1559T_ch24_423-43811/8/0510:14Pa9e429 ⊕ EQA Solutions to Problems.429 (a)CH2OH H,C=0 C=0 →C02 that is.2 formaldehyde I CO, CH2OH H,C=0 (b)HC=O HCO2H HC-OH HCO,H HC 一OH HCO,H that is.4 formic acid 1 acetaldehyde HC -OH HC-OH HC=0 CH3 CH (e)CH2OH H,C=0 (HC -OH4一4HC0H that is,4 formic acid 2 formaldehyde H2C=0 40.(a)0 COOH COOH (iii) HO- -H HO- H HO -H H -OH H -OH H -OH COOH CH-OH D-Threonic acid D-Tartaric acid D-Threitol COOH CH=NNHCHs (b)(i) COOH OH H C-NNHC Hs o HO- -H HO- H H -OH H 一OH H —OH CH-OH COOH D-Xvlonic acid D-Xylaric acid 39. Each carbon atom in the starting sugar is alongside its product after HIO4 cleavage. The number of hy￾drogens on each carbon remains the same before and after cleavage. (a) (b) (c) 40. (a) (i) (ii) (iii) (iv) (b) (i) (ii) COOH COOH D-Xylaric acid OH HO H H OH H D-Xylonic acid CH2OH COOH OH HO H H OH H D-Threose phenylosazone* CH2OH NNHC6H5 CH NNHC6H5 H OH C D-Threitol CH2OH CH2OH HO H H OH D-Tartaric acid COOH COOH HO H H OH D-Threonic acid COOH CH2OH HO H H OH (HC OH)4 CH2OH H2C O H2C O that is, 4 formic acid
2 formaldehyde CH2OH 4 HCO2H OH HC O HC HC HC OH OH HC OH CH3 CH3 HCO2H HCO2H HCO2H HCO2H HC O that is, 4 formic acid
1 acetaldehyde O CH2OH CH2OH C H O 2C CO2 H O 2C that is, 2 formaldehyde
1 CO2 Solutions to Problems • 429 1559T_ch24_423-438 11/8/05 10:14 Page 429