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有机立体化学习题及答案

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1.

CH3HHOHClC2H5HOClCH3HHC2H5HClCH3OHHC2H5HOHCH3HClC2H52S,3R 2 R,3 S 2S,3S 2R,3R

2.

CH3HHOOHHCH3HOHCH3HOHCH3HHCH3CH3OHOH2S,3S 2R,3R 2S,3R

3.

HHHHCOOHOHOHOHOHCOOHCOOHHOHHHHOHOHOHCOOHHHOHOHOCOOHOHHHHCOOHRRSS SRSS RSRR

H HO H H

COOHOHHOHOHCOOHCOOHHOHHOHOHOHHHCOOH

COOHHHHOHOOHOHHHCOOHCOOHHOHOHHHHOHOHCOOH

RSSS SRRR RRRR SSSS

COOH

HOHHH HOHOHOHH HOHHO

COOH RSRS RSSR SRRS4.

OHH3C CH(CHH 3 ) 2 HH

1R, 2R, 5R 1S, 2S, 5S

OH

H3CH H HCH(CH 3)2

1R, 2S, 5R 1S, 2R, 5S

H

H3CCH(CH3)2

HO

HH 1S, 2R, 5R 1R, 2S, 5S

OHHCH(CH3)2HH3CHCOOHCOOHOHHOHHHOHOHHOHHHOHCOOHCOOH

OH(CH3)2CHCH3 HHH

OHHCH3 H(CH

3)2CHH

H(CH3)2CHCH3OHHH

OH(CH3)2CHHH

HCH3

1R, 2R, 5S 1S, 2S, 5R

六. 1. S 2. R 3. 2R,3S 4. S 5. R

ClCH3CH2HCHCH2CH2CHHClCH2CH3七. 1.

R S

2.

Cl(CH3)2CHHCHCH2CH2CHClCH(CH3)2HR S

3.

HOOCHCH2COOHHOHHOOCCH2HOCOOHR S

4.

HC6H5NH2CH3CH 3HC6H5NH2

R S

5.

HOOCHCH3NH2HCH3NH2COOHR S

解:全部使用费歇尔投影式,根据R,S构型之间仅仅相差任意两个基团或原子位置不同,只要任意两个基团或原子交换一次位置,就可以互变一次构型,解题时,任意写出分子的费歇尔投影式,先进行构型判断,如果不对,就交换两个原子或基团位置一次。

1.(R)—2—戊醇

OH CH3CH2CH2CHCH3

CH3HOC3H7H2.(2R,3R,4S)-4-氯-2,3-二溴己烷

BrCH3CHCHCHCH2CH3BrClCH3BrHClC2H52RH3RBrH4S

3. (S)-CH2OH—CHOH—CH2NH2 4. (2S,3R)—1,2,3,4—四羟基丁烷

OHHCH2OHOHOHCH2NH2 HHOCH2内消旋体 HCH2OH

5. (S)—2-溴代乙苯 6.(R)—甲基仲

丁基醚

CH65

BrCH3HOCH3CH3HC2H5九

解:3-甲基戊烷进行一氯代时生成四种构造异构体,如下:

CH3

ClCHCHCHCHCH2223

CH3CH3CHCHCH2CH3ClCH3CH3CH2CCH2CH3ClCH2ClCH3CH2CHCH2CH3(1) (2)

其中(1)存在如下一对对映体:

CH2CH2ClCH3C2H5HCH2CH2ClHC2H5CH3

有机立体化学习题及答案

1.CH3HHOHClC2H5HOClCH3HHC2H5HClCH3OHHC2H5HOHCH3HClC2H52S,3R2R,3S2S,3S2R,3R2.CH3HHOOHHCH
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