Concept explainers
Videos
- a. List the following alcohols in order from strongest acid 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
Acid dissociation constant
The strength of acid increases as the value of
Answer to Problem 38P
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
The alcohol with high
(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
EBK ESSENTIAL ORGANIC CHEMISTRY
- 4. Propose a synthesis of the target molecules from the respective starting materials. a) b) LUCH C Br OHarrow_forwardThe following mechanism for the gas phase reaction of H2 and ICI that is consistent with the observed rate law is: step 1 step 2 slow: H2(g) +ICI(g) → HCl(g) + HI(g) fast: ICI(g) + HI(g) → HCl(g) + |2(g) (1) What is the equation for the overall reaction? Use the smallest integer coefficients possible. If a box is not needed, leave it blank. + → + (2) Which species acts as a catalyst? Enter formula. If none, leave box blank: (3) Which species acts as a reaction intermediate? Enter formula. If none, leave box blank: (4) Complete the rate law for the overall reaction that is consistent with this mechanism. (Use the form k[A][B]"..., where '1' is understood (so don't write it) for m, n etc.) Rate =arrow_forwardPlease correct answer and don't use hand rating and don't use Ai solutionarrow_forward
- 1. For each of the following statements, indicate whether they are true of false. ⚫ the terms primary, secondary and tertiary have different meanings when applied to amines than they do when applied to alcohols. • a tertiary amine is one that is bonded to a tertiary carbon atom (one with three C atoms bonded to it). • simple five-membered heteroaromatic compounds (e.g. pyrrole) are typically more electron rich than benzene. ⚫ simple six-membered heteroaromatic compounds (e.g. pyridine) are typically more electron rich than benzene. • pyrrole is very weakly basic because protonation anywhere on the ring disrupts the aromaticity. • thiophene is more reactive than benzene toward electrophilic aromatic substitution. • pyridine is more reactive than nitrobenzene toward electrophilic aromatic substitution. • the lone pair on the nitrogen atom of pyridine is part of the pi system.arrow_forwardThe following reactions are NOT ordered in the way in which they occur. Reaction 1 PhO-OPh Reaction 2 Ph-O -CH₂ heat 2 *OPh Pho -CH2 Reaction 3 Ph-O ⚫OPh + -CH₂ Reaction 4 Pho Pho + H₂C OPh + CHOPh H₂C -CH₂ Reactions 1 and 3 Reaction 2 O Reaction 3 ○ Reactions 3 and 4 ○ Reactions 1 and 2 Reaction 4 ○ Reaction 1arrow_forwardSelect all possible products from the following reaction: NaOH H₂O a) b) ОН HO O HO HO e) ОН f) O HO g) h) + OHarrow_forward
- 3. Draw diagrams to represent the conjugation in these molecules. Draw two types of diagram: a. Show curly arrows linking at least two different ways of representing the molecule b. Indicate with dotted lines and partial charges (where necessary) the partial double bond (and charge) distribution H₂N* H₂N -NH2arrow_forwardQuestion 2 of 25 point Question Attempt 3 of Ulimited Draw the structure for 3-chloro-4-ethylheptane. Part 2 of 3 Click and drag to start drawing a structure. Draw the structure for 1-chloro-4-ethyl-3-lodooctane. Click and drag to start drawing a structure. X G X B c Part 3 of 30 Draw the structure for (R)-2-chlorobutane. Include the stereochemistry at all stereogenic centers. Check Click and drag to start drawing a structure. G X A 。 MacBook Pro G P Save For Later Submit Assignment Privacyarrow_forwardPlease correct answer and don't used hand raitingarrow_forward
- In a silicon and aluminum alloy, with 12.6% silicon, what are the approximate percentages of the phases present in the constituent that is formed at the end of solidification? Temperature (°C) 1500 1000 L B+L 1415- α+L 577' 500 1.65 12.6 99.83 α+B B 0 Al 20 40 60 Weight percent silicon 80 Siarrow_forwardPlease correct answer and don't used hand raitingarrow_forwardPlease correct answer and don't used hand raitingarrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning