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Reduction Mind Map

The document outlines various reduction reactions in organic chemistry, detailing different reducing agents such as LiAlH4, NaBH4, and B2H6, along with their applications in reducing functional groups like alcohols, amines, and ketones. It also includes information on specific reduction methods like Rosenmund's Reduction and Birch Reduction, emphasizing the selectivity and conditions required for each reaction. Additionally, the document highlights the reactivity order of groups in hydrogenation reactions and the outcomes of different addition reactions.

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43 views4 pages

Reduction Mind Map

The document outlines various reduction reactions in organic chemistry, detailing different reducing agents such as LiAlH4, NaBH4, and B2H6, along with their applications in reducing functional groups like alcohols, amines, and ketones. It also includes information on specific reduction methods like Rosenmund's Reduction and Birch Reduction, emphasizing the selectivity and conditions required for each reaction. Additionally, the document highlights the reactivity order of groups in hydrogenation reactions and the outcomes of different addition reactions.

Uploaded by

sidneelgund
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd
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RED P/HI

1)LiAlH4 1)NaBH4 1)LiBH4


2) H2O 2) D2O 2) D2O
B2H6/THF DiBAlH LiAlH(Ot-Bu) ,THF,0oC
3 H2/Ni or H2/Pt or H2/Pd H2/Pd/BaSO4 H2/Pd/CaCO3 Na/C2H5OH
/Quinoline /Quinoline

O ALCOHOL ALCOHOL ALCOHOL Reduced selectively -OH ALCOHOL ALKANE


in presence of ESTER
H
ALCOHOL ALCOHOL ALCOHOL Reduced selectively -OH ALCOHOL ALKANE
O
in presence of ESTER
O
ALCOHOL ALCOHOL ALCOHOL -CHO -CHO ALCOHOL -CHO -CHO ALKANE
Cl
O
ALCOHOL ALCOHOL -CHO -CHO ALCOHOL ALKANE
O
O
ALCOHOL Best for ACID in -CHO ALKANE
OH presence of
ketone,nitriles, ester,
halide
O
ALCOHOL ALCOHOL -CHO CYCLIC ANHYDRIDE ALCOHOL ALKANE
O O
TO LACTONES
O
ALCOHOL ALCOHOL ALCOHOL ALCOHOL ALKANE

NH2
AMINES AMINES -CHO -CHO AMINES AMINES
O
N
AMINES AMINES -CHO AMINES -CHO -CHO AMINES

NH
AMINES AMINES AMINES AMINES -CHO AMINES AMINES AMINES

AMINES AMINES AMINES


O2N

NO2 AMINES AMINES

O
ALCOHOL ALCOHOL LACTOL OR LACTOL OR - ALCOHOL ALKANE
-CHO & -OH CHO & -OH
O

O
AMINES AMINES AMINES ALKANE
NH

AMINES AMINES AMINES AMINES


N3

AMINES AMINES AMINES AMINES


NC
ALKANE ALKANE ALKANE

Cl

ALKANE ALKANE ALKANE ALKANE

Cl
Cl
ALKANE ALKANE ALKANE
ALKANE ALKANE ALKANE

ALKANE/ALKENE ALKANE CIS ALKENE CIS ALKENE ALKANE

ALKANE ALKANE ALKANE

ALKENE ALKENE ALKANE

ALKENE ALKENE ALKANE

O 1,4 addition if 1,2 addition 1,2 ADDITION


alkene is predominant
unhindered
else 1,2
O 1,4 addition if
alkene is
OH unhindered
else 1,2

Decreasing order of reactvity of groups in hydrogenation reaction

O O O O O O NH2 O
N EPOXIDE
NO2 OH
H O O O
Cl

Birch Reduction
FOR ELECTRON DONATING GROUPS ON BENZEBE RING

FOR ELECTRON WITHDRAWING GROUP IN BENZENE RING


MPV REDUCTION Stephens reduction
MERVEIN PONDROFF VERLY REDUCTION
O
OH Sn/HCl
Al(O-i Pr)3 N O

CH3COCH3
Reaction is reversible, equilibrium can be derived in any direction by using Le-Chaliers principle

Rosenmund’s Reduction Rosenmund’s Reduction

O O

H2/Pd-BaSO4/Quinoline H2/Pd-BaSO4/Quinoline
Cl O Cl O

Mozingo reduction WOLF KRISHNER REDUCTION


ALKENE TO ALKANE WITH 2 EQ ALKYNE TO ALKENE(WITH 1 EQ)

H2/Pd-BaSO4/Quinoline
H2/Pd-CaCO3/Quinoline
H2/Ni2B
SYN ADDITION

B2H6/THF/CH3COOH
SYN ADDITION SYN ADDITION

B2H6/THF/CH3COOD
SYN ADDITION SYN ADDITION

B2D6/THF/CH3COOH
SYN ADDITION SYN ADDITION

N2D2/H2O2/HO-
SYN ADDITION SYN ADDITION

N2H2/H2O2/HO-
SYN ADDITION SYN ADDITION

Na/Liq NH3
NOT FOR TERMINAL ALKYNE

Na/Liq NH3/(NH4)2SO4
FOR TERMINAL ALKYNE

[(Ph)3P]3RhCl+H2
LESS CROWDED ALKENE GETS REDUCED FIRST

H2/PtO2
Red P/HI
(Ph)3SnH

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