Assegnare la configurazione al centro chirale e il nome ... · Cl H OH Acido...

Ripetizioni Scientifiche Dott. Atzeni tel: 3497702002

�54

Assegnare�la�configurazione�al�centro�chirale�e�il�nome�alle�seguenti�molecole

H

OH

Cl

(2S)-3-cloro-2-metilpropanolo

H

O

(2S)-2-metilbutanale

OHNH�

OH

(2S)-2-(amminometil)-2-metilbutan-1,3-diolo

OH

OOH

Acido�(2�)-2-idrossimetil-2-metilbut-3-enoico

HCl

O

(2S)-3-cloro-2-metil-3-fenilpropanale

OH

HCl

(2�)-1-cloropent-3-en-2-olo

NH�

Br

O

(2�)-2-(bromometil)-2-metilbutanammide

H OH

NH�

(2�)-1-ammino-2-ciclopentilpropan-1-olo

COOMeO

F

HSH

(3S)-2-fluoro-3-metossi-5-mercaptopentanoate�di�metile

NH

SH

(2�)-2-(metilammino)pent-3-en-2-tiolo

OH

Cl

(2S)-2-(1-cloroetil)-2-etilpentanolo

H

Br

[(2S)-3-bromo-2-metilbutil]ciclopentano


�55

HOH

O Cl

SH

Cl

O

S

F

NC

H

Cl OHOH

NH�

H

SH

OH

O

H

NH� H

O

OH

SH

NH�

HCl

(3S)-4-idrossi-3-metilbutan-2-one

(2S)-2,3-dicloro-2-metilbutan-1-tiolo

(5S)-5-metil-5-[(metiltio)methyl]eptan-3-one

(3S)-3-etil-3-fluorometilpent-4-enonitrile

(2�)-2-clorobutan-1,3-diolo

(2�)-2-amminopropane-1-tiolo

(3�)-3-(idrossimetil)-3-metilpentanale

(2S)-2-metilbutanammine

(1S)-1-metossibut-3-in-1-olo

(2�)-2-metilbutantiolo

(3�)-3-(ciclopentilmetil)penten-3-ammina

(3�)-1-cloro-3,4,4-trimetilpent-1-ene


�56

H NH�

OH

H

SH

CHOH Cl

H NH

S

HOH

HNH�

BrH

OHBr

O

H

Cl

H

O

Cl

H C6H5

Disegnare�le�moleole�a�partire�dal�nome�con�cuneo�pieno�e�tratteggiato�

(2S)-pentan-2-olo (2R)-2-(clorometil)butanale

(3S)-3-amminopentan-2-olo

HOOC

F H

Acido�(2S)-2-fluoro-3-metilbutanoico

(3S)-4-cloro-2,3-dimetilpent-1-ene

(3S)-2-metil-3-mercaptobutanale

(1R)-1,3-dibromopropan-1-olo

CN

HNH

(2S)-2-metil-3-(metilammino)propanonitrile

[(2R)-2-metilbut-3-inil]benzene

(2R)-3-cloro-2-etilbutanale

(2R)-2-etil-3-metilbutanammina

(2R)-�-metil-1-(metiltio)propan-2-ammina


�57

H

O

OH

(2R)-4-idrossi-2-methilpent-3-enale

NH�F

SHOH

(3S)-3-ammino-4-fluoro-1-mercapto-2-olo

H

OH

OHO

Acido�(2S)-2-(idrossimetil)butanoico

Cl

H

(3R)-3-clorobutene

OH

NH�

OHNH�

(3S)-1,3-diamminobutan-1,3-diolo

HOH

Cl

(1R)-1-cloroetanolo

Cl

(4R)-4-cloro-4-metiles-2-ene

Br

OH

(2S)-2-bromo-2-metilbut-3-in-1-olo

H

O

O

NH�

(2R)-2-(amminometil)but-3-enoato�di�metile

H

O

NH

(2S)-�,2-dimetillbutanammide

OHSH

NH�

(2S)-3-ammino-2-mercapto-2-olo

H SH

(3S)-3-metilpenta-1,4-diene-2-tiolo


�58

Assegnare�il�nome�e�la�configurazione�su�Fischer�alle�seguenti�molecole

OHF

(2R)-2-fluorobutan-2-olo

NH�

O

(2R)-2-ammino-2-metilbutanale

OHH

OH

(3R)-pentane-2,3-diolo

H

O

OH

Acido�(2S)-2-metilbut-3-enoico

Cl

NH�

SH

(2S)-3-ammino-2-cloro-2-etilpentan-1-tiolo

H

O

NH�

O

(2S)-2-metil-4-ossobutanammide

H

O

OH

OH

Acido�(2R)-3-idrossi-2-metilbut-3-enoico

CN

C6H5

(3R)-3-benzil-3-metilles-5-inonitrile

NH�

NH�SH

Cl

(2S)-2-(clorometil)-2-(diamminometil)butan-1-tiolo

NH�H

OH

(3S)-3-amminoesa-1,5-dien-2-olo

H

NH

SH

(3S)-3-metil-4-(metilammino)esane-1-tiolo

H

OH

OH

(2S)-2,3-dimetilbutane-1,4-diolo


�59

H

SH

O

H

NH�

O

NH�

OHH

NH�

H

OCl

SHSH

OH SH

H

O

NH�

O

F

H

O

OH

FH

Cl

NC

OH O

NH�H

O

NH�

H

O

OH

HCl

OH

(2R)-2-metil-1-mercaptobutan-2-olo

(2R)-1-amminopropan-2-olo

(4S)-5-metil-4-mercaptoes-5-en-2-one

Acido�(2R)-2,3-difluorobutanoico

(2R)-2-amminobutanammide

(2S)-1-cloro-2,3-dimetlpentano

(3S)-4-metossi-3-methilbut-1-en-2-olo

(2S)-2-metil-4-ossobutanammide

(2R)-2-idrossi-2-metil-3-ossopentanonitrile

Cloruro�di�(2R)-3-mercapto-2-(mercaptometil)butanoile

(3S)-3,5-diamminoes-5-en-2-one

(2S)-2-clorobut-3-en-1-olo


�60

H

S NH�

H

NH�

F

OHH

O

O

OH

HO

NH� SH

SH

N

H

OO

Cl

HO

O

H

Cl

O

F

OH NH�

OH

O

H

OH

OH

O

H

O

OH

Disegnare�le�molecole�a�partire�dal�nome�e�dalla�configurazione�con�Fischer

(2S)-2-(dimetilammino)butan-2-tiolo

(1�)-1-idrossi-1-metossipropan-2-one

(1�)-1-(metilmercapto)prop-2-en-1-ammina

(2S)-2-clorobutanoato�di�etile

(3�)-2-fluoropenta-1,4-dien-3-ammina

(4S)-5-cloro-4-metilpentan-2-one

Acido�(3�)-3-(idrossimetil)es-4-inoico

(2S)-2-metilbutandiale (3�)-4-ammino-3-fluoroesan-3-olo

(2S)-2-idrossi-3-mercaptopentanammide

(3S)-3-idrossi-3,4,4-trimetilpentan-2-one

(3S)-3-metossipent-4-en-2-olo


�61

H

SH

H

OH SH

OH

NH�

OHH

F

SH

H F

SH

SHOHO

OH

OH

H

OH

N

H

O

OO

NH�

NHH

H5C�

OH O

CHONH�

NH

H

OHCN

H

O

O

C6H5

Acido�(2R)-3-idrossi-2-(idrssimetil)-2-(mercaptometil)butanoico

(1S)-1-ammino-2-fluoroprop-2-en-1-olo

(3S)-es-4-en-1-in-3-tiolo

(2R)-2-(amminometil)-3-ossobutanoato�di�metile

(2S)-3,3-dimetil-1-mercaptobutan-1,2-diolo

(4S)-�-metil-3-metilideneptan-4-ammina

(2S)-2-metil-1-fenilbutan-1,3-dione

(3S)-3-(idrossimetil)pentanonitrile

(2S)-2-idrossi-2-metil-4-ossobutanammide

(2S)-1-fluoropropan-1,2-ditiolo

(4R)-5-idrossi-4-(metilammino)esanonitrile

HOOC

HCl

OH

Acido�(3S)-3-cloro-2-idrossi-4-metilpentanoico


�62

Assegnare�la�configurazione�ai�centri�chirali�e�il�nome�alle�seguenti�molecole

OH

(2S,3S)-3-metilpentan-2-olo

F

NH�

(3R,6S)-6-fluoro-3-metileptan-3-ammine

SH

O

(1R,3R)-3-metossicicloesantiolo

NH

HF

(2S,4S)-4-fluoro-�-metilpentan-2-ammina

OH O

Cl

NH�

(3S,4R)-4-ammino-3-cloro-4-idrossibutan-2-one

OHOH

(1S,3S)-1-metilciclopentan-1,3-diolo

CHOBrCN

(2S,4S)-4-bromo-2-etil-4-metil-5-ossopentanonitrile

O

OH

OH Cl

(2S,3S)-3-cloro-2,3-diidrossi-2-metilbutanale

COOH

C6H5

Acido�(2R,3S)-2-metil-3-fenilbutanoico

NH

OH

Et

(1S,3R)-3-metil-1-(metilammino)pentanolo

O

(4S,5R)-4,5-dimetileptan-3-one

[(2S,3S)-3-cicloesllbutan-2-il]benzene


�63

NH�

OH

O HHOOC

CHO

NH�

OH OH

NC

NH

OH

Br

OH

OH

H5C� H

OEt

NO�

COOMe OH

O

(2R,3S)-3-ammino-2-idrossi-2-metilbutanale

(2S,3R)-2,3-dimetil-4-ossobutanoico

OH

(2R,4R)-4-ciclopropilpentan-2-olo

(2S,4S)-4-ciclopentilesan-2-ammina

(2R,4R)-2,4-diidrossipentanonitrile

SH

(1R,3R)-3-metilcicloesan-tiolo

(1R,2R)-2-bromo-1-(metilammino)propanolo

(2R,3S)-2,3-dimetilpentan-1,2-diolo

(2R,3S)-2-etossi-3-nitrobutano

(2S,3S)-3-etil-2,4-dimetilpentanoato�di�metile

(2S,3R)-3-idrossi-2-metilpent-4-enale

H OH

F

(2S,3R)-3-fluorobutan-2-olo


�64

Disegnare�la�molecola�a�partire�dal�nome�e�dalle�configurazioni�dei�due�centri�chirali

SH

NH�

Cl OHNH� SH OH

Br

NH�

OH

Br

F H

OHCNH�

HBr OH

NH� OH

OHC

OHCH

CN

COOEt

NH�

SH

Et

NH�

OH

Br

(1S,2R)-1-ammino-1-clorobut-3-ene-2-tiolo

(2R,4R)-4-metossiesan-2-ammina

(2R,4R)-4-mercaptopentan-2-olo

(2S,5S)-5-bromoes-3-en-2-ammina

(1S,2R)-2-bromo-1-fluoropropan-1-olo

(1S,3S)-3-amminociclopentan-1-carbaldeide

(1R,3S)-1-ammino-3-bromobutanolo

(2S,3R)-2-idrossi-2,3-dimetilbutandiale

(2S,3R)-3-ciano-2-metilbutanoato�di�etile

(1S,3R)-1,3-diamminopentan-1-tiolo

(3S,4R)-2-cicloesil-4-metilesan-3-olo

(2S,3S)-2-bromo-3,4-dimetilesano


�65

NH�

NH�OH

Br

Cl

Br SH O

OH

HF

Cl

SH

NCF

O

Cl

CHO

NO�

NC

COOH

OHH

OEt

Et

SH

OH FO OH

Cl

(3R,4S)-3,4-diamminopenten-2-olo

(2R,3S)-2,3-dibromo-3-cloropentano

(2S,4S)-4-metossipentan-2-tiolo

(2S,3S)-3-fluorobutan-2-olo

(2S,3R)-2-cloropentan-3-tiolo

(1R,3S)-3-fluoro-1-metil-2-ossociclopentancarbonitrile

(2R,3R)-2-cloro-2,3-dimetil-3-nitro-4-ossobutanonitrile

Acido�(2R,3R)-3-idrossi-2-metilbutanoico

(2R,3R)-2-etossi-3-metilpentano

(1R,2R)-2-fluoro-1-mercaptobutanolo

(3R,4R)-4-cloro-3-idrossipentan-2-one

(3R,4S)-3,4,5-trimetilesene


�66

Assegnare�la�configurazione�ai�centri�chirali�e�il�nome�alle�seguenti�molecole

HN

SH

F

H

NO�

HOHC

ClH

C6H5

COOH

Cl

HNH�

OH

NH�H

O

H

H

CN

H

O

O

H

Br

ClBr

OH

NH�

COOH H

NH�

OH H

H

S

EtOOC F

Cl

NO�H

OEtH

NH�

Br

C�H5

F

(2S,3R)-3-(dimetilammino)-2-fluorobutan-2-tiolo

(2S,3R)-2-etil-3-nitrobutanale

Acido�(2R,3S)-3-cloro-2-metil-2-fenilbutanoico

(1S,2R)-1,3-diammino-2-cloro-2-metilpropanolo

(3R,4S)-4-metossi-3-metilpentino

(2R,3R)-3-metossi-2-metil-4-ossopentanonitrile

(1R,2S)-1,2-dibromo-1-cloro-1-metossibutano

Acido�(3S,4R)-3-ammino-3-etil-4,5-dimethylesanoico�

(2R,3S)-2-amminopentan-3-olo

(2S,3R)-2-etil-2-fluoro-3-(metiltio)butanoato�di�etile

(1S,2R)-1-cloro-2-etossi-1-nitropropano

(2S,3R)-3-bromo-1-fluoro-2,3-dimetilpentan-2-ammina


�67

H

Et

HEt

F

OH H

NH�

Cl

COOH

HNC

NO�

Br

H

NO�

SHH

O

H

NH�

NH�H

F

Ph H

NO�

Cl

NH

OH

H

OHNH� H

OH

H

Br

H

OHC

Br OH

OH

O

Cl

BrH

NO�

COOCH3

HOH

Et

NH�

(3S,4R)-3-etil-4-fluoroesanolo

Acido�(2S,3S)-3-ammino-2-cloro-2-metilbutanoico

(2S,3R)-3-bromo-2-metil-3-nitrobutanonitrile

(1S,2R)-1-metossi-2-nitrobut-3-en-1-tiolo

(2S,3S)-4-fluoropentan-2,3-diammina

H

NH�

NH�

(2S,3S)-2-etil-3-metilpentan-1,2-diammina

[(1S,2R)-2-cloro-1-ciclopropil-2-nitropropil]benzene

(3S,4R)-2-ammino-3-metil-4-(metilammino)

pentano-1,4-diolo

(2R,3R)-3-bromopentan-2-olo

(2R,3R)-3-bromo-2-etil-3,4-diidrossibutanale

(1S,2R)-1-bromo-2-cloro-2-metossi-1-nitropropano

(2R,3S)-2-(amminometil)-3-idrossi-2-metil

pentanoate�di�metile


�68

Disegnare�la�molecola�a�partire�dal�nome�e�dalle�configurazioni�dei�due�centri�chirali

H

OH

SH

OH

(2S,3R)-2-mercaptobutan-2,3-diolo

H

Et

HBr

(2S,3S)-2-bromo-3-metilpentano

OEt

NH�H

CHO

Cl

(2R,3S)-3-ammino-2-cloro-3-etossi-2-metilpropanale

F

OH

NH�

(2S,3S)-3-(amminometil)-2-fluoro-3-metilpentan-2-olo

H

H

(3R,4S)-3,4-dimetiesene

H

NH�

O

(3S,4S)-4-ciclopentil-3-metossipent-1-en-3-ammina

H SH

Cl

Br

(2R,3S)-2-bromo-2-cloro-4-metilpentan-3-tiolo

N

Br

SH OH

O

(4R,5R)-5-bromo-5-(dimetilammino)-4-idrosdsi-4-mercaptoesan-2-one

H

Cl

Cl

H

(2R,3S)-2,3-diclorobutane

H

SH

NH� Cl

(2R,3R)-3-ammino-3-cloropentan-2-tiolo

Cl

F

CHOH

OH

(2S,3S)-3-cloro-3-fluoro-2-idrossibutanale

NH�

C6H5

H

Et

(2S,3S)-3-metil-2-fenilpentan-2-ammina


�69

H

OHO

Br

H

H

C�H5

HOH

SH

NHH

H

COOH

O

NH�Br

OH

NH�

H

S

F

H

H Br

OH

C6H5 H F

Br H

H

OH

OH

H

CN

SH

EtOOC H

Cl

NO�

FH

OEtH

OH

OH

CHO

H

C�H5

(1R,2S)-2-bromo-1-metossipropanolo

(4R,5S)-5-metilept-2-en-4-olo

Acido�(2S,3S)-2-metil-3-(metilammino)-

3-mercaptopropanoico

(1S,2R)-1,2-diammino-1-bromo-2-metossipropaolo

(2R,3R)-2-fluoro-3-(metiltio)butano

H

NH�

O

O

(3R,4S)-3-ammino-3-etil-5-metossi-4-metilesan-2-one

(1R,2S)-1-bromo-2-metil-2-fenilbutanolo

(3R,4R)-4-bromo-3-fluoro-2,2-dimetilesane

(2S,3S)-butan-2,3-diolo

(2R,3R)-2-(clorometil)-3-ciano-3-mercapto�butanoate�di�etile

(1S,2R)-1-etossi-2-fluoro-2-nitroetanolo

(2S,3S)-2-idrossi-2,3-dimetilpentanale


�70

Assegnare�la�configurazione�E/Z�e�il�nome�alle�seguenti�molecole

OH

NH�

SH

H

(1Z)-1-ammino-2-mercaptoetenolo

OH

Cl

O

(3�)-4-cloro-4-idrossi-3-metilbut-3-en-2-one

FOHC

H

(2Z)-3-fluoro-4-metilpent-2-enale

OH

CH� CH�CH�OH

CH3

SH

(3�)-3-metossi-5-mercaptopent-3-en-1-olo

C

C�H5

CH3

H

CH3

CH3CH3

(2Z)-3-etil-4,4-dimetilpent-2-ene

CH�

CH

CH3

H

CH�

OH

CH3OH

(3�)-3-etilidenpentane-1,4-diolo

H

O

NH

(2�)-2-[(metilammino)metil]but-2-enale

CN

H

SH

(2�)-2-(1-mercaptoetil)pent-2-enenitrile

COOEt

HOOC

H Br

Acido�(2�)-3-(bromometil)-6-etossi-

6-ossoes-2-enoico

O

CH3

S

H

CH�

CH3CH3

(1Z)-2-etossi-1-(metiltio)propene

C

CH3

F

H

CH

(1Z)-1-fluoro-2-metilbut-1-en-3-ino

H

NH�SH

(3Z)-4-ammino-3-metilbut-3-ene-2-tiolo


�71

OH

NH�

OH

F

Cl

OH

OFOHC

H

O

NH�

CH�H

Br CH CH3

CH3

SH

OH

SH

CH3

CH�CH3

H OHNH

H Cl C6H5

NH

NH�

O

H

CH�

CH3CH3 CH�

CH�

F

Br

CH�

CH�

OH

Br

(3�)-4-ammino-2-metilpent-3-ene-1,3-diolo

Acido�(2�)-3-cloro-3-fluoro-2-metilprop-2-enoico

(2Z)-2-fluoro-4-ossobut-2-enammide

(3Z)-3-(bromometiliden)pentan-2-tiolo

OHC

CHO

CH3CH�

H

(2�)-2-metilpent-2-enediale

(1Z)-2-metil-1-mercaptobut-1-en-1-olo

(2Z)-3-etil-4,4-dimetilpent-2-ene

(1Z)-1-(metilammino)but-1-en-2-olo

[(2Z)-3-cloro-2-etilbut-2-en-1-il]benzene

(1Z)-N1-etil-2-metossietene-1,1-diammina

(3Z)-5-bromo-3-[bromo(fluoro)metiliden]pentan-1-olo

EtOOC

SH

(3�)-3-etil-4-mercaptopent-3-enoate�di�etile


�72

Disegnare�le�molecole�partendo�dal�nome�e�dalla�configurazione�E/Z

O

CH3

H

CH�

CH3

OH

C

CH3

CH�

SH

CH3

OHCH3

CH3OH

CH�

NH

H

CH3

CH3

CHH

CH3 CH3

CH3

Cl

CH�

CHO

CH3

H

CH3 CH�

CH�

CH3

H

F

Cl

OH

O

NH� Br

Cl

SHNHH

CH�O

H

CH3CH3

OH

H

CH

CH

H CH�

CH3CH3

H

SH

CH3

CH�Cl

(2�)-3-metossibut-2-enolo

(3�)-2,3-dimetil-4-mercaptoes-3-en-2-olo

(1Z)-1-(metilammino)but-1-en-2-olo

(2�)-4-cloro-3-metilpent-2-ene

(2�)-2-etilbut-2-enale

(2�)-1-cloro-2-(fluorometil)but-2-ene

(2Z)-2-(1-idrossietiliden)pent-3-inammide

(3�)-3-bromo-4-cloroes-3-ene-1-tiolo

(4�)-N,6-dimetilott-4-en-4-ammina

(2�)-2-(metossimetiliden)butanolo

(3�)-5-metilesa-1,3-diene

(1Z)-3-cloro-2-metilprop-1-ene-1-tiolo


�73

NH�

Cl

H

ClHSH

O

O

OH

H

O

NH�

CH�H

CH CH�CH3

CH�

OH

CH3CH3

H

SH

EtOOC

CH3

H

OHCl

Br

N

O

H O�N

CH�

Cl

CH�

CH�

CH�

CH3CH3

Cl

CH3

CH

H

Et CH3CH3

CH3

CN

CH3CH�

H

HOOC CH�

CH3

CH�

CH�CH3

CH3

(1�)-1,3-diclorobuta-1,3-dien-2-ammina

(2�)-3-mercaptobut-2-enoato

(3Z)-3-idrossies-3-enammide

(3�)-3-etil-5-metiles-3-en-1-olo

(2�)-2-metilpent-2-enonitrile

(2�)-2-metil-3-mercaptoprop-2-enoato

(3Z)-5-cloro-3-etilpent-3-en-2-olo

(1Z)-1-bromo-2-metossi-N,N-dimetiletenammina

(2�)-3,4-dimetil-2-nitroes-2-ene

(3Z)-4-cloro-3-(clorometil)ept-3-ene

(3Z)-2,3-dimetiles-3-ene

Acido�(3Z)-3-etil-4-metiles-3-enoico


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Assegnare�il�nome�e�la�configurazione�CIS/TRANS�alle�seguenti�molecole�

trans-1,3-dimetilcicloesano

COOHCl

Acido�trans-2-clorociclopentancarbossilico

CHO

cis-2-metilcicloprop-2-enecarbaldeide

OH

OH

trans-ciclobutan-1,3-diolo

CNSH

cis-3-mercaptociclopentancarbonitrile

NH�

trans-2-isopropilciclobutanammina

COOEt

trans�5-etilciclopent-2-encarbossilate�di�etile

CHO

Br

cis-2-bromocicloesancarbaldeide

CHO

OH

cis-[2-idrossicicloprop-2-enil]etanale

O�N

Cl

trans-1-cloro-2-nitrocicloesano

BrBr

trans-1-bromo-3-(1-bromoetil)ciclopentano

MeOOC

OEt

cis-2-etossicicloesancarbossilato�di�metile


�75

H5C2 COOHOH

N

SH

O OH

Cl

NH2

NH2

Me

F

NC

MeO

HO3S

C2H5

Cl

COOH

OHBr

CNi�Pr

Acido�trans-2-etilciclobutancarbossilico

cis-2-metilciclopentanolo

cis-N,2-dietil-N-metilciclobutanammina

trans-3-mercaptociclopentancarbaldeide

cis-3-clorocicloesanolo

cis-2-(amminometil)ciclopropanammina

cis-1-fluoro-4-metilcicloesano

trans-2-metossiciclopentancarbonitrile

Acido�trans-2-etilcicloesansolfonico

Acido�trans-[2-clorocicloesil]acetico

cis-2-(1-bromoetil)ciclopentanolo

cis-2-isopropilcicloprop-2-ene-1-carbonitrile


�76


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Assegnare la configurazione al centro chirale e il nome ... · Cl H OH Acido...

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