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Why is the answer 1-bromopropane and not dipropylether? I\'m confused why the nm

ID: 1083095 • Letter: W

Question

Why is the answer 1-bromopropane and not dipropylether? I'm confused why the nmr for dipropylether has a signal at about 0.9ppm compared to 1-bromopropane which has a signal at 1.0ppm. I thought it would be the opposite as there's a more electronegative oxygen in dipropylether.

6. Identify the structure of the compound that corresponds to following spectrum following A)2-Bromopropane A) 2-Bromopropanc B)-BromopropaneC) 1-propanolD) 1-Bro (-0.15,5.7) ARBITRARY UITS 55E 5.0E 4 5E 4.0E 3 5E+7 30E 7 25E 20E.7- 1.SE. OE 5.0E 4.0 35 3.0 2.5 2.0 05

Explanation / Answer

Ans. Correct answer is (D) Dipropyl ether

This is because the proton attached carbon to oxygen will be appear at 3.4 ppm due to -I effect and it shows triplet. and then the corresponding proton of -CH2 group will appear at 1.9 ppm as multiplet.

where as for 1-bromopropane, there will be no signal at 3.4 ppm and for proton attached carbon to bromine will appear as triplet and 2.0 ppm.

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