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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
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
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,
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.
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Chapter 15 Solutions
Organic Chemistry, Binder Ready Version
- 2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11arrow_forwardComplete the spectroscopy with structurearrow_forwardComplete the spectroscopy with structurearrow_forward
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