A. Rank the following compounds in order of decreasing acidity, putting the most
ID: 998540 • Letter: A
Question
A. Rank the following compounds in order of decreasing acidity, putting the most acidic first. why?
CH3OCH3 CH3CHO CH3CH2OH CH3COOH
I II III IV
B. Which of the following matches the molecules to the names of the functional groups? why?
CH3OCH3 Ether
CH3CONH2 Amine
CH3SH Thiol
CH3CHO Alcohol
C. Which of the following compounds has the highest boiling point? why?
D. Which of the following molecules are chiral? why?
I. 2-Chlorobutane
II. 3-Bromopentane
III. 2-Methylpropene
IV. 2-Bromo-3-methylbutane
E. What is the relationship between the following 2 components’? why?
Constitutional isomers
Identical
Stereoisomers
Not isomers, different compounds
F. Which of the following has the S Configuration? Why?
G. What kind of reaction does the conversion of A to B represent?
Acid-base reaction.
Elimination reaction.
Substitution reaction.
Addition reaction.
H. For the following reaction, use the identity of the alkyl halide and nucleophile to determine which substitution mechanism occurs. Then determine which solvent affords the faster reaction.
SN1, CH3OH
SN1, DMSO
SN2, CH3OH
SN2, DMSO
I. Which of the following is most likely to react as a nucleophile rather a base?
J. What is the most likely mechanism for the reaction below?
SN1
SN2
E1
E2
What is the best choice of reagent to accomplish the following transformation?
HCl
SOCl2, pyridine
Cl2
H3O+, H2O
Constitutional isomers
Identical
Explanation / Answer
A) Order of acidic nature : carboxylic acids > alcohols > aldehydes > ethers
Therefore, decreasing order of acidity is
IV > III > II > I
B)
CH3OCH3 Ether Correct
CH3CONH2 Amine wrong ( correct name = amide)
CH3SH Thiol correct
CH3CHO Alcohol wrong ( correct name = aldehyde)
E ) Stereo isomers
G) It is a addition reaction.
Because , H2O is added.
J) SN2
Because, the alkyl halide is primary.
Generally, primary alkyl halides undergo SN2 reaction.
K) ( Last question)
ans = SOCl2, pyridine
The best reagent to convert alcohils to alkyl halides = SOCl2, pyridine