ALCOHOLS, PHENOLS classmate Date-

92 AND ETHERS
1CHy-H CHOH (alcehol olkonol, methanal)
+0H

O|fhonst)
berttene

3 CHy +ocH HaC0-CH CEthor, Methoeymathone)

Name tho allsusing:

Mthylprepane, 1,2-dial
CHg

OH
Chlorepharskiiswd

H O-CaHs Methoy ethane

4HC-OCH2CH-CH -Methyl-1metho y propae

Hydeoxymathyl-,2,3uo
6H-Cz CHToH
 2.1o43H 210M0 Date
Page1 2

293HT d

Monohyduid aleH, C- CHh-oH

Ho+

wDihyduie H-CH

aihyobeic HzC-CH CHz

HO OH OH

Phunel- deivatisto e_Kenxene

OH OH oH
OH
O
fhunst Gatechot Keoncins OH
yuinal
Stucne g dleohob
dnalcehol-oH gsup io_atached p hysid
iadad canpen uile in phnsl oH io
ttachad hylbidixed cosuben
hebond anke O i n alcehas i
alightly s than tahrdeal o?282
*ui Lpulae dntiracton e 2Jena pal

H H anglea olaceeue
cue t Jona_pai
Jeapulaibh
 alssnate
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Page

The bond Jergth C-oH inphanel in ulightly s

thon thal ih alcohola.
uu oGrlan ce pasdia double bond chakactu
exiot making the 'bend phods_and hance the
bend Jungth_i ls

upokatuon leohols
*Fuom acid catlyked hybratien alkeno
HaC=CH2 tH2 0 Hs CCH2OH
H2Soy H + HSOy
HaC =CH2 CH
CH2 CH
CH2 CH2 +H CH -CHs
HsC-CH2 ,C-CH2
5 H,C CH Off t

6 H+ HSg Ha SOy
Hydbestoa ion
HC-CH= H2+H-BH2) HCH-C2
BH2
HC-CH=CH
-Ha-CHa CHa) BH
3-4zzeH
3hsCHa CHzO+B(oH)2
lsapan-ol
 elassmate
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Ten uducden adey pmpund

Keagpnt LiALH4 NabHy SnHCL
Zn-HL Na-CHs OH
Ni-H2
HCCHO HC-CEO H3 0
(aldehyde)
CH CHa 0H
H

HC CH HsC -C
CKetone)
H-CHCHa
2 oH
8HgC-C=0 H:C-COH
OH oH H
CGrboxylie acid)
H-CHaOHH
- 2M

y HaC- 0-C2Hs 2C2 Hs OH

CEsto
HCHO + KMgX
H2C=0 CHaMa Bx
CHa
H- o Ma B HC-CH2-Off
 elassMAte
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CHs CHo t RMg X

HaC-C-H +HaC Ma Br

H3 C-CH+ Hsc
1MB

oMgBr
Hac-CH HsC 2)

HaCCo-CHs + RMaK
HaCCCH t HCMa E

H20
HaCC CHsE HC CHa3)

sepasation o Phanal l
Luem kenxeneSulphenie Aeid
SO2H SO3Na OH
Na 0 Naot O
Hr o
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Hau wl yo_puepa phanal industualy

Fuem cumun
HC-CH-CHe HaC-C00H

(Cumana) Ho
OH

O Hsc-CO-CH3+He 0
Phenat Acatone
st
FuAm diá XAnuLm walts

NapC
H20

Phunsl)

Fhyaical eportien edleehol

dlehal aue highly walulle in walie
Thio in
ia dus
dueon hexlinait hagdeegen_benda-
Chemical Keactiors
lleetolo ae oatule cempundo Hos ?
hio jaJecauet thuy Jual a droth nu oluephule
and eldephiles
 elassmate
Date
Rage 1

Resctrens e alcehols w
Clura oH ond P-0-H
LWith Na
2RoH 2Na 2R-0-Na H2
oaduum

HsCOH t NaCos Ha CONa t co+H2o

i Phonsl
ut ealehol and phinsl which i mae aiidi.
and Dhy
dhe cOulooponding phenguide ien haoeoanati
atuelune Gt dlbe moee otable than
methouide Lonwhich has no snonc
Phonol
QH :0H

Phenoniade
 elassmate
( P Date E

Elet o Subatihunt

1EDG uctron danatung qupuys)

-CH-C Hso H dickua acido ngth_
FWG(uten uidhdruwn reupe)
NO2-X-CooHiniuase aciduo bangth
OH
CH NO2
Oehass ef H O ulhase e H
dilicult easie

dokangethe Lpllsuweng Compounds in the nua

ng odue e thiiwacdity,

3. OH

5. 0H 6. OH
NO2 NO2 H CH
NO2
62 <3 <15<5
 elassmatee
( 1E
atioli
ueel a l thanphuns

3Coel ie o ulstibuted phunel

O o n uhich H gp p u n t
Oruo ol
DuL tothe ponc -CHroup
whi'ch an EDG, Kpol i
acidu han phenol

3 tuitication
1 Hs CCooH Hs C20H Hs C-CoO-C2 Hs t H2o
H
CaHsO +(CHs CD)a 0CHsCDoCaHs t CHsCDoH
Apidne
3.CH CH, oH + CH; Co CL HCoo C2HstHL

What i the uol oPyiore in Zhe uauon

ayudune ioaae hi h.ineutraluze he aidi
chlokid oemed asa pesduct the action
eacton weth caxboxylie acio
Wuungthu tinip.cation
ond acid onhydiude H20 o thuetuu LoumadL
nthKUBcTdn_oheulobe emOnd.
Jhis iJacap the xaction io Huwnile So
one o the ue preaducto Lemud u t le Lmsued
LasenT pvend hiMiunble Heactien xem
akung fda.ce
Haus u ypu pupan_apainkellK omphunsl
CPTo
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Date

CODH
OH
+CHsCo)20 0+CH,CooH
Saltoytit Acatylaaliuyic
aid peid
wAopiein)

Keacdiors uineolvng elaag e C-0 nd in_gleshol

Keaetsn wth hydxogn halidu teh
anhyd Zndli
HsCoH+Hl H; CL+ Ha0

Kol s Znd in the suadtionZncd huinga

usioaid altacke pn exco cenbwand
waker thu ord beturun Co and ulein p
oH jen Jotcemi eaiu.

Oit the mmcharium peaction edehyeleatuen

oulcehol.
H280
KyunH3C-CHOH 2H2ccH2 t
Mechani pumaten pugton
H2S0y H +HSO

pnotionopkgtenalid alcshol
He-CHa-0H H H-CH-0-H
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w
CHCH2 H H C-CH2 t H2o
cobocaton

4eumatono_alkun
H
Holes
Ha C=CH2 t H
alkene (ethone)

Keacton o aleshal uwth phaopheeBs haliole

Plyor Pcls
HCoH+PeCls CH CL +Hao
2CH OH+3PL HCe HPo2
Vehypbration 3 alcehol
HC CH-CH B54HsPOy Hac--CH= CH2
q4 K HC-CH= CH2tH20
tH20

HC - h oHstoy H:CC=CH2 + H20

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Convexoion gdt
peopan- sl puopan-l-d

HC-CH-CH HC-CH= CH
OF puspan-d-at
H202
ag KoH
Hc-CHCH HCCH CH
B
prepan--al Adi Maskovnikow)
Ea Dehydatisn e 3
HsC-CH2-OH HC-CH-CH3 HCCH,

awtiayalcohal i eanyL dahy daa dscOuse

th thuu elcbopgitibe olkyl
queLLps mak the
Cuntr caxben eludrpoutuesuhih
ib eluion b-OH 9uup henca denatio
the end egaly duaking

3°>2
Oridation
pumasuy aluthal io oided ti an
Lwhich inin tuu ibidused CaxboK'ylicaldehyd
o.cdSacondauyalcoholb aL 0Xdiuuo. To kdone
and ttianalceha donot undrgo
0widation adion
 elassmatee
Date
Pege 3E

H,o
H CH2 OH HACCH OH H-CHO
pmasy alohol bH aldehyde
H3 =0

aldehyole Caebo xyui aLd

HC-CH-CH +o- HC CCH

wecondauy alcohal
HsC C-CH3r

ketane
Keactuena Phend
Etaphelic aspmate ubolilulsN
Ndxaton
OSNO
Of HO -0HO N-o

D=niluephunal p- ritrephenel
unbia intoe

ONP iiam volatile whil PNP lo velaile

DNP h inn -malkcwlak hydlgendAnoin9,0
eapatuon eaybut in PNPR melkhluo f_
t and ight uillinhibe the pkou
cwapoation Suce thee a ntie malecuula
 clASSMAte
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Page o2

Hbonding po we haue 6 aupply vome exba

amount el_engy t eapóeit PNP

OH OH
NO NO
cuncHaSoy
2,4,6-Tinibophuns
Pisuc aid
ribratng mixtua e

Halogenaten OH
(a) 0H
Br2 in eS2
CHCl, 273K Majoe
Ming
( OH OH
Hz0
38M 4,6-Tsibkemi
phunal

Phunol n busmuralon gue mengsuulbsutitid ptusoduit

in the pkesence onei-polake Kut iy sMe halaga
otron i cakeio in aguLpus mdiim we gd
isuibottitud puadudt
Kalpe'o Kraction
OH ONa OH
Co OR
NaoH Co CoH+ o Satieykie
Satioyic a u
 classmate
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Keimue- diemannKerctaan
OH ONa ONa
CHCL CHCA2

ONa ONa ONa

CH
2KETOJ
Kt
OH
H ,CHD
O Salicylaldehyde
Keactien wit Zn duat
OH

uuidots
6H

O Alezba01
H,Sor Benxaguinone

Soma Commu cially dmpoilant alcshob

.Methannl methyl alcshal) Ethanel CEthyl alcehat)
Lletalenb, paint valenih aboalute alcehsl -loo%
Cauwwt lindnuo oe p8uk alcohol-(80/.
even alhath qa alune+2o% alesha)
wtd n cold cAurtue
iinatdted aluahol-to make unjit lo corunmptn
ethyt alcohal + 5 . methye alcsha. tPyidlie t Cusoy
 classmAte
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Ethotolkony alkane)
epakatuon Ethuwo
HT
H3CH cloH + Ho CH, CH, YI3K
HaC-CH0-CH- CH+Ha0

ehonum ethue pmation

Lumatsn
H Soy
pes ton
HSO
LHCCH-OH + H 7CH HaC-0-H
Baton _pestoratid alsha

3HCCH-0H H2CCH, tP
.H-HyCOH H,C-CH
HCHc--CH-CH
H-HaCOUHCHtH
ethu
A
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Wlambon Syatheis wwwwy6

Haloalka + Saolium alkouide
dhe uaton uolueo Sn2 atack of an alkguude
LbLonpumay alkyl halioe
Kotti u l b ae ablauned 4 the alkyl hali-
du ib pkumay

ueung haloalkane
HsCCL+ Na0- H

HaC-O CH
CH ethu

wrg 3 haloalkane t
HaC- c+NaoCH
CHz HzC-CECH Na H;COH
aleshol
alkn

a ulio sy haloalkara wcd an aLkene v th

ondy uaten pteaduct and no ethue Lpemud
alkouwdu cuke not snly butt
rnuclesphils
ecalyar
Jrae a wellThey Lad telimination
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Phyaical Kuepxties
Bouluiy point ethue i quitepas
Thio dueh tho wak hydogen bend
But ethevu i muweufle inwabe and haue a
net dupole mement
Chemical Keactio
ethu aus thuluart ealue ethe unctinol

HsC-0CH + HCL CH, c +HCOH

HsC-0CH+ HoL
CH,CL + C2 HsoH C Hs C+ CH,oH
majo miroe

Elhcrophile Substitation
0CH3 +0CHs +oCHs+0GHs5:0CHS
Anisole

Halo genatzon w
drbalundung0e aminatitn epen in the aks
ence isn ) Catalyat
OCH bCH
CH, Co0H K B
+B
 classMate

hio i cauoesoCHqpsup mthoy) will

ineHae the elctbsn drhiiy_0nJunj. king got
activatd and0-P oubatlton akb plale
even in tha abaence e fe () catalyat.
ied el- ayb suaction
OCHs OCHa
CH
CL irtyd ALet
C Hh
Aniole Methe
toluen 4-Methony
Mir tnluen

OCHs 0CHs
CoCH OCH3
+eH,Co Ptcts
2Methox COE
aclopherieru -MEthony
Mino -acelephekere
Nitatien
OCHa OCH3 OCH
NO
HzSey
HrtOg
rtitewanvete NO
Y-NJromethoy
enzen
Mayoe