Jt½_ NH/ kOI~ AlJe~Je/ ke-l-ont -to

A~ K~YltS ( hl L r=
klSHl'JER
ORGANIC
Sn- HC\ N'ib;,le.s +o Aide
IN 2 PAGES

o\\\e
.
'' ~
,
.

.
'
\(..a\\a n
'

r
\U roe, 0
ata\ .. ~
CH C~ ,t t-k
r
 REAGt&N"T PURPOSE-
GilUJnostd 's co..nbonyLs to
Rea.c.\-ion A\cohds
( NUC LE:6 f> \.\\LE.)
R-Mg-X
M(0.e ~y w()l'\'V' \,--f })e,\Y\),
~,-\\Y\ 0())
G1 J\ \Y\ CJJld ' s con\/ ertk: Nit75"i \es
Re ~e ~ f<- MtX +o Keto'Y\eS

Na./ Ei:OH 8ouveaH- Blanc

Mend'i\Js Reci.c-~or1

+'~ee ~c ~\
sv1s.\i ..\tJ:i cr1

B-t2. w Cl2. iY\ A~'1-AdJ1-HOlv

eel~ W\-th, A\ \(enes

i-t2 / Cl2 in AICf.3

\ o-r ~cr3
8en~en~ to
\-\ ~ \oosene @f Cl-1- HC I

pheh.ds -\:.o 2,4,~-

T-,j h;>\oae"'

PC\5 / SQC\2
C~ c~ uH
~
+ PCls ) c~ d-4zC\-+ POC/
A 3
R- ~-O H t PC.ls - , R- f-C.I + HCl+ roC!3
11
R-C-NH2. - POC
-~
'i o
R.-C-=.N
)c = o + rCJs ~ > '---- c/cl
/ "- cf
-+ PO Cf3
 REAGENT PURPOSE REACT/ON
SO'DA LI ME DecOJ1 boryl-a+i ?n (-CO2 . A_ OH NctoH ~ R-~ + CO2.
( Nct OIi / Co.. 0) . r \NOJv\).., R c()..o O
~,~ n Li'us _ )i > Jl + CO2.
""~ 'r>y \ ,., 1) fLl-l.1 f<-~OH R/ "'
.l \lc.- koH / t.Ja.OH/ Deh_yJnoha.lo a,e11a11on ~c-CH-Cl-12-CI ~~ ~c-C ~=C H-C H3 (I)
Et.O k/ E-tONl\ (-H X ellml,n,a-\,ol1) J)l (MA J"OR )
~ CH2.-=- CH-Cl-l2. - CH3 (MI NOR)
$,-

1)i \ . N~O \l AL DOL CondeY1S~io>1

Coil· Na.OH Ca;nni-zOJlo Reac+ton . ·~ J( con · N; oH ~

2 l8J' H l-1;, o+ l8J . ~OH
senZ<}IJehyde BeY\zo'1c Acid

No../ N~
, LL/ NH3
o'1 TRA NS ReJu.c-\ion
0 +- A LI<- y Nl:
~c = c~ ~ ~c~ _
( ~) N1 C 1-«.3 -H -0

PJ-C/H2 o~ C 1S ReJ uc.\-,oll of c~ c==. cc~ ~ > Me, C ==-C...,-- Me

Pd- Ba.S04 »1 ALkJ N~ ,. 1 I Llndkm . ,/ , ...
Exu3no liYle c cn.o ~ s·t- ·H: ~.J-1 ·.
..
l
\--Zinc DUS T ,. Deha\oie:n-a-\ion (: Xz)
2· Removg \
Phenols
0 +02 iYl

-zn-Ht/ He\ C\em mell SeT I _. .

ReJuc.\ioY> . ·

Ni-A \ f\LLOY ReJu.c-hon of 1-fgloa.nehe

+o Be n-zelle X., "1-1 Ni-AJA ~o _{. Hc1
~+ L- ~~o ~ •
AJCl3 ~ '1 ieJ~I C-60.,fl' s
At \<.y\a.\icn and
Ac.j la+ion
 REAGJENT REACTION
PURPOSE/NAM(
C0))\0ffl~
d.issirriilo.r,
+o Alkanes
5iYY\l.lian oa
H8loa.ll<anes
PB'? · ~
Net
dry e+hezf
f77 +
lL.J
cl
)-1
r - Pc '

(WURTZ/ WURTZ. . c --f-s1r N<l=, )'= -+ +f- (MINoR)

Fi +-ti~/ +,++ii Re~cHo~ efhan
X d-tJ
2.@r + 2No.~ ~+2~a.l< '.
J)iphen_y I
Condenl>c3+1on of ~ "'~- ~~ /ft-..-..
Co.nbo)ijfs ¼ . ~Y:t>RAZONl /"-..c~ / .'~ '- c~
c~ c~ ~N~
Nt-k- Nl-k/ koJ~ A)Jel-ryde/ ke-fone to
A)K~YltS ( h/OL f-
" ~
/c-::7
N" N~
1<01-1
4
H '\:/H N
➔ / , + 2
/\ISHNER) _
5n-HC\ N'ill1les rf-u Aldehvde D -C-" 1
l'J
~h ;> R~c-==-O
y "' I
( 5-te~hen Redu ch on) HC H/
Fe/HCI NL-l2>'o henzene -to }!!!__2. Fel HCl
ANILlNE l2) )
Reel P)HI IoJoAlko.ne -1o· Alfw\e .. R-I + Red P con-~ R-1-1 + (-IT
Alcohol, 11lc!ehyJe, ke-h,ne, R-OH + 2Hr ~~d ~ R- H+ 1--½_o t- :f:!.
kids ~ A1kane A
R-C=O + 4Hl: > R- c~ + 1-k.O + T2
I
R-;OI-I + 6'HI ~ R-C~+ 2~0+ 3.!z

Cli./ Bn2 01 Red p Hell Vol hcmd iZdihs~ ~ 8 ·,) BJli., P IZ"" __fi'
ReLtC-HCl11 ~ O H 2)
o(
1-½_6 IBo "01~
o< - BodYlQ :x;I,
C6.,'1boXJi~ Al
l<Mh0'4 ( cold Cl-k-CKi. + l<Mn04 + ~o ~ 1Hi.-f J-½.
Al kd li()e.) + Mn Oz. -+ 2KO H +hoH 0~
1 11
£. 1lehe ~Jcdl
(Baeyey's R~ht) C~-- CH ·==Ci-k. + l~O-+ (0) - >
C~-CH- C~
6H 6H .
KMYlOLf ( HOT t• AIJ<ene +o a.cid ~ ke+6>'t- ~'C= c--~ c~-C-ct-t+
3
c~-C-ol-1:
A
/
c~ "-H K Mnc{.
-., 0 of 1 o
II
ALKALI NE')
2o.lKJi ben:unt -!"o · @re~ KMnO'f ~
A'J'V~ 0 ' ~ OH o
KM D11 II
3. P1\i~y 4lcohol+o Cl~-c112 -0H
6
h:> Cf-f:3- C-OH
a.ciJ, J?>e.condanJ 9lcoho1 R' )
-ro J(e+otu6 R- i-oH (0 ,
1
~ )C =0
PCC CCollins Alcohds -co "' ./'.... /"'.... PCC .~ i a1
/ 'v' 'OH ') /~"'ri
Rea.s,en-t) / PDC/ c~o~\ 0
Mrl Oz/ Cy03 /
H2.C,,-Oy ( JON [5
co~o~ oxH H pee I ➔ /
JJ
~
Re'½}erJ:J R ~ ~ R
F"e / Hz Oz ( Fen-1:on :S Beh~ne -t:o ~ feti-b>n~ ~OH ·· ·
1

f<e°'9en-l) Phennl
P~m>JtJ 'd Icoh.o I -to ~ R~ 0
H
R"
J
£'
I
A~ dehy de1 .beco~lJ"lJ R- C-OH ~
~ CQJ o
I'-:'
t-o
- ,
R-c-Ol-4 ~ -R-C= o
l
t"O kffONt ~ Aldehyde (~ (;) ke~~
(1 o)
cone- HN03 r)Beniene +o
Ni -1::~ beY1-:teY1 e.
1::-i ~~~ fr:) .
~ ~ )
1HO
(CHoH)&4
~- COOi-i
( tHoH) ~
2) Gih.icose i:o l f.J02. I
SACC\-\Af<\C. AciJ ?
1
c~OH cooH
C~- C-C.~-C~ -C~ ---:, C~-CO0I-I +
3) KeA:one io
COJ'\boxy lie Acid (POPOFF~) c~-C~-CooH

Alkene +o Cl-½_ :::=-C\½, ~ 2 Hc 00 H R' R'

canbo~lic Aod. ~ 1-i GJ ~ [oJ 1 ~J-6
dov..ble ban<! ~-C-OH~ R-C=O, R-f-OH~ -
sr\,+Hrt,-
10➔ A\Jehyde
2o ➔ kt-k>ne
~
(, ·) A\cle~e H 0) l<eA-ont .
(~

AdJi-fied k2.C:f2.Cn I --,(~c,dsJ

0 R-CtliOH ·~ R-CHD~ R-coot-1
COJ [OJ
2. 0 ~ ke ~nel>
~cf ~ (1 2 07
R-C H - R ~ R- c.- R. R-CHO➔ R-C06 H
~
1
A \Jehyde➔ AcA, 6H
Ke.-h>n e ➔ Aod c~- co-CHz.-G-'2.-l~~ c~ c.ooH+ c1~- Cli- cooH