Identify the Compound $\mathrm { C } _ { 8 } \mathrm { H } _ { 13 } \mathrm { Br } : \mathrm { IR } \left( \mathrm { cm } ^ { - 1 } \right) : 2950,2150$

question 51

Multiple Choice

Identify the compound:
$\mathrm { C } _ { 8 } \mathrm { H } _ { 13 } \mathrm { Br } : \mathrm { IR } \left( \mathrm { cm } ^ { - 1 } \right) : 2950,2150$
1 H NMR: $3.5$ ppm (t, 2H) , $1.8$ ppm (t, 2H) ,
$0.9 ( \mathrm {~s} , 9 \mathrm { H } )$
$\text { 13C NMR: } 6 \text { signals }$

• A) \(\mathrm { CH } _ { 3 } \mathrm { CHBrC } \equiv \mathrm { CC } \left( \mathrm { CH } _ { 3 } \right) _ { 3 }\)
• B) \(\mathrm { HC } \equiv \mathrm { CCH } _ { 2 } \mathrm { C } \left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { Br }\)
• C) 3-bromo-1,2-dimethylcyclohexene
• D) 4-bromo- 1,2,4 -trimethylcyclopentene
• E) \(\mathrm { BrCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { C } \equiv \mathrm { CC } \left( \mathrm { CH } _ { 3 } \right) _ { 3 }\)

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