5. Tropone (A) is much stronger base (conjugate acid more stabilized) than the open chain, conjugated ketone (B), both shown below. Please explain briefly why this observation makes sense. CH2 A В w O=

5. Tropone (A) is much stronger base (conjugate acid more stabilized) than the open chain, conjugated ketone (B), both shown below. Please explain briefly why this observation makes sense. CH2 A В w O=

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter4: Polar Bonds, Polar Reactions

Section: Chapter Questions

Problem 13E: For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a...

See similar textbooks

Related questions

Q: The C-H bond in acetone, (CH3)C=O, has a pką of 19.2. Draw two resonance structures for its…

A: Solution- The resonance structure with negative charge on carbon and oxygen are drawn below-…

Q: h) Which is a weaker base and why? Pyridine Pyrrole i) Name the following compounds. H2N A B NH2

A: Huckel's rule for aromaticity: The compound must be cyclic planar geometry with (4n+2) pi electrons.…

Q: (a) Rank the following molecules from most acidic to least acidic. Use the format 1>2 if you want to…

A: Acidity of a compound depends on the stability of its conjugate base. Greater is the stability of…

Q: Identify the most and the least acidic compound in each of the following sets. Leave the remaining…

A: Acids are those substances with pH lesser than 7. They are able to donate hydrogen ions. There are…

Q: Indicate which is the weaker base and explain why. Be specific! NH3 or NF3

A: Basicity is the availability of the lone pair of electrons.

Q: are one space apart on th

A: When species have Hydrogens and it's Hydrogen atom removed in H(+) ion then this species called Acid…

Q: PQ-16. What is the major product of this reaction? "ob (A) (C) (B) (D) OH H 1) 2) H3O+ H Li

Q: Rank the following compounds in terms of increasing acidity of the most acidic proton. Assume all…

A: Strong acid have stable conjugate base.Acidic strength is in this order:Alkyne > alkene >…

Q: . Which is NOT a valid resonance structure for the conjugate base of this molecule? (A) (C) (A) :0…

A: IN the first question there are three resonance structure are possible, so C will be the answerIn…

Q: H2C=N-CH3 H3C-N-CH3 H H3C-C=N:

A: The basisity depends on hybridisation of the centre atom. electronegativity also depends on the…

Q: . Rank the following species in order of increasing acidity. Explain your reasons for ordering them…

A: Since you have asked multiple question,we will solve the first question for you.If you want any…

Q: Nepheliosyne B is a novel acetylenic fatty acid isolated from a New Caledonian marine sponge. (a)…

A: Hello. Since your question has multiple sub-parts, we will solve first three sub-parts for you. If…

Q: Place the following carboxylic acids in their correct order of acidity. 1=Most acidic and 4=least…

A: capable of loosing one H+ from -COOH Group is acidity When electron with drawing group attached to…

Q: Show the steps necessary to transform the acid on the left into the compound on the right. Be sure…

Q: (a) Circle the two compounds that are not carboxylic acid derivatives. Circle only two. CONHCH NOH…

A: A. Carboxylic acid derivatives are : ester, amide, nitrile, anhydride, acid chloride etc. But…

Q: Explain why the C – Ha bond is much more acidic than the C – Hb bond in pentan-2-one.

Q: Show the steps necessary to transform the acid on the left into the compound on the right. Be sure…

A: Answer:

Q: Select the stronger base and then draw its conjugate acid below. CICH₂CH₂O or CH3CH₂O- . You do not…

Q: rank these compounds in order of increasing basicity 3 Rank these compounds in order of increasing…

Q: Name the following molecules, then rank their basicities in decreasing order (1 = most basic, 3 =…

A: Amines are the organic compounds with –NH2 as functional group. On the basis of number of R- groups,…

Q: PQ-17. What is the major product of this reaction? OH O 2) NHÀ 1) CH3MgBr (1 eq.) + H H3CO OH OH OH…

A: When 3-hydroxybutanal reacts with CH3MgBr (methyl magnesium bromide, also known as Grignard reagent)…

Q: 4. Consider the following equilibrium: *35*1 Aga Rhaud ng base Bast COR + right. I ress cons. stable…

A: According to Bronsted - Lowry acid base concept: An acid is a substance which release proton or H+…

Q: Phenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pK, = 7.3. Draw resonance forms of the…

A: Concept of Resonance; When all the properties of a molecule cannot be explained by a single…

Q: Arrange the following compounds in decreasing order of acidity * |- CICH2CH2CH2COOH Il –…

A: Which one of the following is correct

Q: OEt EtO OEt

A: In this question, we have to find out the correct answer of given problem by the help of the…

Q: 1. c) Indicate the most acidic hydrogen in each of the following molecules. CH3COCH3 xº O 11…

A: Acidic strength of following H can be analysed by respective conjugate base.

Q: Consider the same reaction. Which of the statements below is true? Ja CH3 CH3 CH3 CH3 stronger acid…

A: The given reaction simple nucleophilic substitution reaction.The reaction just goes from least…

Q: Rank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and…

A: The hydrogen atom present on the carbon atom adjacent to the carbonyl carbon is acidic in nature.…

Q: The presence of a pi bond also makes a compound a base. With this in mind, draw the conjugate acid…

A: Given: The presence of a pi bond also makes a compound a base. With this inmind, draw the conjugate…

Q: 4 5 Arrange the following bases in increasing base strength. There is no partial credit on this…

A: The relative strength of acids depends on their Ka (acid dissociation constant) values. The higher…

Q: Arrange the four compounds in increasing order according to the acidity of conjugate acid. (CH3)2NH…

A: Given Acidic order

Q: 5. Circle the strongest acid in the following group of compounds. PH3 NH3 HS CH4 A В D E 6, Which…

A: Acid is species which can easily give H+ More easily H+ give. More is acidic character

Q: Ketones typically have a pka of approximately 20. While this is certainly not a strong acid it is…

A: The C-H bonds in ketones (for example acetones) has pKa value of ~20. However, the C-H bonds in…

Q: Rank the following acids in decreasing acidity. Explain your answer CH2ClCOOH, CHCl2COOH, CH3COOH

A: Solution : Acidity shows the presence of hydrogen ion concentration. The compound which…

Q: rom each pair, select the stronger base. Then draw the conjugate acid of the strong base below.…

Q: Q6:- Rank the following substances in order of increasing acidity , Justify your choice.…

Question

5. Tropone (A) is much stronger base (conjugate acid more stabilized) than the open chain, conjugated
ketone (B), both shown below. Please explain briefly why this observation makes sense.
H2C
CCH2
A
В

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Protection of Groups in Organic Synthesis

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Please do number 5
XVI. Which of the two nitrogens (a or b) would be more basic (stronger base)? CONCISELY explain why. H ·N· of a
Organic Chemistry
Aniline (conjugate acid pKa 4.63) is a considerably stronger base than diphenylamine (pKa 0.79). Account for these marked differences.
Give me a clear handwritten answer with explanation
6. (a) the stereochemistry of the identified alkene as Zor E. Circle your answer. مقصد This one Label
Be sure to answer all parts. Draw the products of the following acid-base reaction. (CH3)2NH + CH3 SO3H draw structure ... conjugate acid draw structure ... conjugate base
Amides are weak nucleophiles but their conjugate bases are string nucleophiles. The amide drawn below can be deprotonated in four possible locations, labeled A-D but two are considerably more acidic than the others. Draw the two different Bronsted Lowery acid/base reactions (using HO- as the BL base) showing the deprotonation at these two locations. Draw all RS with arrows for both conjugate bases but no hybrids. Based on your resonance analysis which location is the most acidic in the molecule? Why is it most acidic? Amides can also be protonated by a strong acid in two different locations. Draw two different conjugate acids for the amide above as well as RS with arrows for each. Based on your resonance analysis which atom is the most basic in an amide?
[References) Identify the most and the least acidic compound in each of the following sets. Leave the remaining answer in each set blank. a) p-cyanobenzoic acid: v benzoic acid: p-aminobenzoic acid: b) 3-fluoropropanoic acid: fluoroacetic acid: | iodoacetic acid: c) acetic acid: fluoroacetic acid: chloroacetic acid: most least
(b) Identify the most acidic H on each molecule, then list its approximate pka in the box provided. H2N Но Но H3N
a) Which of the following two aromatic compounds, A or B, is more reactive to an electrophilic aromatic substitution reaction (one letter please). NH₂ NH₂ CF3 CH3 A B b) Provide a BRIEF explanation for your answer in Q6a above. c) Draw the product if you react Compound B above with fuming sulfuric acid.
Highlight in red each acidic location on the organic molecule at left. Highlight in blue each basic location on the organic molecule at right. Note for advanced students: we mean acidic or basic in the Brønsted-Lowry sense only. H,N ОН OH ни Он OH x с