1
Which of the following statements is correct? (a) The Ruff procedure lengthens an aldose chain and gives a single product. (b) (c) The Kiliani-Fischer procedure shortens an aldose chain and gives a single product. (d) The Kiliani-Fischer procedure lengthens an aldose chain and gives two epimers.
3 step solution
Problem 2
Which of the following is \(/\) are co-polymer (s)? (a) Nylon-66 (b) Bakelite (c) Teflon (d) Polystyrene
5 step solution
Problem 2
Which of the following is not a disaccharide? (a) sucrose (b) mannose (c) lactose (d) maltose
3 step solution
Problem 3
Which of the following do not undergo hydrolysis? (a) Glucose (b) Fructose (c) Cane sugar (d) Maltose
5 step solution
Problem 3
Which statement about the pyranose form of mannose is not correct? (a) it exists as two anomeric stereoisomers. (b) it reacts with Tollen's reagent to give a silver mirror (i.e., it is a reducing sugars). (c) reaction with excess \(\mathrm{CH}_{3} \mathrm{I}\) and \(\mathrm{AgOH}\) gives a non-reducing penta-O-methyl derivative. (d) it resists reduction with aqueous sodium borohydride.
5 step solution
Problem 4
Among the following polymers, peptide linkage is present in (a) Nylon-66 (b) Protein (c) Nylon-6 (d) Tafflon
6 step solution
Problem 4
Two aldopentoses \(\mathrm{X}\) and \(\mathrm{Y}\) give the same osazone derivative. \(\mathrm{X}\) is oxidised to an optically active aldaric acid by dilute nitric acid. Ruff degradation of \(Y\) gave a tetrose which was similarly oxidised to an optically active aldaric acid. Assign the structures of \(X\) and \(Y\) from the following list.
4 step solution
Problem 6
What is invert sugar, and why is it so named? (a) the sugar mixture from hydrolysis of sucrose; fructose is isomerised to glucose. (b) the sugar mixture from hydrolysis of sucrose; the optical rotation changes from \((+)\) to \((-)\). (c) the sugar mixture from hydrolysis of starch; \(\alpha\) -glycosidic bonds are changed to \beta-glycosidic bonds. (d) the sugar mixture from hydrolysis of starch; glucose is isomerised to fructose.
4 step solution
Problem 8
Among the following polymers, identify the co-polymer (a) Nylon-6 (b) Buna-N (c) Buna-S (d) Protein
5 step solution
Problem 9
Among the following polymers, identify the co-polymer (a) Terylene (b) Glyptal (c) PVC (d) Protein
6 step solution
Problem 10
Among the following polymers, identify the homopolymer (a) Bakelite (b) Dacron (c) Natural rubber (d) Orlon
5 step solution
Problem 10
Gentiobiose is a disaccharide incorporated into the chemical structure of crocin, the chemical compound that gives saffron its colour. Deduce the structure of gentiobiose from the following information. (i) Acid hydrolysis of gentiobiose yields only D-glucose. (ii) Gentiobiose is hydrolysed by \(\beta\) -glucosidase enzymes, but not by \(\alpha\) -glucosidase enzymes. (iii) Gentiobiose is a reducing sugar and reacts with sodium borohydride. (iv) Methylation of gentiobiose followed by hydrolysis of the glycosidic bonds yields the two D-glucose derivatives shown below.
4 step solution
Problem 12
The formula of lysine is \(\mathrm{H}_{2} \mathrm{~N}\left(\mathrm{CH}_{2}\right)_{3} \cdot \mathrm{CH}_{2}-\mathrm{CH}-\mathrm{COOH}\) for lysine the value of \(\mathrm{pK}_{\mathrm{a}_{1}}, \mathrm{pK}_{\mathrm{a}_{2}}\) and \(\mathrm{pK}_{\mathrm{a}_{3}}\) are 2.2, \(9.0\) and \(10.5\) respectively. The \(\mathrm{pH}\) at isoelectric point of lysine is (a) \(5.6\) (b) 7 (c) \(6.35\) (d) \(9.75\)
4 step solution
Problem 12
Which one of the following is a non-reducing sugar? (a) Glucose (b) Mannose (c) Fructose (d) Sucrose
5 step solution
Problem 13
Which of the following compounds will not show mutarotation? (a) Methyl- \(\alpha\) -D-glucopyranoiside (b) \(\alpha\) -D (+) glucospyranose (c) \(\beta\) -D (+) glucopyranose (d) \(\beta-\mathrm{D}(+)\) galactopyranose
4 step solution
Problem 14
Which one of the following is a monomer of condensation polymer? (a) \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{5}-\mathrm{COOH}\) (b) \(\mathrm{HO}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{OH}\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{NH}_{2}\) (d) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{CONH}_{2}\)
6 step solution
Problem 14
\(\alpha\) -D-glucose and \(\beta\) -D-glucose are (a) anomers (b) \(\mathrm{C}_{2}\) -epimers (c) \(\mathrm{C}_{3}\) -epimers (d) enantiomers
5 step solution
Problem 15
Natural rubber is which type of polymer? (a) Condensation (b) Addition (c) Coordinate (d) None of these
5 step solution
Problem 15
At isoelectric point, the amino acid has (a) Least viscosity (b) Maximum surface tension (c) Minimum solubility (d) All of these
5 step solution
Problem 16
Among the following, identify the condensation polymer (a) Nylon-6 (b) Buna-N (c) Polystyrene (d) Nylon-6-6
6 step solution
Problem 16
Which one of the following is not correct for monosaccharides? (a) They are optically active polyhydroxy carbonyl compounds (b) Fructose is ketose sugar and hence it does not give red precipitate with Fehling's solution (c) \(\alpha\) -D (+) glucose and \(\beta-\mathrm{D}\) ( \(+)\) glucose are anomers (d) Glucose and mannose are epimers
4 step solution
Problem 17
Which of the following is a non-reducing sugar?
3 step solution
Problem 18
Which one of the following is \(\mathrm{C}-2\) epimers? (a) Glucose and galactose (b) Glucose and mannose (c) Glucose and fructose (d) Galactose and fructose
5 step solution
Problem 18
Tertiary structure of protein contains which type of forces? (a) Electrostatic forces only (b) Electrostatic as well as hydrogen bonds (c) Electrostatic, hydrogen bonds and Vander waal forces (d) Electrostatic, hydrogen bonds, Vander waal forces, dipole-dipole attractions and disulphide crosslinkage.
7 step solution
Problem 19
Which of the following statements about lactose is not correct? (a) It does not reduces Tollen's reagent (b) It is a disaccharide. On hydrolysis, it produces two monosaccharides (c) It possess glycosidic linkage (d) All of them
3 step solution
Problem 19
Which of the following is an addition and homopolymer? (i) Neoprene (ii) Polystyrene (iii) Nylon-6,6 (iv) Nylon-6 (a) only (b) \(\mathrm{i}, \mathrm{ii}\) and iv (c) \(\mathrm{i}\) and \(\mathrm{ii}\) (d) i, ii, iii and iv
3 step solution
Problem 23
Identify structure of guanine
6 step solution
Problem 32
Identify structure of Nylon-6
5 step solution
Problem 35
Among the following polymer identify homopolymer (a) Nylon-6 (b) Buna-N (c) Buna-S (d) Polyethylene
5 step solution
Problem 36
Among the following polymers, identify the copolymer (a) Nylon-6 (b) Starch (c) PVC (d) Protein
3 step solution
Problem 37
Which of these is a hypnotic? (a) Metaldehyde (b) Acetaldehyde (c) Paraldehyde (d) None of these
3 step solution
Problem 38
An ester used as medicine is (a) ethyl acetate (b) methyl acetate (c) methyl salicylate (d) ethyl benzoate
6 step solution
Problem 39
Nylon threads are made of (a) polyvinyl polymer (b) polyester polymer (c) polyamide polymer (d) polyethylene polymer
4 step solution
Problem 40
Paracetamol is an (a) antibiotic (b) antipyretic (c) antimalarial (d) analgesic
4 step solution
Problem 41
Antiseptic, chlorozylenol is (a) 4 -chloro- 3,5 -dimethyl phenol (b) 3 -chloro- 4,5 -dimethyl phenol (c) 4 -chloro- 2,5 -dimethyl phenol (d) 5 -chloro- 3,4 -dimethyl phenol
5 step solution
Problem 42
Phenacetin is used as on. (a) antipyretic (b) antiseptic (c) analgesic (d) antimalarial
6 step solution
Problem 43
Which of the following colours is imparted by alizarin dye in the presence of \(\mathrm{Cr}^{3+}\) ion? (a) Violet (b) Brown-red (c) Pink (d) Red
4 step solution
Problem 44
Which of the following polymers can be used for lubrication and as an insulator? (a) \(\mathrm{SBR}\) (b) PVC (c) PTFE (d) PAN
5 step solution
Problem 45
A hybrid rocket propellant uses (a) a liquid oxidiser and a solid fuel (b) a composite solid propellant (c) a biliquid propellant (d) a solid liquid and gas as a propellant
6 step solution
Problem 46
Buna-N synthetic rubber is a copolymer of (a) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\stackrel{\mathrm{Cl}}{\mathrm{C}}=\mathrm{CH}_{2}\) and \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_{2}\) (b) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_{2}\) and \(\mathrm{H}_{5} \mathrm{C}_{6}-\mathrm{CH}=\mathrm{CH}_{2}\) (c) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CN}\) and \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_{2}\) (d) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CN}\) and \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{Cl}=\mathrm{CH}_{2}\)
4 step solution
Problem 47
Among cellulose, polyvinyl chloride, nylon and natural rubber, the polymer in which the intermolecular force of attraction is weakest is (a) nylon (b) polyvinyl chloride (c) cellulose (d) natural rubber
3 step solution
Problem 49
What is the complementary RNA sequence for the DNA segment AATCAGTT? (a) AAUCAGUU (b) CCAUCGAA (c) AACUGAUU (d) UUAGUCAA
4 step solution
Problem 50
In DNA replication the complementary nucleotide sequence for \(5^{\prime}-\mathrm{ACGT}-3^{\prime}\) is which of the following? (a) \(3^{\prime}-\mathrm{ACGT}-5^{\prime}\) (b) \(3^{\prime}-\mathrm{TGCA}-5^{\prime}\) (c) \(5^{\prime}-\mathrm{AGCT}-3^{\prime}\) (d) \(5^{\prime}\) -TCGA-3 \(^{\prime}\)
4 step solution
Problem 51
Which of the following is not a disaccharide? (a) sucrose (b) mannose (c) lactose (d) maltose
5 step solution
Problem 64
The pupils of eyes are dilated with a very dilute solution of an alkaloid which is (a) adrenaline (b) atropine (c) equanil (d) ephedrine
4 step solution
Problem 66
Penicillin was first discovered by (a) A. Fleming (b) L. Pasteur (c) G. Thompson (d) A. Noble
5 step solution
Problem 67
The poisonous gas evolved in Bhopal tragedy was (a) \(\mathrm{COCl}_{2}\) (b) \(\mathrm{CH}_{3} \mathrm{NCO}\) (c) \(\mathrm{CH}_{3} \mathrm{CN}\) (d) \(\mathrm{CO}\)
3 step solution
Problem 68
In making lemon pickle (a) chillies are used to kill all germs and bacteria (b) lemon oil acts as a preservative (c) salt plays the same role as sugar in jam (d) citric acid acts as a preservative
4 step solution
Problem 78
Synthetic polymer which resembles natural rubber is (a) chloroprene (b) glyptal (c) nylon (d) neoprene
7 step solution
Problem 79
\(\mathrm{D}-(+)\) -Glucose shows mutarotation because (a) it undergoes interconversion with \(\mathrm{D}-(-)\) -fructose (b) it undergoes interconversion between its pyranose structure and furanose structure (c) it undergoes interconversion between its \(\alpha\) -D-(+)-glucopyranose and \(\beta-\mathrm{D}-(+)\) glucopyranose structures via the open-chain structure (d) it is dextrorotatory
4 step solution