Alcoho13 phe no and e thers

- ou -3
CH2-ou
CH o H
2
Pmaryi°)

Nomenciahhnf meHy alehol , meh ano IuPRe-

)c oH
3) CH3eH eH3- Propan 2-oX
d CHscu2-C2 oH Pr opanol (n propylodeo kol CTo pr opyl aleto\
C3-Ce2-eH3 9uan 2-o48ea Buby o)sy eH--uf tet ouy aJeho)
2 mey Apro pan 2-o
6) Cu2-Cu-edz Calyeerol sPropane , z43- riol

D o - 2C cw2-ou ve o gyeol) Ehan e t,2 dioX

o4
e3
Cyelo haano
2m l eyel o
penteuno
PhenoS
3.
P-ereso&
o
4-mehylphenol
Phen o -Creso m-Creo

oH
eHypheuad 3-metyl pheno
2-m

Benyene Ben ren e otnobR

o 2-duol o 3-do Benwene i-dio
CaechoX 2esorenoR

d o *o
no e e. abm ETheyS ( Sperate in aphabate arder odd th an
o let o aald eher
ond wr!e Seme) rejer boll
eo
PomenelaUene ) Cu,ocH3 » Dime erkers > mekye haane.
)Ctso e2 CDreyd eherd enojemane 3)
cuoCHaeuzCHmeypropyk ezhalnehod Propne
3) CW Coetz Le oles >meho benzene u CHS OeN2eu3 tphenehole )
Bond leng dhen ole odeho lS
oae to -
pheno has spz nybrtous aHon and
patHal oond n phenok =

o vtntov'S «ule- he -ve e added to Carbon hayi ng ets

part
AnH maWovtnlou' rule
no o yeegen
:
art added to corbon o6 mor e. not
Prepa oaHon eAleoholf
ane
Orayneneagt
O From ALene, o) B aed cakaly sed aroeo:. Avere reae
c a t a l y t o -orm aiehag (enee onmarue
(ENee
aeld ag a
waet tn preienee e uie>o
zo
ec3cH Cu2* e3euen3

NoegndusHial alehol a r e produeed pesng aere TCuG

hOug t
tcc
aag e
nd pet

MechaniS 2-Cc3 2eager 1 H23o lov)H3o

2 R-ec 3
R-CA onn
caroo eat
Po sLobiüg
n.
10 ag
i pasnble
CartoeaH on
eattgment
Avene togivve
ete-
Bua each uwih
oxrelafon
giborane perosde
Bngdrobosafon
and alehol by hydregen
.Ts8
ooidised
to G ite
triauky boranef. a Q u e o u S Scdiom hydroaide
n he presenee e s
CgcazCiz)2B2c9CycEtA:B

8u} C-CMz-enB2
Cu3-tacuz
a a S i H on

3 euz C#2CH2 oH B(oH)3

C H3c H2 CMal3 B 2s
8 2 is acc+o martovo es
Rearrangment e not pas8ible eddu on Pt Aiehot t cbt@ncd
inerGet-
s e.n
vet is a e e t o Ar me.vC hene ude
adouHon 4te
demerewaHon
oMOA Coymeveu rakonand
Reagent 4 (one l2/«20/a Bu
>
8 Vov'f u l e J
eu- c 3 CEelt ow
-ma rovin
2-e eu2 >

d from earbonyl eompoundlSde

dAHL 4ium AminuUm uyd Sheng redueng agers>arAl H4 H20o
AAiu a Srong sed ng*
aed S edueed fo 1°alehol n eeelens yreld by
Cobosyie
add ct20 e
cooH iAlu eevzotC 2emoe Coc
e used totprep6akon tspeeialchemiea
Hoever Ay ts h e epenSi ve reag

Commereia, eecd ave teduee to aUehol by conveetnG ihem ino e t e r

inke or&en ee c
eato n ) shieh on gur her-uedueon sfing hudrc@en
Ce e

Ca
oly s+CCekauy eydrcgenaH eh)
2eooH eo 2eooe'
taso
2evzot 2 o u
ond DdletINi sceCataigitkorm
of
hen Adelyde teaetu th u
toEcrm2c c
e n Lecne iead wl NaBHy asa ea taluS
C
2eo2 a u u R CH e
 i q c a r a eagens- **3naro > e a j a e very ver8GHI e agei

Pane
Par sgn hesil. aiedeChol
anel
3 ate
oroda ced ty the s e a r e n ey Grignas d
eagot uulih aldey teones

cO e mq R C z o Mg Reu20 + gtoH) x

MeeHo ug 2 - c u - o m g 2 2-u-ot Mg(ou)k

2ece + ge-¢-og -ou nquo)
2
anc
oR deyde progute 2
oeuwhen mehanol sieatroduee
o n e pro duuee 3 o

d) Prepa aaH on et phenals

ary su phonte aetdy:ld
He eorret pendj=
a from aryl Sotpnonte agd
4tehe on heang l h Scdlum h4dronde a S 13
Soa
+aoH
O'eum

)From haieatenesC Ocs' proeeS) phedie

et b23 K Gnd 3coaa
s e n chtce teneyene is kvealed wl
naos

S etiaJned aeada teakor e reroide

-naoH 23
waNdz+dil #ek
C) trom duazon vm Salts ushen Apiune tf teased ot
a e t or
eiortdie shcheR warmtng w
o e m benuy ene duazoptom
eamend wrtraeid gve phenokR
zek
d2

O-s° oC
nune Pnenot

dited in he
A) rom Cume n e Ce meve C se preoy£ beryene)
droperoNde eh on sahcn uci Hh
Preseneeeio Lorm Cumene

a e d porm pherol and aceonelottalrned tnme Sorge amort

C
o

Cu3 c ceCH3
20
3 ) Phy 3iaal pro p er He& h Alehol and phenol boonded
ontan Hdtogen
h e o qrop ta alenol and pheO tond dye b et motee
g h e neg aHve elemend o e porm gdrogen
drogen bonaing
B.P ep xAoe Carbon ako m
Aee and phende (inereate the vender wal Brancn Solulsi
boree sh astraehOn Ldecreate Phe
Vanderwaul orC2e,
atracHon)
B-P+ mole eulaY mal8 3haee' oneo
hgher eomoare to o her dro car bony
enNE
-p Aeoland phenole are

Hyageo
Soloot o 4 ts due to Aetr ebtuy to korm tnter moleeulat
tth waber Solu lt Lriy para 18omer eYA>Ovho )
Goubl y e t ay A\Ly& group
eMIe AL P0
o Alehol are er S a l e compound the oneael a bort nueleopwle ANd
eleckto ph e

Acrdse nakte Aleh

OLue Fo ele vaae e ot bon dLAleol af nu@leo phe
weal aua
Caiehol a r e
Heide ehaaeker:- cH Ou
Aleho
waler>2-ott A-eECH

Aerdie natute ebect

2 ° s3° ( *Ther mahen e" dengiy on o ners
ttb elome ungr able
Hes out e n a t e
Carbon oakom I
ebkeeFCno e meHy
Cerbonn ed
4Chol xn with vmela Ache xe aek wt h aehue mefe fogive, correfponding
altoi deand Jdnagen
2RoH +2NOa L Na 0 H 2
Sogu um AIUOde
cH3 CH 3
bew3 -C-os,+24 -
2 cv3-FA+ 3H
C'H 3 cu
tert butyg aleho Alum) nau m tert-bo rON de

5) EsterpieaH on ( Cotmauto n eh ESter --oe)

uen skdegke Carboue aetol veat ulh okde! egter i3 Formed
o +D'ot
R-oRH20 4tom Alehal
Cffomidokpcly
Reagen ge Con HSoy
Rake &stevkheauUAon x
Slerric Hindiance(BulAy Boroap
Acetre
for elolmeh>o >2°>3°fo Car bod e detd:o e
Hew O scaeot Sno
earbe oe
no egtexicaHon in3
 Fo seaHo FormaHon pheny es ere
pe h Aejd haude
+ C H 3 et c l r i d i r
(o) +He
eR G ey& chlonoe
pheny cnoride

)win, Aeid An hydride ot-3

CH3-o yridire (
H+
+euge oot
c oON

Cpou OcocH2
CAS irio)
Acely Saugyue.ae
Sokeyute
acid
bona
SRn ALeoho olue o eleauage eh - o t
o
CHTHBr SHeA)
( a n ihydiDgen Haluode

Lale e Qn1 & gtabiiy eh earboeako

Anghe
OCaS fef+t-ufed fo disthnou1ghe
tken HenokFrom one

-iomin 3turb immedUa

Sturbitiy aHer d 2°-tor6'in S

)Psn uim phe ohorous halde Cec0s 10c l3l DBal Pla)
Hel P Brs ana PLs of eojt)
C2soe reS C HseR +0oe g

el t 43 o 3
4s o+e3 3C2ts
3C2
un C2so Czus®r
Datryen meHho d)
el f Hel +fo 2
C R o +Soel2 eluml nakon)
1 CRemovel waBa m oleeule) (x-P
COehy daaH
o
oh Achol ->
vafoy lA
con
Peagerd rea
-CHCt2end ReH=et2tk2o HaPoyla
KHsovia

ole eul arn Formakon &ehes

Mech an@vn-
Follaws
eelmnaoC
alel-o!
Emnaton) ) oyeuminoeon e
Formaton Pcokonaled 8 - gen
Csto Ste
Q- et 3 u2304 R-cu-eu3 SOY
2eR-eH-e2 S cH =ev+t
C Reev,y
Fast) eH20 remov
wae
carboeaHoreredrale
formaHon
Ndhe her eoroo CaRon i8 gotmd Se oang menk e an oeeLG

Ce ase e 0ehydaPon oaSrobiüky e earbocawoo) (3°> 2°s°

o.arbon s ecnneefed to Ot Qnd canbon -nean to e o-bon

suwo produd ormed then aee to Soytzebs ude he earbon

egt et Hypercongiealon)amjorAroat
whacr nas mere honderon6 Hyoagn(
u e H ewz Cua Cueu-CHz-C3 Ca zeujcu3
6 m yc
oh 2H (m ner
 he steagent iS Alo o s Ooel3 Hh en tub w elm1ne

Ost d aJfon e Aehole

-0arbonyue des
Aehol o7Aldey del xelene
aund 7ee eh o
Tne prdl odaHon depnd on Tyoe teaqend
0:ehtemarec[l2C r207))
O0 e reaged js e d poHOium
A/ 1L Mnoy)
Aed po L rOm ger magnabec e
-o -CH-pl
P ---
dee 3° oR no el
2-eu2oH - 2
Yboyueaeid 2 o
etone

wi ed hot cu tube C ) Dehy ol rogenehon6or (and 2

R-e2ou - - 2 eCHOU-o e --e
Adehyde 2 elone

tn 3 A Ieho.l wt Chonge to Aene C DewyeheJton oeeu

h xeaget soPech Pgriolum

ohiorocheomale) ,Jones e agent9 col u Ns r Cagnelde
o Adelyoe.2 >voone 13 no ebtee
e a 9 enf o2 ouduse
Mn onty benmy e
and aluy u'e alekal
o Ald de 9 2° olLeHone 9e oR 0o ebbee
=> Aerolie Maneee ob phen ol C p Panas or h os meha
o Ewg
A dte nohnex la
NO2
ovo -Tand -M
pu
+I ond +M eog
a e LDG)
(o ew )
pNa

CWeAIcAL D h AeHve meas-2O20a ao +2

lwih atau of Orp S ex n aP
o *aott->to Alehol donot Sho u

y a e weaker ald Hen H2

friesReaonangmenk. p--cu
ncs
Benmoyl ouhj onLg ehoit en -e
(+3 o
Bou men R0)
NAO4

a u) H20tNa e
Eeeopite Qomale SvbSHkuLHon
o e
acHve
grouP o wand cDeJ hpetAon (od
e
deniy ine Mote ot Or
ho and A7a ovho and pona paftLon
o u s rmo
0ana dIreelenq poSIHOn

no eslexieahon tA go e
S okon EhersCe-oR') LAeoy ALane) S2
ottee n fro
OehdraHon Alccor Creme depended)
2°
e3-e2-ou o cug-eu - o-eu-e *3Jow . H
ehonol
Cleemo) enen ehane > u SubsHao

C3-euz-o eo a Cu Ce2
Cgne
e hene

Meenarigm It
hollos SN mePretenated
eh alehot
Cu-Cu2-0'n nuate
Cen 2 C
u3eu -

cn- - C t 3 cHa -c2ew 3

2sc+ e3CH2-o¬*2~eH , soF
w i l 1a.mgcn Synhesf eh EHerS
R 220Ga+
L 8e
hede
2-t-e2
4Loide
+ua
Ce-T e2usTvae Ct3
meko
O-s+AaI
Hhane

C u - CaddHat Cs-o-ezes AuaT, Czts CNa atse +uat

Czts+et t-0-eu 3 , In ay hauce-HheS t mugt Ge
Jou kenee tr Cvotd te c
h eC3
A k halude 3 Heneurraton ake ptace ond ilereisevmed
eu3ot +NaBr
C3-C-I cv3&An e 93-e
allene
Arghehe ono
(onar
CAngoe
Prooeset t Ether C2-o 2 '
ir ehers
) 2 due ie theayage - oond
2-0-2' T - > 2 - eow
dide aie cko

E Czs-o-Czs +Hr -scz Hs t +Czs o

 N a H o n (0eagert - diude wo3 ) (orm orho nd puna Hop
oho and pana nitto phepcte Can so epanabed 69 8em ougHUGHon
Alton enue ane movo votat e oluue Fo snHa mote eLd
P-nilrs Ohenote istest u o1atle dAe 1O Ine mce ed on u. her
c

2 (o Con 24,t
0-nrophevol O2Cmi no o p.ogie an u
PonanuwOpreo nlo eld
) SolphonaHon(Sos H)
(Yeod
Con w8o
$QH 2 hdront bemzone
rhd
onv2S
temD Sul phorle aesd
go o conN con Hgs
3 73
d ben 2er p
So
() A oLogenaJ+on y):eco mnatonqBr)uwihS OM onie aud
Jee polor Soluen.uke
Czlced
cod4S2 CHe
]+92cuel mnot m oj ov
Y Pbromß
O-bro mo phens
C
2t20-B rom no uke)
9 2 T 2-, b -tribromo
8r wte DOF pneno
OouTTemann 0
prva
CHed rCnek NaO
hOH oeaue 1adey
oxho
Subsuhon tave piaee 2hydoenzabelydc
-sn olu ng m o Hhs notpare b e eous P dlle to inJte mele eud ar
n e oSt postHon
0y oh o
0ogiH on il
pre-oaip t rd
3.4nte@d aHank ig a then o-fob nor HOke
p1d ee de ho
olb eg Rn 0ne
pNaT
when pnetot 8 e ded wholtatne
Co
H
coo t ond ergovs E* rufuH wh
ue a c ote eo,&
n _Oneno usi h en dag Cle oS hot uned SakuepN

znZnS 2
n
Dnenole
Ber Mene

elexicakon in go
 o rh
bem alyigroup ae (heniEettouo SAJ meeh
reap wll dUt aek
to the caboo wteh het lees JH
uygroop
Ce O-CH2-42-¬H3 +4
se
Seu3-Eesttao4
ohen one os h e y l a r o up is 3 8 O mech aLe pae
Tecude will don to 3 Carbon contaung

ce--cu H Cu-c-
hen ouy gco p id beoy hen
-e-e
teoeugou
T we Poe er eHer

ond
CH3

exet S both wll fot m e-r

n aryt ethe t ole -to tene ene r i ng

cBr
Cmtnor)
Cmaror)
Con Ha
ofH3 9e3
Ce 423o
Ne) AejorJ Cminer

ew3
Ce Atgajen eu

mir et)
ce3)

egatee t
-e
m10or)
Ccug-y C-3-