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61ed62282bf4680011e8a136 - ## - CH 11 Alcohols, Phenols and Ethers
61ed62282bf4680011e8a136 - ## - CH 11 Alcohols, Phenols and Ethers
-H
ALKAO +X
Halo alKaue (X- P,u, B,I)
R
CH
3
P etoudony
eho
Dualo alk utae
1elroaualoolk.as
CXy, Cdu
R-CH2-~x R-H-CH2
Vidual Viie kaide
euiual CH= CH-x
Ti halo kaus
CH Xg (Halofoma
Beuyit halide,
CHT (To dsfonu)
CH BY CBowo fomy x -u
CH Cl (Cuoofom)
Lo
halogeu X
att odu e beuneus ung
hparahon alkyl alido.
CHut 27CHa )+ 4 C
el ued
uduslial (wawa tu
wwuod
(Cy CH3 a o xu Ca bt Shopped wu
9CH3-tH -CH-UH3
3
Ct-t-,- 2
C
Majo
CH-H-tH, H3
CH-H - CH-H CMfu
(Mue
rouus uahon Phoeds w sus ays
onuahun.
lodduah
Sioug u duu ug
CH4t T CHg-T +(4T ajeul".
geul
kuunsibl
hv beltv
ild aleyt uaids , snug oxd: agd su
HNO(HIO uaed.
R CH CH, +
-CH- CH
Merkoi kovs Ru.
CH3-4-4
+HBr 13
Hecu add
R-CH H2 H
2DS -CH A3 Tir dials
Casoocalkou
KAor Oqewous
wwo OCAr.
R-CHH3
auut
CH add
CH-CH - CH CH2 CAt3 Possibo.
MO
Rulo CH3-CH-H-UH3
CHa- CH - U H -CHa
BY
CH3-CH-H-"3
e - H - -H 2-tH3
Achotats, pheuols aud eHu.
Alcouot (-04)
Secoud o
Suyix o. R-H -H
R-0H
CH-0H CH2-0H
enan-l, 2 -did CH2-0H
Cemu
8yod Pop -L2,3-Jnot
CH, =CH OH
CHg = CH -
H,-0H
CH-C-H
CKera Fumu (sfabl)
e Ha ana
Bewyic alcolusd
CH-0H
(BeyL alouol)
Pheue 014
(CM-M 0H
-H
+0H
Cp-Cresot)
NO2
-NO2
2,4,6 -Juilho put
41
NO2 Cpieie ada)
CHg- 0- H
uHioxY eloue
Meluo xy beu2e
(eyl usHuyl el ww HuyL pluyl cu
Cculsot)
Cic etu
ALcoHoL
Puparalin altrht
hrom aul hali de.
By x uu aq. aukaie or uaGi Aq OH
R - x 4KoH
R-0H
OH
Heict AgGH
Nuuopie subs. (3N2)
SouA lboaas Ruer sfda adatk iuvedian Podud.
No Corbo calK on uvwd.
NuO
CH2
CH-cB I3
NaoH
Caa) CHa-c-H +
NaBy H20
CH elUuiaim
+
Fho ALRe
(By add" walir)
R---H Raage.
H
H-0H R--C-
H
Rai a srabiü R
3Kearyang eww possiblo. plauar speüe
MO uls fouowed
Raa wie ux
AHadk Acc ocuy 0 w CH3
boHA sicluo (Ret+ Inv)
CH CH2 CH#CH2
(oeHe NO2
-I) -M) (M)
dy o b)c
) 4 -C-h .
(2AH)
H/H
oY
CH3-C4-CH3
014
CHg-H,- G , -
U3-UH2- C4-H2
OH
)
CH3--CH C¥ CHa--cH2-u3
H
H-if+)
CH3
CHa-é-HC=42 CH-¢ - CH-UH3
Hecs
Cwofab o) HB-H
H duuu
ucoplalT
THE ouer.
phwauh
BH ds dîuaa.
Furau THP
So Haak BHa wailabla fuv
BH3
CH3-4 CH3- CH
2
TsrableTS rali a
H B-H CHa--uA H
H
BH2
sIUiuy . TS
wwdrauw.
aCH- C= H2 b)CH3-CH= CH CH 3
U- C-UnAa
C cCH3 (o) L c Raa
CHS
CH3-CH = t 2
CH3-CH H 2 7
CH-CH A2
spH
I
-H
CHa-C+ -CH2-D (CH2-uA-A) CH-C-43
H CH-UA-U4, - -uH-U4,-Ut
(CH3-C -H2)B
Hydo borahon dous)
Tiall boraaus
Ra (2 H3-U-U
Oxd
Syu add
H2+OH H,0+ O-0-H
tTete JaawiugA
R-o -B-612
30H1+ 3ROH+o-B OH4
RB0-R
OH
CH3B03)
CH2-CH = CH2
CH3-4- UH2
OAut- MO uule.
H BH3B
H202 aH6 Raa& sTic udrau
H B,H
CH3- CH =
CH2 BHtTHHE
CH3-4 -U2 OH H,0, JoH
02/oH
AdM: Sy
CH3-CH = CH, BHe/THP
CA3-H-H2
DO 10D
D,O1 0D H
BDg/THF s THE OD
H02/He
CH3-H -UH2
D OD
CH3-UH-H2D OH
(9 produd
(2 pvodudh fruad)
foruad)
Raawix. ix.
82 He/THE 4
Syu add
Ophcay native.
BDa THF D
204
2curol No POS
upod. phcauu
Possi ble aive
Buouy 2 a fonuas D mD
CH CH2
auu -ondd
HB0
lea (Ww 1 ea, hoap pau uu
slai erous dug
2ea HBO -c-H
Oxq u v urahoM Dewwruurah m
-
CH3-CH = CH2
CH-CH-qH2 (MO )
n) Na BH4CH OH 4
(-0AC)
Ha-OAC Cavboca n)
Oa-H -CH= H2 b)
EwG
-CH= CH2
CCA3o-C,-CH=CH2
eD
S+ St H-
-04C
H-CH-CH2 H2
H CH3-CH CH -
2 CHACOTH
CH-CHh
IC-c (oual
ata) xx
+
H/H2O
CH3- CH-CH3
CH 0H
CH3--Gi=CH2 DBH /TH
h02/oH CH3- t 2
CH3 CH 0H
NaGH4D 7H0)
wmauot. C alouot)
weHhual
atlai ydey
CH3-C-H +2[ CHa- C4-O4(al eotuol)
Alaldely de eunau
etkauau
H
CH--U43 2[TH3- CH-iH-3
Acerou Pvopo - -of.
(2aluew)
Popaous
Hedh au su
C)
H/Ni or Pt o Pd (20e) Hus Yodical wc
OH
R-H+ N
R-CH
R-H
( CALHu/aBHu Cewr, H* H)
ydiola doue
H/H20
CH20+
O
CHa--HALH
ewr
CH-CH-H3
(") H30+
OD
CHa-H Da0+
eur CH3-CH-
w
-CcHsCpuuyl) qoup m atacuud h C=2,
UAHy Cnd NaBH y udues CC aoo.
H
- H NaNa"'
e 3-C-H
CHa- , C2ts0tt4
CHa- C -4
H
H
Pp u Cab0xy ic aud
0 ous w
deivabves.
Add haide &ectir R--OHR-x| R--oR
aci
aud
ualide
OH
R--0H ALH 4TH R-H + H20
NaBHy
O OH
R-C oR LALHu R CH2 R-OH
NaeH u X
O
GALH4 OH
R -u
R-CH2 + Hu
NaBHu
Mecl auisu 1) Casb0 yic a
CH--O 4TH iALHu
Cs CH,-C2-0 +H20
H
CH3-UH2-OH4
HCHa-¢
Aud haido.
CH-C0 -3 +
4TH ALALHeHr
H30+ C-CH2 +CHa-OH
CH3-C-0-CHa LHyCH2
C3- HHO U3-
HaC
He
bow da.
o Mg B 014
CH-C-Ha 2Ng6 Cug--u43 uH3 +
y
Awlo nt
enwY Ha0t H3- -
pop aus uw (kehou)
pp cun-2-o
Kelo ws 3 alutue. (3 alusb Ma
OMaBY OH
(9He-H HsMg
H--H Y
e2 Hs-CH 2 MaoH
CHs OMBr 014
=o CHsMsB
dhychu CH3--t Ct-è-Gat * Mg e
H2/Ht
CH3
OMgBY
s - ) H20/ H qHsMgBy
Cu-CH H3-H-GHs
CHs Bv
OH
rwald&luyda olco he 2°
uy otoY
Kow
CH-C-CH3 )CHMg
doy eu d eUuY
CHMg AB
OMgY OH
CH3-C- CH NHu
NHyU CH3-C-CH3 M
Bv
C3 NH+ U -C
CH
NH+H4t
TCoiquavd.
altoket eve o
Reageu
w aud
u lakeu
uai cda ud
extum, w e
eslan.
cau obla
OMg Bv
CH-L M a H2-e -H3
eaanal cllonde - M aBY
u
au uoics. 2wolo R-MgX
CH-0-CH a sPln
ACH3--
O
Ha HgB CHa-c -tH3
Br 3
weugL uauoalT
CH3-e-H3
BY A20/H
CHa- Hs 3-N -
NH2 NH2
CHs-N2
DeRhu Cattatued ho N ou
o ilhous ai (HONO) (NaNO, +Ha)
)
CHsNH2
HO N O
C2Hs, OH + N,t H2 0
CH CH CH
H -A+ N2t H20
NH2 0H
+HO NO
Popedie Alcola(R-0- H)
Rx due da davage R-0 H bond (aidde ualúu
R« u ds t dsovoge R H boud
aleoluol)
Oxd adoho
Holofumu x
RO H aud)
R-0-H
exupt: CH0H
H20) ROH R-C=CH
CH OH
CH3 0H H
wos abl
+IJ
CHH - 0H H C 3
CM
-0H H + H
CH C> weakest
atd
C CH3
doualin e .
t I eHeF
(P2°)3 nakio u e l a ,
aidic naluku
RGH H tH,t R Mg RO
2HsOH Mg Ma H.1 + (GH5 Ma
ag usiw ehoxida.
Aid+wwal aunide- NH
Na NH2 NH3 C5 0NaT
Sodiw
auid
H3 0H t Na NH2
NH+ CHa0 No
(3 Rxw o4. Na0H or
a9. KOHaq. aukaluis
Add+ aUkau Salt w aar
(e,H5 OH Na0H (aq +
alouolb on utso
GH5O'N+ H,0)X
wi ag. alkauu.
sug aud hat
exuphen) Ha0H
R-C-0-H COuc.
H2S0y
> R- C-oH
GHs OH HI GH5 T+ 20
Hd
, (p-H>akau
Shoug u
Rea tAkon
thom wiu Pubspuos
haide. (Pur| PBra| PT3)
Kea
2H5 OH+ Pus GH5U+ PoU3t Hu
PErsP X
3 t sOH PU 3GH5+ HPO3
PBPI3
2H50H PB ,H5B