Transcription of 7. 立体化学 Stereochemistry−B. 立体配置 Configuration と立 …
1 7-1* Enantiomer A Plane of Symmetry A Plane of Symmetry ex.) 2-butanol Chiral Achiral7. stereochemistry B. Configuration Asymmetry Enantiomers **HCHOCH2CH3CH3 HCOHCH3CH3CH2 HCHOCH3CH3 Asymmetric CarbonCOOHCRHH2 NCOOHCRNH2H1) 2) L-** (1) L-: D-: (2) Glutamate R = CH2CH2 COOH [ ]D+62 -62 (3) Carvone CH3 OHCCH3CH3 HCOCH3CH2CH2D-a) Optical Polarized Light Polarized Light Polarizer 1 2 Not transmitted-+c /g mL-1l /dm Plane of Polarization 2 1 Not transmittedPartly transmitted : +: Clockwise -: Counter-clockwise Enantiomer +.
2 C) Racemic Mixture (deg mL g-1dm-1)[ ]D = /clb) Specific Rotation7-2** 1950 NOONH*OO 2 HCH3 CCH2CH3 BrHCCH3CH3CH2 BrHCBrCH2CH3CH3 HCBrCH2CH3CH3 CCH2CH3 CHHCCH3 HHH Absolute Configuration RS (S)-2-bromobutane(R)-2-bromobutane1) 2) 3) Clockwise: R (Rectus) Counterclockwise.
3 S (Sinister)321432143213217-3 OHHOOCOHHCOOHHHCHOCH3CH2CH3 HCOHCH3CH3CH2**COOHCRHH2 NCOOHCRNH2 HCH3 OHCCH3CH2CH3 HCOCH3CH2 2R,3R2S,3R1) 2-bromo-3-chlorobutane 2 Diastereomer 2 DiastereomerH3 CHHClBrCH3CH3 HHClBrH3C 2S, Fischer Emil Fischer 1902 Nobel (S)-glyceraldehyde (2,3-dihydroxypropanal)Fischer 1) 2) (R)-OO7-4CH3 HClHBrCH3CH3 HClHBrCH3CH3 HHClBrCH3CH3 BrClHHCH3H3 CClHCH3CH3 HClHBrH3 CBrH2R,3Sn Asymmetric CarbonsCHCH2 OHOOH2n StereoisomersOH2) Stereoisomers OHCHH2 COOHOH*OH**23 = 8 4 *OHOH**24 = 16 7-5 CHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHCHOHOHHOHCH2 OHHOHHOHA ldohexoses.
4 24 = 16 8 D-altrose** D-glucoseD-mannoseD-guloseD-idoseD-allos eD-galactoseD-talose Fischer XHXH1R,2S1R,2R1S,2 SXHXH2R,3S ?2R,3S?cis2S,3 Strans2R,3R Stereoisomers 1) 2,3-dibromobutane: CH3 CHBr-CHBrCH3 Diastereomersmeso 7-61,3- 1,4- 2) CH3 HBrHBrCH3CH3 HHBrBrCH3CH3 BrBrHHCH3CH3 HBrHBrCH3=COOHHOHHOHCOOHHOCOOHOHHHOOCHF ischer OH D- 1951 D- tartaric acid X ** Absolute Configuration (1951 J.
5 M. Bijvoet)COOHHHOHOCOOHHCHOHOHCH2 OHCHOHOHCH2 OHCOOHHOHCH2 FHCHOCOOHCH3 COOHHOHCH3 COOHHOHCH3 COOHH2 NHCH3 HCHOCOOHCH2 FCHOHOHHOHCH2 OHHOHHOH RS DL D-lactic acidD-glyceraldehydeL-glyceraldehydeL-al anineD-glucose7-7 glyceraldehyde (2,3-dihydroxypropanal) Relative Configuration (DL ) 1952 +14 -14 Fischer [ ]D D-(S)-3-fluorolactic acid123D-3-fluorolactic acid1324(R)-lactic acid123D-lactic acid1324 L-=Fischer COOHHOHHOHCOOH Fischer Fischer 1951 4) cyclophanes3) hexahelicene2) biphenyls1) 1,2-propadienes** XHXHCCYXYCCCYXXYXHXHXHHXXXCX XPPh2 PPh2 BINAP 2001 Nobel 7-8==
