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Chapter 8: Q15P (page 418)

Sketch the expected proton NMR spectra of 3,3- dimethylbutanal.

Short Answer

Expert verified

The compound 3,3-dimethylbutanal has a functional group aldehyde.

The structure of 3,3-dimethylbutanal is as shown below:

Step by step solution

01

The structure of 3,3-dimethylbutanal

The compound 3,3-dimethylbutanal has a functional group aldehyde.

The structure of 3,3-dimethylbutanal is as shown below:

02

The proton NMR spectrum of 3,3-dimethylbutanal

The given compound 3,3-dimethylbutanal has the following chemical shift values for chemically different protons.

It has three sets of chemically different protons.

The graph of NMR spectrum is shown below:

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Most popular questions from this chapter

Question: Show how you would accomplish the following conversions.

(a)Cis-hex-3-ene to meso-hexane-3,4-diol

(b)Cis-hex-3-ene to (d,l)-hexane-3,4-diol

(c)Trans-hex-3-ene to meso-hexane-3,4-diol

(d)Trans-hex-3-ene to (d,l)-hexane-3,4-diol

Predict the major products of the following reactions.

(a) Propene + BH3 .THF (b) the product from part (a) + H2O2/OH-

(c) 2-methylpent-2-ene + BH3.THF (d) the product from part (c) + H2O2/OH-

(e) methylcyclohexane+ BH3 .THF (f) the product from (e) + H2O2/OH-

(a) When HBr adds across the double bond of 1,2-dimethylcyclopentene, the product is a mixture of the cis and trans isomers. Show why this addition is not stereospecific.

(b) When 1,2 dimethylcyclopropene undergoes hydroboration oxidation, one diastereomer of the product predominantes. Show why this addition is stereospecific, and predict the stereochemistry of the major product.

Predictthe major products of the following reactions.

a. E- 3-methyloct-3-ene+ ozone, then Me3S

b. Z- 3-methyloct-3-ene+ ozone, then Me3S

e. 1-ethylcycloheptene + ozone, then Me2S

f. 1-ethylcycloheptene + warm, then KMnO4

g. 1-ethylcycloheptene + cold,, dil.KMnO4

Predict the carbenoid addition products of the following reactions.

(a) trans-hex-3-ene+ CH2I2, Zn(Cu)

(b) ciz-hept-2-ene+ CH2I2, Zn(Cu)
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