CHEM 1410
-
Organic Ghemistry Worksheet
1. Give the condensed structural formula for the following compound.
H
I
--+l
-c
t
I
H-C
_{
I
I
I
H
H
I
Ail;
HHHH
H
l
C{tz
llll
{{{-{-+l
lll
HHH
LH
*€ f:l -*Clr-tr. CH. Ct4=
I
CH-J
H-C-+l
I
I
H
2.WritethefullstructuralformulaandthecondenseMuLaforeachofthefollowing.
Ct4t
c
fr
'Cl-il1
J
il
Qi43At4; Lna
c--4-J{-c
b) c I
*c F47-C
N"-{
z
Cdz
CHt
a
I
-C -c -c-C -c-c
,n{v''
C'i{?
- CV4zlH -Cl+z-Cl-|3
g.
State whether the following pairs of compounds represent identical compounds, isomers, or
neither.
C
a)
c---{€"nd
rde^{rcql
v
C-C
i
b)
*"
J-.-c
andc
I S rolEn €, v"S
I
-c-c
c
c
,l--c
.l-c
#t
Weu
€qr
J
n
4.
Soran€i/^S
----c
-c -c
and c
I
-c -c
----c
I
c
-c
Give the IUPAC name for each of the following alkanes.
a)
Hgc
?,3,,E
5.
+d)ll
c --c
c
,L
cHo cHo
b)
i:'-cHg
i:'^- ,,\u
.^:l"H^-cH
-cHz-tf -aH -cH2-cHz-cH
Jt'
Jt'
-cHz-cH2-{
-ch
rt'
-ci{
cH"
Hsc
-cHs
IcHs
cHz
I
CH"
* flfw^ n.*hylhePt'^oe.
6
- uilii
ff
l
t
-
t, s - &,*
Draw condensed structural formulas for each of the following.
C
a) 2-methyl-4-propylheptane
l-lg'-911
''Ltlz
-
^u
OH
c t12-cH2-(+13
Cttz
*--cHz-c:H
t: i t |'r'"
CHz-9
-cilz-t^Fl
Ct+t
ClAz-CA3
t
6. State whether each of the following pairs are structural isomers.
a) 2-methylpentane and 3-methylpentane sO rnnorrS
I
b) 3-methylpentane and 2,2,3-lrimethylbutane
k"l
c,t
a
c) 3-methylhexane and 3,3-dimethylpentane
d) 3-ethylhexane
"+kyl ".*,^
ctlzcH rLll3
I
b) 4-ethyl-2,2-dimethyloctane
-r
l3o
t
scr
tnrre
f5
fr
SoVme
fS
and 2,2,3-trimethylpentane
Yvtev'S
L-cA;c
Fl3
7.
Nonane , CgH20, is a straight-chain alkane
-51 "C, and boils at 151 "C.
a)
,
lt has a density of 0.79
g/ml, melts at
Draw the condensed structural formula for nonane.
Cilz- C{.{a-C i-{" * C i-|z *C t4z - Cf+z -C{*z -C t4z- {-{{ 3
b)
c)
ls it a solid, liquid, or gas at room temperature
ls it soluble in water
?
?
S
o|
'.1
yt o
d) Will it float on the sufface of water ? Y es
e) Write the balanced equation for the complete combustion of nonane.
Cg1zo + /1
8.
oz
'l C0=
-r-r--r-r--r-------)
'+ /o
l-{'c
Draw condensed structural formulas for the following compounds.
a)
cgu
3-heptene
-ciuz -(1 H
b)
-. c H -c- llz-LFl:- cHz
2-bromo-3-chloro-1-butene
,8,
t4zT - (\n,H
Lt"- -C t+=t
g.
Draw structural formulas and give complete IUPAC names for four distinct and different
compounds with the moleculai formula CSH1 1Cl (There are actually eight.)
Ct+rCFL(.llzCt{. Ci{z- C I
L{{jC dr3rlzci{'.t{{3
I
qr
Cr{ 3C'd.Cd -Ltlz
-LA3
-t
Cllz-c-tlz
-CH=
cilz
ci
cj
Crb* C (l
CI
C
H
*Ci4z C i- .-.tt2-- Ctlz -'Cl{ * Crlz
(
Ctiz
Cih
CH1
ctlt ci4z-1 l{'-c Hz'C l
c[4?
t
c t{ t - +
Cll
s
10. Give correct IUPAC names for the following compounds.
b)
CHs
C
I
QHs
I
I
HC:C-CHz-CHz{-CHs
HgC
I
-c -c-c-fi-cHs
I
CHs
S,s
I
CI
l,l-o{.,"[nrono
* 5 -r,ncffr/ I-3*h
nrlle
d)
c)
Br
d
ll3- C,brourobenzene
&
[-
b^To-3:r.,f
Br
t o be rrze nt