\/\*PBr^ \'-'3 - - V\r.

Organic Chemistry I and ll(CHM2210 and CHM2211)Reaction Sheets Page 1

HrSOo *High Temp

\,r'

HrSOu _

Low Temp\,Ao---H \Ao/\,/

V\.-.-.H socr? - \,1cl

R1 -

O.'..'."' HNAH

---------_--t'R2 LG

McPBA

-+

H:*R1-OH

Ri

-o- Rz

CN

KCN ,/\r/

-

/Created by Debra Leonard andAnoop Bhatia

cc14slow reaction

sBr \,/\CNKCN_r:T

[::

L_-1

Faster Reaction

R1 Rr- s

-R,

-R2

R3

I

Rl- s

N-.--..H

AR1 R2

N----H

NaBHu ,CN t,A'.

-R;R2 \ rrr--

AHr l catylstor LiBHu , CNOr NaBHu , CN

NH^' NaNo,

il Created by Debra Leonard andAnoop Bhatia

NaOH r A

\r4", -

V\--,

NaOHs--.-...H --d>

RrBr

R1-S-R2Rr-{

HONONHz orHNOz

_

Nr* curo....,,..."._----.---.-.-.

Hr0

CuCl

N.+' 1. HBF4

2. Heat (A)

N^+' H3PO2

KI

Created by Debra Leonard andAnoop BhatiaHrO

o

ilR'^rc' ,

o

.A-o

*,A,o

il-/\Rr ' -R2

LiAlH4

R2 n,ft'-H + R2_ o_.......H

LiAlH4

o'1"**i ..

LiAtH4

or NaBHo

1. R,*MgBr

2. H+

R,Ao-"-*.H

1. 2 equivalentsRu-MgBr

R1--v\I

o....-...H

o-.-.-.H

I

R1R2

o

il

+ ?A *,:H

2. H*R3

o

do.H R*MgBr

"\4,*MgBr+R

AA

Rl z/\ '/\*, *r/

o--.--H

Created by Debra Leonard andAnoop Bhatia

$i 'o

\A/ -H

PCC or "Cr"based

-+- HPCC or "Cr" Based NR

VI

o----.H

ilo

\,/

ilo

hv

F,, _cc14

Created by Debra Leonard andAnoop Bhatia

HBr

scrAtct3

low temp

I

V\l^'I

I

\nA

v^ Xr_

FeX3

..INo, .H2S04

X=BrorCl

note rearangement

Created by Debra Leonard andAnoop Bhatia

R irAtct3

o

,4"R1-NH-R2

o

il

^i-*'R2

o

A +o_H R2

o

,4"__Rr

*,4"- Rz

Created by Debra Leonard andAnoop Bhatia

oo

A" + A"__ Pvrdne - A"A

^

\-/

,A"__

A"4., R1

*,4"_ R,

-4"*H

_A_

R- MgBr

NaOH *,4"- Na*

o

.4"

R,

- o"-."'.H

o*H

Created by Debra Leonard andAnoop Bhatia

o

AAgzO or Tollens

1. COz

R

_4"2. Hr

o

AR

McPBA

RO3H

5H""""-o : *

X

1. Hg (O2CCHJ H2O

2. NaBHo

1. Hg (O2CCF3) , R-

OH

2. NaBHo

HgSOo

H2O, H2SO4

1. R-MsBr

2. H*, HrO

2 eq R,-OH -H+

Created by Debra Leonard andAnoop Bhatia

RRA HCN

/'.+2-oH

\o/A-)(-

lt,(-N' o'"""'

,'xo-HrO

-]-{,-",

LiAtH4CN

CN

-ry'--H

H

LiAlH4

CN H

CN

H2o,a

Conc. H?SO/

Created by Debra Leonard andAnoop Bhatia

AX,

\ o"''

A,,<-""4A>--

, ,,/*CN

/\/

il

/\/"* ?t?' - ,^rrAo -H

NaCN

o

A..H

jr Y-N....-....HT

oTll + x,-*/\- IdRi,

H+

o

il

Ao*R:

H

o

il

Ao*R:

H

H+ _4,H2O/A

H2O/A

Poo,. *

.A

Created by Debra Leonard andAnoop Bhatia

R..-.-N

/\/o-H socl^ .

SOCI, or

\

o*H PCl, or PClu

\ il-o-H

**-"\

,4"__

Hr0 \A}1-'-H

\nV \--o H+

ll----.-..-.-.d>o

A"A

ll R-oH

-oH

o

A

A., B'*

OO

,4. **' * f-l-o

I R-NH2 ilCreated by Debra Leonard and'/\t' AT- R AnooP enita

H

R€N H* - ll

"o -

*Ao-.-....H

catalyst

9o

.^A. H

N.-.-.-.H

lt

/\RR

LiAIH.R- N, -------- ------ ''

o

^

+ O-C-O

A

H2

1. Fe / HCI

2.-OH

R-BrN3-

-

R-N.

:H

H..--..N-.-.-..HII

I

/\RR

H2

Created by Debra Leonard andAnoop Bhatia

,, er^A/(Ph)3P

(Ph)sP.

-"4,/\,/

H---...N---.-'H

LiBH3cN - I-l_ARR

(Ph)3P*

-c- R

-/R

A

Created by Debra Leonard andAnoop Bhatia