Test Bank - for Organic Chemistry 12th Edition 12th Edition by T. W. Graham Solomons Craig B. Fryhle All Chapters 1-25 Complete Guide A+

Contents

Preface v
Acknowledgements vi
Aboutg theg Authors vii

Chapter g1 GeneralgOrganicgChemistry 1.1–1.78
Chapter g2 Isomerism 2.1–2.80
Chapter g3 Hydrocarbons 3.1–3.60
Chapter g4g g g AlkylgHalides,gAlcoholsgandgEthers 4.1–

4.68gChapter g5g g g CarbonylgCompoundsgandgAcidgDerivatives 5.1–
5.68gChapter g6g g g g ESRgAminesgandgPhenols 6.1–6.70
Chapter g7g g g g Biomolecules 7.1–7.36
Chapter g8g g g OrganicgReactiongMechanismsgandgReagents 8.1–
8.76gChapter g9g g g g PracticalgOrganicgChemistry 9.1–9.12
Chapter g10g g g Nomenclature 10.1–10.20

, About the Authors g g




Akshayg Choudhary,ga grenownedgfaculty gofgorganicgchemistry,gteaches gIIT-
JEEgaspirants,gassistinggthem gtogachievegtheir ggoal.gMany gstudents ghavegbeen g
success- gfulgunder ghis gguidancegandgachievedgtopgranks gin gthegIIT–
JEEgexam.gThegauthor gis ga gpostgraduategin gchemistry gas gwellgas gJunior gResear
ch gFellow gfrom gNCL,gPune.
His ghas gkeen ginterest gin gthegsubject gandgstrives gtogpresent git gtogstudents gin ga g
lucidgstylegtoghelpgthem gacegthegexams geffortlessly.



Mandakinig Choudhary,gspecializes gin greaction gmechanisms gandgintermediates.gShegis ga gded
i-
gcatedgteacher gwith gfour gyears’gexperiencegandgis gpopular gamonggstudents gfor gher gzeal gtogh
elpgthem gwith gtheir gboardgexaminations.

, 1 g




Arrangeg theg items g in g Questions g 1–38 g in g DECREASINGg ORDERg (i.e.,g greatest,g most g etc.
first)gwith grespect gtogthegindicatedgproperty.
Usegthegfollowinggcodegtogindicategyour ganswers.

1. Thegacidity gofgthegprotons gHgin geach gofgthegfollowinggis
O O
(i) (ii) H C
C 3 C
H3 C H O CH3
O O
(iii) H3 C C C
O
O
CH3 g CH2
(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

2. Rategofgreaction gofgHNO3 /H2 SO4 g with geach gofgthegfollowinggis


(i) OCH3 (ii) CN (iii) CH3


(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

, g 1.2g g cHaPT er go Ne

3. Reactivity gtowards ghydrolysisgusinggaqueous gacidgofgthegfollowinggis
CH3
H3 C CH3 H3 C
(i) C H3 Cg Ng (iii) Cl
(ii) gCg CH3 gC
O
O O
(a)g ig>giig>giii (b)g iiig>giig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

4. Reactivity gofgthegfollowinggtowardsgreaction gwithgLiAlH4gis
O O
H3 C
(i) (ii) Cl (iii) OCH3
gC

O

(a)g iig>gig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gi>gii

5. Thegrelativegyieldgofgthegfollowinggalkenylgbromides gfrom gthegreaction gofg1,3-
butadieneg with gHBr g(dark,gN2gatmosphere)gat g–15ºCgis

(i) (ii)g g (iii)g
Br
Br Br
(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

6. Thegamount gofgconjugategaddition gobtainedgin gthegreactiongofgthegfollowinggwith g3-
butenonegis
(i)g CH3Li (ii)g CH3MgBr (iii) CH3 O2 C– gCH–CO2 CH3
(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

7. Thegrelativegreactivity gtowards gBr 2gingCHCl3gofgthegfollowinggis
(i)g CH2 =CH–CO2 CH3 (ii)g CH2 =CH–CH3 (iii)g CH2 =CH–O–CH3
(a)g ig>giig>giii (b)g iiig>giig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

8. Theg% gofgthegpara gproduct gproducedgin gthegreaction gofgBr 2/FeBr 3gwith geach gofgthegfollo
winggis
CH3 NO2 C(CH3 )3

(i) (ii) (iii)



(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii

9. Thegnumber gofgenolizablegprotons gin geach gofgthegfollowinggis
O
O O
(i) (ii) (iii)
O
Hg3 Cg
gCH


(a)g ig>giig>giii (b)g iig>giiig>gi (c)g g ig>giiig>gii (d)g iiig>gig>gii