3. The following diagram illustrates how 1-hydroxypropane can be analyzed to hav
ID: 548407 • Letter: 3
Question
3. The following diagram illustrates how 1-hydroxypropane can be analyzed to have four chemically different (non-equivalent) hydrogen atoms, that is, those that are not related to each other by symmetry. The four sets of different types are identified as A-D: The set A hydrogens are on a primary alkyl CH3, set B are seconary alkyl CH2, set C are CH2 on a carbon that has an oxygen attached, and D is an alcohol hydroxyl. As an alternate analysis, each set is either bonded to a different element (oxygen vs carbon), or if bonded to carbon, is a different number of carbons away from where the oxygen is bonded (C1 vs C2 vs C3 by systematic nomenclature numbering) For each molecule drawn below, write the number of chemically different (non-equivalent) hydrogen atoms. a. d. OH b. e. CH3 f CH3 12 C. BrExplanation / Answer
a. 4 types of H -atoms. C-1 and C-6 are similar.
C-2 and C-5 are similar
C- 3 and C-4 are similar.
b. 3 types of H- atoms.
methyl hydrogen are similar. then C-2 and C-6 are same. C-3 and C-5 are similar.
c. 3 types of hydrogen atom.
d. 3 types of H- atoms are present. the methyl hydrogens is influenced by the hydroxyl hydrogen atom and become more deshielded than normal due to their stereo... the planar methyl is more deshielded among them. Then the hydrogen atom of the above and below hydrogen give similar peaks.
e. 3 types of the signals are produced. ortho hydrogens are more deshielded due to high electronegativity of the fluorine atom. then meta then para hydrogen is less interactive to the influence.
f. 3 types of signal, two methyl with 6 hydrogen have same signal. then -CH2 have different signal and the terminal -CH2 with Br attached have different signal.
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