22.48 Draw the product formed when phenylacetic acid (CsHsCH,COOH) is treated with each reagent. With some reagents, no reaction occurs. а. NaHCO, b. NaOH c. SOCI, d. NaCI e. NH3 (1 equiv) f. NH3, A g. CH;OH, H,SO, h. CH;OH, "OH i. [1] NaOH; (2] CH,COCI j. CH,NH2, DCC k. [1] SOC,; (2] CH;CH,CH,NH2 (excess) 1. [1) SOC; [2] (CHCHOH ANSWERS 22.48 CSHŞCH2COOH abon NaHCO3 CH,OH H2SO4 a. + H2CO3 g. OCH3 O Nat CH3OH h. + H2O NaOH b. HO- O Na (1] NaOH SOCI, i. (2] CH;COCI С. CI NaCl d. no reaction j. CH;NH, DCC `NHCH, NH3 (1) SOCI2 k. е. (1 equiv) O- NH (2) CH;CH,CH;NH2 NHCH,CH,CH, [1] NH3 [2] A f. I. [1) SOCI2 NH2 [2) (CH3)2CHOH OCH(CH3)2

Organic Chemistry
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ISBN:9781305080485
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Chapter28: Biomolecules: Nucleic Acids
Section28.SE: Something Extra
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explain and show step by step how the product formed when phenyacetic acid is treated with reagents in letter L and K only. this is about carboxylic acid and its derivatives 

22.48 Draw the product formed when phenylacetic acid (CgHsCH2COOH) is treated with each reagent. With some reagents, no
reaction occurs.
e. NH3 (1 equiv)
f. NH3, A
g. CH;OH, H2SO4
h. CH,ОН, "ОН
i. [1] NaOH; [2] CH;COCI
j. CH;NH2, DCC
k. [1] SOCI; [2] CH;CH¿CH¿NH2 (excess)
I. (1] SOCI;; [2] (CH3)2CHOH
а. NaHCOз
b. NaOH
c. SOCI2
d. NaCl
ANSWERS
22.48
C6H5CH2COOH
NaHCOз
CH3OH
H2SO4
+ H2CO3 g.
a.
O Na*
OCH3
CH;OH
h.
+ H20
NaOH
b.
HO-
+
O Na
[1] NaOH
SOCIl,
i.
[2] CH;COCI
С.
NaCl
d.
no reaction
j.
CH;NH2
DCC
`NHCH3
NH3
(1) SOCI,
е.
(1 equiv)
k.
O¯ NH
[2] CH;CH2CH2NH2
`NHCH,CH,CH,
[1] NH3
[2] A
f.
I.
[1] SOCI2
*NH2
[2] (CH3)2CHOH
OCH(CH3)2
Transcribed Image Text:22.48 Draw the product formed when phenylacetic acid (CgHsCH2COOH) is treated with each reagent. With some reagents, no reaction occurs. e. NH3 (1 equiv) f. NH3, A g. CH;OH, H2SO4 h. CH,ОН, "ОН i. [1] NaOH; [2] CH;COCI j. CH;NH2, DCC k. [1] SOCI; [2] CH;CH¿CH¿NH2 (excess) I. (1] SOCI;; [2] (CH3)2CHOH а. NaHCOз b. NaOH c. SOCI2 d. NaCl ANSWERS 22.48 C6H5CH2COOH NaHCOз CH3OH H2SO4 + H2CO3 g. a. O Na* OCH3 CH;OH h. + H20 NaOH b. HO- + O Na [1] NaOH SOCIl, i. [2] CH;COCI С. NaCl d. no reaction j. CH;NH2 DCC `NHCH3 NH3 (1) SOCI, е. (1 equiv) k. O¯ NH [2] CH;CH2CH2NH2 `NHCH,CH,CH, [1] NH3 [2] A f. I. [1] SOCI2 *NH2 [2] (CH3)2CHOH OCH(CH3)2
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