Draw the alcohol that is the product of the reduction of 3-methylpentanal.
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Answer:
The most important resonance structure is 4 (attached picture). Its bon order is or
.
Explanation:
A picture with 4 forms of the perchlorate structure is attached. The first structure has simple bonds. The second structure contains a double bond, the third structure has two double bonds and the fourth structure has three double bonds.
Formal charge = group number of the periodic table - number of bonds (number of bonding electrons / 2) - number of non-shared electrons (lone pairs)
The formal charges in the first structure is +3 in chlorine and -1 in oxygen.
The formal charges in the second structure is +2 in chlorine, -1 in oxygen and 0 in the double bond oxygen.
The formal charges in the third structure is +1 in chlorine, -1 in the single bond oxygens and 0 in the double bond oxygens.
The formal charges in the fourth structure is 0 in chlorine, -1 in the single bond oxygen and 0 in the double bond oxygens.
The most important resonance structure is given by:
- Most atoms have 0 formal charge.
- Lowest magnitude of formal charges.
- If there is a negative formal charge, it's on the most electronegative atom.
Hence, the fourth structure is the mosr important.
The bond order of the structure is:
Total number of bonds: 7
Total number of bond groups: 4
Bond order=
The compounds can react with OH⁻ and HCO₃⁻ only C₅H₆N pyridinium
<h3><em>Further explanation </em></h3>In an acid-base reaction, it can be determined whether or not a reaction occurs by knowing the value of pKa or Ka from acid and conjugate acid (acid from the reaction)
Acids and bases according to Bronsted-Lowry
Acid = donor (donor) proton (H + ion)
Base = proton (receiver) acceptor (H + ion)
If the acid gives (H +), then the remaining acid is a conjugate base because it accepts protons. Conversely, if a base receives (H +), then the base formed can release protons and is called the conjugate acid from the original base.
From this, it can be seen whether the acid in the product can give its proton to a base (or acid which has a lower Ka value) so that the reaction can go to the right to produce the product.
The step that needs to be done is to know the pKa value of the two acids (one on the left side and one on the right side of the arrow), then just determine the value of the equilibrium constant
Can be formulated:
K acid-base reaction = Ka acid on the left : K acid on the right.
or:
pK = acid pKa on the left - pKa acid on the right
K = equilibrium constant for acid-base reactions
pK = -log K;
K value> 1 indicates the reaction can take place, or the position of equilibrium to the right.
There is some data that we need to complete from the problem above, which is the pKa value of some compounds that will react, namely:
pyridinium pKa = 5.25
acetone pKa = 19.3
butan-2-one pKa = 19
Let's look at the K value of each possible reaction:
pka H₂O = 15.74, pka of H₂CO₃ = 6.37)
- 1. C₅H₆N pyridinium
* with OH⁻
C₅H₆N + OH- ---> C₅H₅N- + H₂O
pK = pKa pyridinium - pKa H₂O
pK = 5.25 - 15.74
pK = -10.49
K values> 1 indicate the reaction can take place
* with HCO3⁻
C₅H₆N + HCO₃⁻-- ---> C₅H₅N⁻ + H₂CO₃
pK = 5.25 - 6.37
pK = -1.12
Reaction can take place
- 2. Acetone C₃H₆O
* with OH-
C₃H₆O + OH⁻ ---> C₃H₅O- + H₂O
pK = 19.3 - 15.74
pK = 3.56
Reaction does not happen
* with HCO₃-
C₃H₆O + HCO₃⁻ ----> C₃H₅O⁻ + H₂CO₃
pK = 19.3 - 6.37
pK = 12.93
Reaction does not happen
- 3. butan-2-one C₄H₇O
* with OH-
C₄H₇O + OH- ---> C₄H₆O- + H₂O
pK = 19 - 15.74
pK = 3.26
Reaction does not happen
* with HCO₃⁻
C₄H₇O + HCO₃⁻ ---> C₄H₆O⁻ + H₂CO₃
pK = 19 - 6.37
pK = 12.63
Reaction does not happen
So that can react with OH⁻ and HCO₃⁻ only C₅H₆N pyridinium
<h3><em>Learn more </em></h3>
the lowest ph
the concentrations at equilibrium.
the ph of a solution
Keywords : acid base reaction, the equilibrium constant
