The products for the given reaction under given condition and their differentiation between products should be determined using IR spectroscopy. Concept Introduction : IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing frequency in particular range with respect to the group present in the given sample. Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm -1 . Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism. In an elimination reaction, alkenes are formed when alkyl halides are treated with bases via eliminating one β-proton and one α-halo group of the alkyl halide. The product of the elimination reaction depends on β-positions of alkyl halide. If the β-positions are identical and the products formed are also identical . If the β-positions are different and the products formed are also different . This means the double bond can form in two different regions so this type of reaction is called regioselective and the products are called as regiochemical outcomes . The bulkiness of the base controls the regioselectivity in an elimination reaction. According to Zaitsev product rule the more substituted alkene is formed from non-sterically hindered base. According to Hofmann product rule the less substituted alkene is formed from sterically hindered base. Sodium ethoxide is a non-sterically hindered base. Potassium tert-butoxide is a bulky base since it contains three methyl groups connected to same carbon. To determine : The products formed, choice of base used and the differentiation between products.

Question

Want to see the full answer?

Answer 1

Question

Chapter 14, Problem 45PP

Interpretation Introduction

Interpretation: The products for the given reaction under given condition and their differentiation between products should be determined using IR spectroscopy.

Concept Introduction:

IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing frequency in particular range with respect to the group present in the given sample.

Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm-1 .

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

In an elimination reaction, alkenes are formed when alkyl halides are treated with bases via eliminating one β-proton and one α-halo group of the alkyl halide.

The product of the elimination reaction depends on β-positions of alkyl halide. If the β-positions are identical and the products formed are also identical. If the β-positions are different and the products formed are also different. This means the double bond can form in two different regions so this type of reaction is called regioselective and the products are called as regiochemical outcomes.

The bulkiness of the base controls the regioselectivity in an elimination reaction. According to Zaitsev product rule the more substituted alkene is formed from non-sterically hindered base. According to Hofmann product rule the less substituted alkene is formed from sterically hindered base.

Sodium ethoxide is a non-sterically hindered base.

Potassium tert-butoxide is a bulky base since it contains three methyl groups connected to same carbon.

To determine: The products formed, choice of base used and the differentiation between products.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Identify the starting material in the following reaction. Click the "draw structure" button to launch the drawing utility. draw structure ... [1] 0 3 C10H18 [2] CH3SCH3 H

In an equilibrium mixture of the formation of ammonia from nitrogen and hydrogen, it is found that PNH3 = 0.147 atm, PN2 = 1.41 atm and Pн2 = 6.00 atm. Evaluate Kp and Kc at 500 °C. 2 NH3 (g) N2 (g) + 3 H₂ (g) K₂ = (PN2)(PH2)³ = (1.41) (6.00)³ = 1.41 x 104

What alkene or alkyne yields the following products after oxidative cleavage with ozone? Click the "draw structure" button to launch the drawing utility. and two equivalents of CH2=O draw structure ...