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SOLUTION

In the MS, the molecular ion occurs at m! = 6" in#icatin$ the M = 6" $ mol.

&he I' sho(s an )*H +335" cm)1 an# C)* +1"-5 cm)1 ut no C=* +aroun# 1-"" cm)1, or C=C +aroun#

16"" cm)1

13C)nmr sho(s 3 t/0es o C, inclu#in$ a #eshiel#e# C +69 00m, an# 2 other h/#rocaron C +2- an# 1"

00m

H)nmr

/ppm multiplicity integration assignment

3.6 tri0let 2 CH2cou0le# to 2H, #eshiel#e#

2.3 sin$let 1 isolate# H +)*H

1.6 multi0let 2 CH2cou0le# to man/ H

".9 tri0let 3 CH3cou0le# to 2H

&he H)M' $ies us the ollo(in$ 0ieces )*H +hel0e# / the I' )CH3, an# 2 #ierent )CH2).

e can start to it them to$ether ase# on the cou0lin$ 0atterns as: CH3CH2CH2)

Summary....

&he MS in#icate# M = 6" $mol.

&he I' sho(e# the 0resence o an *)H an# C)* on#s.

H nmr $ies a CH3CH2CH2) $rou0

rom the #ata, (e can $et a molecular ormula o C 3H* = 3 7 12 8 7 1 8 1 7 16 = 6" $mol

&his has an IH = ", so noon#s or rin$s.

Altogether....

ith the 0ieces (e hae : CH3CH2CH2) an# )*H

I' an consistent (ith an alcohol.

ien these 0ieces, there is onl/ one (a/ the/ can it to$ether.

Chec;in$ the H)nmr, the mi##le )CH2) is actuall/ si7 lines since it has

a total o 5 similar nei$hours. &he )*H #eshiel#s the other )CH2) ut

#oes not cou0le to it.1-propanol

Problem : C = 54.53%, H = 9.15%, * = 36.32%

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SOLUTION

In the MS, the molecular ion occurs at m! = in#icatin$ the M = $mol +een, no isoto0e 0attern

or Cl or

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SOLUTION

In the MS, the 0air o 0ea;s o aout 1:1 ratio at 122 an# 124 su$$est

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&he I' sho(s has no asortions or the main unctional $rou0s, loo;s li;e C)H an# C)C onl/.

13 C)nmr sho(s 3 t/0es o C, inclu#in$ a sli$htl/ #eshiel#e# C +35 00m 0lus 2 other h/#rocaron C +26

an# 13 00m

H)nmr

/ppm multiplicity integration assignment

3.4 tri0let 2 CH2#eshiel#e#, cou0le# to 2H1. se7tet 2 CH2cou0le# to 5H

1." tri0let 3 CH3 cou0le# to 2H

Summary....

&he MS in#icate# M = 122 $mol.

&he H nmr $ies a total o - H, C nmr 3 C

?se this to chec; the molecular ormula : C3H-

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Problem : C = 56.24%, H = 6.29%.

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Homo)C*S@

Hetero)C*S@

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Problem : A com0oun# contains C =69.-2%, H = 11.-"% o elemental com0osition. &he ?B s0ectrum o this

com0oun# is #etermine# in 95% ethanol: ma72" nm +lo$ 1.3.

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Problem : A com0oun# contains C = 4.64%, H =.16% o elemental com0osition. &he ?B s0ectrum o this

com0oun# sho(s no ma7imum aoe 2"5 nm. A 0ea; at 161 00m a00ears as a 0ositie 0ea; in the D&)9"

s0ectrum.

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Problem : A com0oun# contains C = 53.9%, H = 6."4%, S = 16."1% o elemental com0osition. &he ?B

s0ectrum o this com0oun# is #etermine# in 95% ethanol: ma7225 nm +lo$ 4." an# 2-" nm +lo$ 2..

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Problem : A com0oun# contains C = 36.95%, H = 5.6% an#

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Problem

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C = 62.6%, H = 4.51%, = 2".%