BI TP

NG PHN QUANG HC
Bi 1: Gi tn theo danh php (R,S) ca cc hp cht sau:
CH2OH H Br C 2H 5 CH3 H H 3C C 2H5 CHO CH(CH 3) 2 CH3 CH(CH 3) 2 Br H C 2H 5 CH3 CH2 Cl CH=CH2 H 3C H COOH NH 2 C 2H 5 C(CH3)3

CH2OH H H Cl CH3 Cl Cl H H H H

COOH OH OH OH COOH H HO H

CHO OH H OH CH2 OH H H 3C H 3C

COOC 2 H5 NH 2 H C 2H 5 CH=CH2

Bi 2: Gi tn theo danh php (R,S) ca cc hp cht sau:

CHO HO H H CHO OH H C2H 5 CH3 CH 3 NH2 COOH HO H Ph CH 3 OH C(CH3)3

CH3

H CH 3 H3 C OH H C(CH3 )3

NH2 CH2 Br COOH

H3C Cl

H OH

COOH

H 3C H

CH 2OH

CH 3 Cl H CH3 CH2 Br CH3 CH 2OH

Br CH2 OH C 2H 5 H

OHC

CH 3

Br

CH3

Cu 3: Hy chiu cc cng thc sau y sang cng thc 2 NHFischer v gi tn chng theo danh php (R,S).
H 3C OH H 3C C 2 H5 H 3C C 2 H5 OH CH(CH 3) 2 H H COOH

A
OH C 2H 5 H3 C H 3C H H COOH H H 3C

C(CH 3) 3

CHO

Ph

COOH H 3C H C 2H 5 H NH2 C2 H 5 C2 H 5

CH3 NH2 H COOH H2 N H3C

H COOH

C2 H5 H

H Cu 2Br Cho cc ng phn ca 1-bromo-3-metylpentan-2-ol CH 4: CH 3 H H OH CH 3 H H OH C2 H5 CH 2Br

OH

CH 3

C2H5 CH2 Br

C 2H 5

OH H BrH 2C C 2H 5 CH 3 H H 3C H

CH2 Br H OH C 2H 5 H 3C HO

CH2 Br H H C 2H 5

Hy chiu cc cng thc trn sang cng thc Fischer v cho bit tng quang lp th gia: A v B; A v C; A v F; D v E; A v D;
NH 2 H

B v F
Ph

Cu 5: Tng t cu 4 vi cc2H5 ng phn sau COOC

H CH 3 H2 N Ph H H

COOC 2H 5

CH 3

COOC 2 H5 H 3C H Ph H NH2 H H2 N

COOC 2H5 Ph H CH3

Cho bit tng quang lp th gia: A v B; A v C; B v D

Cu 6: Dng cng thc chiu Newman hy biu din cc hp cht sau (chiu ng thi theo cc trc chnh):

HO

(H3C) 3C Cl

CH 3

Cu 7: Hy chiu cc hp cht sau y sang cng thc phi cnh: (A) (B) (C) (D) (E) (A) (B) (C) (D) Axit 2S-amino-3S-bromopentanoic 2R-cloro-3S-hidroxibutandial Axit meso-tartric Axit (2R,3S) tartric (2R,3S)dibromopentan Axit 2R-amino-3R-clorobutanoic 3R,4S-dimetylhexan-2-on 2R,3S-dibromo-4-Z-hexenoat etyl 2R,3S-dibromo-4-E-hexenoat etyl (B) C4H8ClBr (C) C5H11Cl (D) C5H9Br

Cu 8: Hy chiu cc cng thc sau y sang cng chc chiu newman:

Cu 9: Vit cng thc cu to ca cc hp cht sau y chng c ng phn quang hc: (A) C4H8Cl2

NG PHN HNH HC
Cu 10: Vit cng thc cc ng phn hnh hc c th c ca: a) 1,2,3-trimetylciclopropan b) 1,3-diclorociclopentan c) 1,4-diphenylbuta-1,3-dien d) Axit butendioic e) 1,3-dibromociclobutan Cu 11: Vit cng thc cu to cc ng phn hnh hc ca nhng hp cht sau, gi tn chng theo danh php cu hnh (E,Z): a) C5H10 b) C4H7Br c) C6H9Cl (ankadien) d) Aldehit C5H8O Cu 12: Axit 2,5-dimetylhex-3-endioic c bao nhiu ng phn lp th. Hy biu din chng di dng cng thc Fischer v gi tn theo danh php cu hnh. Cu 13: Xc nh tng s ng phn lp th ca cc cht sau v cho bit bn cht ca chng: a) 2-hidroxipent-3-enal

b) 2,3-dibromohex-4-enoat etyl c) 5-metylhept-3-en-2-ol Biu din 2 ng phn trong s ny bng hnh chiu Newman v xc nh bn cht ca chng. Cu trng no ca mt ng phn trong s ny c th coi l n nh nht? Gii thch. Cu 14: Vit cng thc cu to ca C4H6ClBr, amino axit (C4H7NO2) hp cht c ng phn: a) Hnh hc b) Quang hc c) Hnh hc v quang hc

NG PHN CU TRNG
Cu 15: Dng cu hnh gh biu din su ng phn dimetylciclohexan, trong mi cp cho bit ng phn no bn hn v sp xp su ng phn theo bn gim dn a) Cis v trans 1,2-dimetylciclohexan b) Cis v trans 1,3-dimetylciclohexan c) Cis v trans 1,4-dimetylciclohexan Cu 16: Dng cu hnh gh biu din cc ng phn cu trng c th c ca a) 1-etyl-2-metylciclohexan b) 1-etyl-3-metylciclohaxan c) 4-etylciclohexanol d) 3-etylciclohaxanol e) 1,3-dietyl-5-metylciclohexan f) 1-etyl-3,5-dimetylciclohaxan g) 3-etyl-5-metylciclohexanol h) 5-metylciclohexan-1,3-diol Cu 17: V cu trng u i (trong dung mi khng phn cc) ca cc cht: a) 2-bromociclohexanon b) 4-tert butylciclohexanon c) 2-bromo-4,4-dimetylciclohexanon d) Cis-2,6-dibromociclohexanon e) 2-bromo-4-tert butylciclohexanon f) Trans-1,2-dibrmociclohexan g) Trans-1,3-ditert butylciclohexan h) 2,4-ditert butylciclohexanon i) Cis-1,3-dihidroxiciclohexan