2.How would you be able to differentiate each of the carbons attached to the und
ID: 716205 • Letter: 2
Question
2.How would you be able to differentiate each of the carbons attached to the underlined protons in a CNMR given the following molecules? How would you be able to differentiate each of the carbons attached to the underlined protons in a C-NMR given the following molecules? 2. a. CH3CHCHBr c. CHyCH-CHCH e. CHyCH2CH CH Br br Cl b. CH CHOCH CH,OCH CH2CH CH3 Explain how you can or cannot differentiate all reactants and products of the following reaction sequence using C-NMR. 3. Brz, light Radical Halogenation CH3CH2ONa E2 (Zaitsev)Explanation / Answer
In the second question a part Two underlined carbon have attached t diiferent number of bromine atom as one attached to two bromine atom and other is to one bromine atom the one which is attached to two bromine atom wil appear at higher delta value as it fall into more deshielded region due to electronegativity of two bromine atom.
2 (b) one carbon is attached to oxygen while other is attached to carbon only so one which is attached to carbon give peak in 20-30 ppm range while attached to oxygen atom and due to electronegativity of oxygen will appear at higher delta value around 60-80 ppm
(C) It will be difficult to diifereniate the two underlined carbon in this but the one which is CH3 molecule will appear at little bit higher delta value than CH2 one
(D) It will be difficult to diifereniate the two underlined carbon as both attached to same fuctional group but one with CH2 group appear at higher delta as compared to one with CH
(e) The two underlined carbon here have different hybrdisation as one is saturated carbon and other is unsaturated carbon, So the saturated carbon appear at value 20-30 ppm range while the unsaturated one appear at around 100-110 ppm range as it will have more electroneagtivity as compared to other one
(f) It will be difficult to diifereniate the two underlined carbon as both attached to same fuctional group but one with CH3 group appear at higher delta as compared to one with CH2 group
3
As when we are looking at our 1st reactant here in Methyl cyclopentane all the Carbon are present in same sheilded or deshielded zone so appear to be in same delta value that is in the range of 20-30 ppm
Where as in second structure when one bromine atom is attched to one carbon due to electronegativity effect or bromine it become in more deshielded region and appear at higher delta value as compared to other and appear at 40-60 ppm range and other at 20-30 ppm range
In the third structure inculusion of a double bond again changes the delta value of carbon atom the two carbon atom which are unsaturated will appear at higher delta value in 100-120 ppm range and other at same 20-30 ppm range
In the last step after ozonolysis the two C=O group are present in which these two carbon are in more deshielded region and appear at higher delta value above 200 ppm
So by these information we can easily differentiate between the product.
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