CONVERSION_ANS - Conversions Equations C&E/ALA/P.1 90(II)9(b O(i C C OOH(1 I2,NaOH CH3 dry ether(2 H(aq(ii CH3CH2O Na CH2CH2Br CH CH2 Br CH2OH

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90(II)9.(b) C CH 3 O I 2 ,NaOH H + COOH LiAlH 4 CH 2 OH CH 2 CH 2 Br CH 3 CH 2 O Na + CH CH 2 Br 2 /CCl 4 CH Br CH 2 Br C CH CH 3 CH 2 O Na + (i) (1) (2) (aq) dry ether ( 3 ) (ii) ( 3 ) 91(II)8.(b) (CH 3 ) 2 CHCH 2 COOH ether dry LiAlH 4 (CH 3 ) 2 CHCH 2 CH 2 OH 3 PBr (CH 3 ) 2 CHCH 2 CH 2 Br KCN (CH 3 ) 2 CHCH 2 CH 2 CN heat O/H H 2 + (CH 3 ) 2 CHCH 2 CH 2 COOH ( 4 ) (c) CH 2 CH 2 OH PBr 3 CH 2 CH 2 Br CH CH 2 H 2 O/H CH OH CH 3 Na 2 Cr 2 O 7 /H C CH 3 O alc.KOH heat heat + + heat ( 4 ) (d) CH 3 CH 2 CH 2 –C–NH 2 ether dry LiAlH 4 CH 3 CH 2 CH 2 CH 2 NH 2 I CH 3 CH 3 (CH 2 ) 3 N(CH 3 ) 2 ( 2 ) 92(II)9.(a) (i) CH 3 CH 2 C CCH 3 ( 2 ) COO Na + CHI 3 (ii) + ( 2 ) 93(II)7.(a) NH C CH 3 O C OH H CH 2 CH 2 CH 2 OH CH 3 (iii) ( 1 ) (iv) ( 1 + 1 )
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93(II)7.(b) CH 3 KMnO 4 / H + COOH PCl 5 COCl COOH C O C O O (i) heat pyridine or OH (ii) CH 3 CH 2 CH 2 COOH ether dry LiAlH 4 CH 3 CH 2 CH 2 CH 2 OH 3 PBr CH 3 CH 2 CH 2 CH 2 Br KCN CH 3 CH 2 CH 2 CH 2 CN heat O/H H 2 + CH 3 CH 2 CH 2 CH 2 COOH ( 3 ) 94(II)8.(a) CH 2 CH 2 OH H 2 SO 4 CH CH 2 Br 2 /CCl 4 CH Br CH 2 Br C CH (i) conc. 180 C alc. KOH heat CH 2 OH CH 2 Br CH 2 CH 2 OH PBr 3 CH 2 CN H 3 O CH 2 COOH LiAlH 4 CH 3 COCl CH 2 CH 2 O C CH 3 O (ii) dry ether KCN + heat ( 3 ) 94(II)9.(a) C CH 2 CH 3 N OH CH 3 NH C CH 2 CH 3 O CH 3 CH=CHCH 2 CH 2 CH 2 OH P : Q : R : ( 3 ) ( 3 )
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94(II)9.(a) N 2 O H N N + S : T : ( 1 x 5 ) 95(I)3.(e) (i) (CH 3 ) 3 COH  → Na (CH
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This note was uploaded on 08/17/2011 for the course CHEM 100 taught by Professor Fleet during the Fall '08 term at Oxford University.

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CONVERSION_ANS - Conversions Equations C&E/ALA/P.1 90(II)9(b O(i C C OOH(1 I2,NaOH CH3 dry ether(2 H(aq(ii CH3CH2O Na CH2CH2Br CH CH2 Br CH2OH

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