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The Complete Organic Chemistry WorksheetThe Complete Organic Chemistry Worksheet.doc
Name
1. Name the following hydrocarbons.
3 j'\- d\ m.u\ \q'\\Lxc.$'s
i"'a.CH3-CH2-CH-CH-CH.
ICHzI
CHr
CHr
A A \-k ,e*q\t^'-tt i"' f"l-'"'-lu*",Uo..q b cur-f-is-a",ll
"' cH:
?"3 a-O,trtrc$nt1t c' cHl-C-CH3
b*fa^q- lt'CH:
. A CH7-CH2-CHJ
4 ,3 - /.eltrt1Ii'*-lt'asq,n,-"r',-J
'cH2-cH3
cH2-cH3
2. Name the following hydrocarbons.
J ^thl\[r,k*CHrt"
a.CH3CH2CH2CHCH3
9H,I
b.CH3CHCH2CH3
CHII
c.CH3CHCHCH3
I
CH2CH3
d'n*{l'1lltnk, t
CHrt-
CH: 9n'tte. CHr-CH-CH-CH-CHl
I
CH:
CHrI
?"' !t'f. CH3-CH2-CH-CH-CH
CHr
CH:I
CH2I
g. CH3-CH-CH-CHris-cHr-cH,
I
CH:
CHz-CHrI
h. cH3-cH-cH-cH3I
c+r3-cH-cH3
d.CHICHzCHCHzCH:I
CHz
I
CH:
g'ulktlfe J-o'"L
'l.3')'ont'lr,,lyW
3'ml{f ynh'^t
f"' fn' ) u (A nolfu''{ ttu'*u*'Qe.CH3CHCH2CHCH3 cJ 1{
,. .,.[X1".","", a,, - &*]f'f gw-fu{"{
cI{3
A,r'd.'*uf $' tf W^u*
g.CH3CHCH2CH3I
cH,l'CH:
?',CH"l'
h. cH3cHcHCH3
CH;
f, ,3, q - \c' *"jtr1\\-s.x^t'"*-
j \- A.^ r.alh-{hq"{n-"*
3 ;1, Ll -.lr iu .t\"1ihq\aru-
Z, 1, q * \,,0'a\h.1\F *+ra*r's
vr*J, q -di r'Ct\t P-*,,i::",i::",
Listed below are the condensed structural formulas or names of the nine isomers of heptane, CzHre. Write the formula andname for each.
a\\ (a[ru
a. CH: CHzCHz CHzCHzCHzCHz?t' .r- *nlrh*\\.u(4rt0
tCHTCHzCHCHzCHzCHT ) tr re \
ag-d,r"}*\tPM* '"'[|L'"**
i 3-ethvlpentane
f-"-.f\\*
Name (use common and systematic for benzene if appropriate; ttre compourFrepresented by the following formulas.
CH: CHI
J,*3, {r,r"ethq\ ".
.",1-8r.r,h. 2-methylhexane t)-------\r"-k^J.'{-
I
CH:
a. 3-heptyne
cyclopentene
cl\pheny l-2,2-dimethylhexane) a\f,,r-O*.,*)#@
/-'-/1 -ethyl-2-methylbezene
,,{r-txH,\2,4-dimethy l-2-pentene
rlM
6. Listed below are the condensed structural formulas or the names for the eight isomers of C5H11Cl.Write either formula and thename for each.
,/\'1'l "*-'f:1:P''
:'1e'5 '';
a. CH3CH2CH2CH2CH2CI
CHrifil . ttr fli,- . !:r'"V'1b. CH3CHCH2CH2CI ';_;1a$;q.g
Fr' \ c.2-chloropentane
io;;f d. 2-chloro-2-methylbutane
7. Name the following compounds.
CII
e. CH3CH2CHCH2CH3
?", :- 1 i, ,r , ij "r - 1 , c\\.,1\ -I
a. CHTCHTCCHTCHTBT o \i. .., f . \lx !*- -l f. iCHrt-CHr
j -c\rt'c,-'b [.,]; \si ";
CHI CI
i--' i--^.- 6 -e \''\c"n '3-rru'*L?\h '''is^rpCH3CH-CHCH3
l-chloro-2-methylbutane --.-*){ l'---i-
* -I -chloro-2, 2-dimethylpr"?ri_,-X:
CHr
i--1 r\ - rro*h'{ * }' - P'tx'':k*eh. CHTCHCH:CHCH:
CH. CH"
' ^'' I - l^:' ^" ! 't' -d t {-' .'}ri "*" Pa^n\ff\rti.CH3C:CCH2CH3
t_.-t,. .-" ".
r\j
'{ .nn/{ti
f.
g.h.
. ^rr ^,,i1,, +r-qN)n1\- 1,{-par{adt**'0,.^.. il, i" ^-- ) ,\ A...a\h.i - \,'4 - prr\*&re:e'*
5. CHr:CHCHCH-CH, t'CHr-QQgzC-gy1rc',-' ur'
CHrI
c' CHI-CHCCH3I
CH:
I O..l 2-methylnaptJralene
!; ir'd,i,*s\\''ia\ - 1-bu'knc
!', f",k.cHr-c-c-cH-CHCH3
cHr
rBr
j,3 ,'i-lr'n'r),hql - 1, t -
h''wa.15 l{,u
d.
e.
c6H5cl ak\ot dCli', }l'r)CH:CH:CHCH2CH3
CHrI
f. CH3C:CHCH3
g. CH3CH2CH=CH2
Draw structural formulas for the following.a. 3-heptene
8.
trichloromethane n Ftf\.1't lid. 2-chloro-3-phenylhexane
^ ,^_,_. .,..-" -Y
e. 1,3-cyclopentadiene {i1 \_-\
L)toluene (methy lbenzene)
g. 1,4-dibromobenzenetlt :..\.t\ls,
h. 2-bromo-3-methyl-2-butene
tJ, i
.'.\rt
rite structural formulas for the following compounds.2-chlorobutane
c.r\
/=-'-/2-butene
//v2-ethyl-3-methy l- I -butanol
t
.-,,^--..-rl\o \_\\
3,3-dimethy lbutanoic ucid\
\/ tl-4-=4ot-{
2,5,5 -trimethy l-4-hepto-nero#
1,8-nonadiyne
wL.Y
J-
g. 1.3-diiodobenzenef&h. ethoxybenzene
",^-oYt'i. l-butanol
---^\_./--OF+j. 3-methyl-2-pentene
n. 2-ohenvlbutane L
o{ o.
) 7-bromo-2-naphthol
\r.-, '/
p. 4-bromobenzoic acid
3 -ethyl-2,4-dimethyl-3 -hexanol
5 -chloro-3 -ethyl-2:methy
10. Name the following organic compounds.
i, , I \,3'r. li-1 l- a.cHrcH-cHCH,cHl,;p,"'^Janol
-J", J"to
b. cH3cH28cHcH3
d. CHTCHTCHCHTCHT-lCI
d. cH,cH.cH"c/ \:l-^Inr n!*.\H
?n,e. cH3cCH2cH2cH2oH d,J - Ah;l\vt- 1 y^,hrt'"?.
CHr
rrt ru ,#'{iyi- V-y:e4 $e.rur,q J", ?''r. cH2:6slg11-cHCH3 5-ftU.jf,,rf * \,q - tW*$,Un* -'1-
""q-OHc. CH3CHCH-Q!{2
3 n'ofYr*\ -:L - b"j"r*
11. Name the following organic compounds.
a. CH.CH"CHCH"CI\ -Ch{o\o -X -nutt- q I -1",
L,^)+rl.Q i"tb. CHTC-CHCH,BT
J-$q,rr'r-d 4,j-.krrnxlhq i 1", J",bula$L
CHr
.. cH,EcLcr, 2.- rnolhq\*a *b{r-\qrr\s'"lOH
r. cH3cH2!:cHCH3 !-h *,t**0 - qurn\efil-Br
". A s. \,rmnO*tp\':?roflr*.g. CH3(CH2)2CH2NH2 buJq\Afr",rfS.
h.H,N-[-cH2cH3 p/Wcr((\^&-[-
c. C5H16
Cl\, - Cu. -K -- Ctr - c L{ 35d
pj{.,.k {.,0*t
*!j
f g!.ogl"'r"le*'u
rr1pflt6r,ywill*xr d-pt',pr','*r'a
3- ci".\*,crPn'\e"na
12.Each ofthe following formulas can be written as two compounds with dif[erent functional groups. Write the structuralformulas, name the compounds, and identify the functional groups.
c\]r'C,ilr - c,f+
MaryTL P^cff rbl
a. CzHoO
eu"-a\l^-0F\- 5 *"d
b. C:HoO 0ll
a[\
nu^- t-LH.v"5 -)cHr- o -cll3
b. 2-butargne
-\/2-methyl-2-propanol>{ethanoic acidoAon
trimethanamineC\+:
*i N tto3propane
2-pentyne
"'{//'\
cyclohexanamine
i(0u*V2-aminopentane
$\\a
13. Draw structural formulas for the following.a. Ethanal O
\// -l{
h. cyc
lc 2,4-nitrophenolOtl
n. propenoic acid
lobutane
rl
'Anou
14. Draw and name the five structural isomers of hexane (CoFir+)
Q nilhllyntiarn
'/o'cH2cH2cll
J,b)5--|r,ur ddrl \ -8-d\t1\dscq,.r
I
cx{3 -c -cH
I
cH3
\o,2cH2CHCH2CH
I
cH2cH3
CH;
b.\
3, 5 - A^d.aj\\\ - 3 - \'aqRl'*
3- r'nqr\h1\ h-ue'"o
17. Name each of the following alkenes.
a.CH, :611
-(]12 -CH3-4.+-L- buJ'[f\a
cll3c. I
I
cH3cH2cH-cFI-CH-Cr{ /"r\\o,
\ '3l'nCf'qlk $qj.tq
\\ ./ -J,Q - d''
^.tJ [t I
)<----/ D',ier\
i. orlanq
15. Draw the structural formula for each of the following.a. 2-Methylpentane
,
-/A------//^-\
16. Name each of the following:a.
CHT CH:
llcH
-c -cH2cH2cH3ttbH, cH:
),i,3- \rr m'dh'1\ htxaru
C H3---{H2--{H2-C H -C HjI
clI2_cHj
b. 2,2,4-Tnmethylpentane, also called isooctane. This compound is the reference for octane ratings for gasoline.
\,/ \X- -/----/--\
c. 2-tert-Butylpentane
d. The name given in part c is incorrect. Give the correct name for this hydrocarbon.
0 , !, i - -h taru"I'h'1\ ha"v.c$-tl-
18. Give the structure for each of the following:
a. 3-hexene
b. 2,4-Heptadiene
c. 2-Methyl-3-octene
\
z19. Give the structure for each ofthe following aromatic hydrocarbons.
a. /nnvuar"," I -/';'E
Cr-a'
f-oi-tert-burvlbenzene
&c. f-oi"tttrtu.)nzene
Cl,d. r_phenyr-2-buten"
e,-=_Z
20, Name each of the following:
a.ct
-cHz -cHz -cFI -CH3Itl
\ 1i -aicN\ct\obuJ€doo
b' cl{3cll2cr-I2trI3 \, \, \ - \t ic,tfo-cobt"faxlt
c ;)*-f-{"*"
3,i -dd$c', - !,{-d}rRa\h\\-\'oxo.r\a-
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