Problem 5.1 Calculate the index of hydrogen deficiency of cyclohexene, CH₁ and account for this deficiency by reference to its structural formula.
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- D.32 Write the IUPAC name for each of the following compounds, including stereochemical designations. (a) (b) (c) HO NH2 OH OCH35.20 Name each of the following compounds according to substitutive IUPAC nomenclature: (a) (CH3),CHCH2CH2CH2B1 (b) (CH3)2 CHCH2CH2 CH2OH (c) Cl3 CCH2B C12CHCHB1 (d) Cl (e) CF3CH2OH (f) ОН CH3 (g) ОН CH3 (h) Br (i) ОН3.35 Arrange the following compounds in order of decreasing acidity: (a) CH3CH=CH2, CH3CH₂CH3, CH3C=CH (b) CH3CH₂CH₂OH, CH3CH₂CO₂H, CH₂CHCICO₂H (c) CH3CH₂OH, CH3CH₂OH₂, CH₂OCH 3
- Problem 4.7 Name the following substances, including the cis- or trans- prefix (red-brown 5 Br): (a) (b)15.16 Draw the structure or give the name of each compound: (a) (b) H3C, CH3 (c) 1,2-diethylcyclopentane (d) 2,4,5-trimethylnonane-7.33 Give an IUPAC name for each of the following compounds: (a) (CH₂CH₂)₂C=CHCH, H₂C (b) (CH₂CH₂)₂C=C(CH₂CH3)₂ (c) (CH3),CCH=CC1₂ (d) ## H₂C- HG H₂C H (f) wd brodo illas 09 H WAME I
- 5.21 Give IUPAC names for the following substances (red = 0, blue = N). (a) (b)6:53 974 Problem Set - Alkynes 1. Name the following alkynes: (a) (b) CH, CH3CHC=CCHCH, HCECÇCH CHa (c) CH3 (d) CH ÇH2 CH3CH,CC=CCH2CH;CH3 CHCH,Cc=CCHCH, CH3 2. Draw the structure of the following: (a) 2,2-Dimethylhex-3-yne (b) 4,4-Dimethylpent-2-yne (c) Hept-1-en-6-yne (d) 4-Methylnon-7-en-1-yne4G. 4G 7:41 PM 27 PROBLEM SET – CARBOXYLIC ACIDS 1. Give IUPAC names for the following carboxylic acids: (a) (b) Br (c) CH;CHCH,ČOH CH;CHCH,CH,ČOH CH3CH-CHCH,CH,CH3 (d) H H (e) H C%3C HO,C H3C CH2CH,COH 2. Draw structures corresponding to the following names: (a) 2.3-Dimethylhexanoic acid (b) 4-Methylpentanoic acid
- SELF- ASSESSMENT QUESTIONS SAQ 4.3.1 Give IUPAC names for the following compounds: (a) OH CH,CHCH,CHCHCH, (b) он CH (d) le) HyC. SAQ 4.3.2 Draw structures corresponding to the following IUPAC names: (a) (Z)-2-Ethyl-2-buten-1-ol (b) 3-Oyclohexen-1-ol (c) trans-3-Chlorocydoheptanol (d) 1,4-Pentanediol (e) 2,6-Dimethylphenol (f) o-(2-Hydroxyethyl) phenol SAQ 4.3.3 p-Ntrobenzyl alcohol is more acidic than benzyl alcohol, but p-methoxybenzyl alcohol is less acidic. Explain. SAQ 4.3.4 What alcohols would give the following products on oxidation? (a) (b) (e) CHICHCHO SAQ 4.3.5 What products would you expect from oxidation of the following compounds with Cro, n aqueous acid? With the Dess-Martin periodinane? (а) 1-Нехапol (b) 2-Нехапo! (c) Hexanal 4.4 EthersThe cis ketone A is isomerized to a trans ketone B with aqueous NaOH. A similar isomerization does not occur with ketone C. (a) Draw the structure of B using a chair cyclohexane. (b) Label the substituents in C as cis or trans, and explain the difference in reactivity.Draw the organic products formed when cyclopentene is treated withfollowing reagent. [1] OsO4 + NMO; [2] NaHSO3, H2O
