Concept explainers
Interpretation:
The more acidic compound has to be predicted among the given pair of compound.
Concept Introduction:
Acids donate protons, base accepts protons. The strength of the acid can be said by finding the willingness of the acid to give proton. An acid giving away the proton can be represented in the form of equation as shown below,
If the acid “HA” is very much willing to give the proton it holds means then it is known as a strong acid. If it is not very much willing means it is a weak acid. The strength of the acid can be figured out by looking into the conjugate base that is formed on removal of proton. After loss of proton, a negative charge will be created. If the formed negative charge is more stabilized means then the acid is a strong acid and if it is not stabilized means then it is a weak acid.
There are few factors which determine the strength of the acid and they are,
- What atom the charge is present
- Resonance
- Induction
- Orbitals
If the charge is on a more electronegative atom, then it is stabilized more. Hence, the compound will be more acidic.
If the negative charge is made to participate in resonance, then the negative charge will be stabilized. This increases the stability of the conjugate base and in turn the compound will be more acidic.
Pull of the electron density by the more electronegative atom is known as induction. The inductive effects can stabilize or destabilize the conjugate base. If the inductive effect stabilize the conjugate base, then the compound will be acidic.
The orbital in which the negative charge is present also plays an important role in stability of the conjugate base. A negative charge on
In order to find whether the compound is more acidic or not, the first step is to remove the proton to form conjugate base. Then look for the above four factors.
Want to see the full answer?
Check out a sample textbook solutionChapter 3 Solutions
ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.)
- When 15.00 mL of 3.00 M NaOH was mixed in a calorimeter with 12.80 mL of 3.00 M HCl, both initially at room temperature (22.00 C), the temperature increased to 29.30 C. The resultant salt solution had a mass of 27.80 g and a specific heat capacity of 3.74 J/Kg. What is heat capacity of the calorimeter (in J/C)? Note: The molar enthalpy of neutralization per mole of HCl is -55.84 kJ/mol.arrow_forwardQ6: Using acetic acid as the acid, write the balanced chemical equation for the protonation of the two bases shown (on the -NH2). Include curved arrows to show the mechanism. O₂N- O₂N. -NH2 -NH2 a) Which of the two Bronsted bases above is the stronger base? Why? b) Identify the conjugate acids and conjugate bases for the reactants. c) Identify the Lewis acids and bases in the reactions.arrow_forwardQ5: For the two reactions below: a) Use curved electron-pushing arrows to show the mechanism for the reaction in the forward direction. Redraw the compounds to explicitly illustrate all bonds that are broken and all bonds that are formed. b) Label Bronsted acids and bases in the left side of the reactions. c) For reaction A, which anionic species is the weakest base? Which neutral compound is the stronger acid? Is the forward or reverse reaction favored? d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the reactions. A. 용 CH3OH я хон CH3O OH B. HBr CH3ONa NaBr CH3OHarrow_forward
- potential energy Br b) Translate the Newman projection below to its wedge-and-dash drawing. F H. OH CH3 CI c) Isopentane (2-methylbutane) is a compound containing a branched carbon chain. Draw a Newman projection of six conformations about the C2-C3 bond of isopentane. On the curve of potential energy versus angle of internal rotation for isopentane, label each energy maximum and minimum with one of the conformations. 0° 。 F A B D C angle of internal rotation E F 360° (=0°) JDownlarrow_forwardQ7: Identify the functional groups in these molecules a) CH 3 b) Aspirin: HO 'N' Capsaicin HO O CH3 CH 3arrow_forwardQ2: Name the following alkanesarrow_forward
- 1. Complete the following table in your laboratory notebook. Substance Formula Methanol CH3OH Ethanol C2H5OH 1-Propanol C3H7OH 1-Butanol C4H9OH Pentane C5H12 Hexane C6H14 Water H₂O Acetone C3H60 Structural Formula Molecular Weight (g/mol) Hydrogen Bond (Yes or No)arrow_forwardQ1: Compare the relative acidity in each pair of compounds. Briefly explain. (a) CH3OH vs NH 3 (b) HF vs CH3COOH (c) NH3 vs CH4 (d) HCI vs HI (e) CH3COOH vs CH3SH (f) H₂C=CH2 vs CH3 CH3 (g) compare the acidity of the two bolded hydrogens O. H N- (h) compare the acidity of the two bolded hydrogens, draw resonance structures to explain H H Harrow_forwardQ3: Rank the following molecules in order of decreasing boiling point: (a) 3-methylheptane; (b) octane; (c) 2,4-dimethylhexane; (d) 2,2,4-trimethylpentane.arrow_forward
- Q5: Conformations of Alkanes a) Draw a Newman Projection of the compound below about the C2-C3 bond. H3C Cli... H IIIH Br CH3arrow_forwardThe ability of atoms to associate with each other depends ona) the electronic structure and its spatial orientation.b) the electron affinity.c) The other two answers are correct.arrow_forwardWhat is the final volume after you reach the final temperature? I put 1.73 but the answer is wrong not sure why The initial volume of gas is 1.60 LL , the initial temperature of the gas is 23.0 °C°C , and the system is in equilibrium with an external pressure of 1.2 bar (given by the sum of a 1 bar atmospheric pressure and a 0.2 bar pressure due to a brick that rests on top of the piston). Then, as you did in Exercise 1, you heat the gas slowly until the temperature reaches 48.2 °Carrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY