ANALYSIS. Five unknown isomeric compounds were found to have the molecular formula C5H100. Upon Clemmensen reduction, compounds A, B, and C all yielded n-pentane. These compounds were further subjected to chemical tests to determine their identity. The results of the chemical tests are shown in the table: TEST RGT Cpd A Cpd B + + + Cpd C Cpd D Cpd E + Phenylhydrazine Tollen's rgt 12, КОН CrO3, H+ Based on the test results, draw the structures of compounds A to E. + + +

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ANALYSIS. Five unknown isomeric compounds were found to have the molecular formula
C5H100. Upon Clemmensen reduction, compounds A, B, and C all yielded n-pentane. These
compounds were further subjected to chemical tests to determine their identity. The
results of the chemical tests are shown in the table:
TEST RGT
Cpd A Cpd B Cpd C Cpd D
+
+
Phenylhydrazine
Tollen's rgt
I2, KOH
CrO3, H+
Based on the test results, draw the structures of compounds A to E.
+
+
+
+
Cpd E
+
Transcribed Image Text:ANALYSIS. Five unknown isomeric compounds were found to have the molecular formula C5H100. Upon Clemmensen reduction, compounds A, B, and C all yielded n-pentane. These compounds were further subjected to chemical tests to determine their identity. The results of the chemical tests are shown in the table: TEST RGT Cpd A Cpd B Cpd C Cpd D + + Phenylhydrazine Tollen's rgt I2, KOH CrO3, H+ Based on the test results, draw the structures of compounds A to E. + + + + Cpd E +
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