
Concept explainers
a. Rank the following alcohols from strongest to weakest acid:
b. Explain the relative acidities.
(a)

Interpretation:
The given alcohols have to be ranked from strongest to weakest acid.
Concept introduction:
If a base receives one proton, then the formed species is a conjugate acid whereas an acid lose one proton, then the formed species is a conjugated base.
If an acid lose one proton, then the formed species is a conjugated base. Weak base forms stronger conjugated acid.
Acidity of species depends on the electronegativity of atom attached to the acidic proton. Order of electronegativity of hybridization is
Answer to Problem 47P
The given alcohols are ranked from strongest to weakest acid as follows,
Explanation of Solution
In hydrocarbons, if hydrogen atoms are replaced by electronegative atoms, it causes inductive electron withdrawal. It stabilizes its conjugate base thus increases the strength of the acid. The conjugated base of a weak acid is very strong. As the electronegativity of substituent increases, the greater will be the inductive electron withdrawal of the substituent making it a strong acid.
Therefore, the acidity order is:
The compound with three chlorine atoms near to the
(b)

Interpretation:
The relative acidities of the given alcohol compounds have to be explained briefly.
Concept introduction:
If a base receives one proton, then the formed species is a conjugate acid whereas an acid lose one proton, then the formed species is a conjugated base.
If an acid lose one proton, then the formed species is a conjugated base. Weak base forms stronger conjugated acid.
Acidity of species depends on the electronegativity of atom attached to the acidic proton. Order of electronegativity of hybridization is
Explanation of Solution
In hydrocarbons, if hydrogen atoms are replaced by electronegative atoms, it causes inductive electron withdrawal. It stabilizes its conjugate base thus increases the strength of the acid. The electron density near
Want to see more full solutions like this?
Chapter 2 Solutions
Organic Chemistry
- In the drawing area below, draw the major products of this organic reaction: 1. NaOH ? 2. CH3Br If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area instead. No reaction. Click and drag to start drawing a structure. ☐ : A คarrow_forwardPredict the major products of the following organic reaction: NC Δ ? Some important Notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to draw bonds carefully to show important geometric relationships between substituents. Note: if your answer contains a complicated ring structure, you must use one of the molecular fragment stamps (available in the menu at right) to enter the ring structure. You can add any substituents using the pencil tool in the usual way. Click and drag to start drawing a structure. Х аarrow_forwardPredict the major products of this organic reaction. Be sure you use dash and wedge bonds to show stereochemistry where it's important. + ☑ OH 1. TsCl, py .... 文 P 2. t-BuO K Click and drag to start drawing a structure.arrow_forward
- Consider this organic reaction: ( Draw the major products of the reaction in the drawing area below. If there won't be any major products, because this reaction won't happen at a significant rate, check the box under the drawing area instead. Click and drag to start drawing a structure. Х : а ค 1arrow_forwardIn the drawing area below, draw the major products of this organic reaction: If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area instead. 1. NaH 2. CH3Br ? Click and drag to start drawing a structure. No reaction. : ☐ Narrow_forward+ Predict the major product of the following reaction. : ☐ + ☑ ค OH H₂SO4 Click and drag to start drawing a structure.arrow_forward
- Consider this organic reaction: ... OH CI Draw the major products of the reaction in the drawing area below. If there won't be any major products, because this reaction won't happen at a significant rate, check the box under the drawing area instead. ☐ No Reaction. Click and drag to start drawing a structure. : аarrow_forwardConsider the following reactants: Br Would elimination take place at a significant rate between these reactants? Note for advanced students: by significant, we mean that the rate of elimination would be greater than the rate of competing substitution reactions. yes O no If you said elimination would take place, draw the major products in the upper drawing area. If you said elimination would take place, also draw the complete mechanism for one of the major products in the lower drawing area. If there is more than one major product, you may draw the mechanism that leads to any of them. Major Products:arrow_forwardDraw one product of an elimination reaction between the molecules below. Note: There may be several correct answers. You only need to draw one of them. You do not need to draw any of the side products of the reaction. OH + ! : ☐ + Х Click and drag to start drawing a structure.arrow_forward
- Find one pertinent analytical procedure for each of following questions relating to food safety analysis. Question 1: The presence of lead, mercury and cadmium in canned tuna Question 2: Correct use of food labellingarrow_forwardFormulate TWO key questions that are are specifically in relation to food safety. In addition to this, convert these questions into a requirement for chemical analysis.arrow_forwardWhat are the retrosynthesis and forward synthesis of these reactions?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
