Thioester hydrolysis yielding more energythan O-ester hydrolysis is ultimately due toBond between S and carbonyl carbonis of lower energyThioesters are more resonancestabilizedProducts of O-ester hydrolysis havelower degree of solvation than itsreactants in waterSulphur being a larger atom thanoxygen

Because the thiol (sulphur) in the product of thioester hydrolysis contains less energy than the…

Answered: Thioester hydrolysis yielding more…

Thioester hydrolysis yielding more energy than O-ester hydrolysis is ultimately due to Bond between S and carbonyl carbon is of lower energy

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.58P

See similar textbooks

Related questions

Q: " CH3-C-CH3

Q: Identify the anode and cathode (and the solution each is in) Write the anode and cathode half-cell…

Q: A triester in vegetable oil reacts with sodium hydroxide in a similar way Giva a use for a product…

A: Reactants are present on left side of reactiona and products are present on right side of reaction.

Q: Draw the skeletal formula of a functional grouo isomer of 2-methylbut-1-ene

Q: > Question 15 A 132.10 mL glass vessel weighs 65.2105 g when evacuated and 65.4492 g when filled…

A: Please find your solution below : Ideal gas law is an equation that gives the relation between…

Q: Arrange the following compounds in order of increasing R, on the TLC plate developed with in 60:40…

A: A question based on analytical separation that is to be accomplished.

Q: Give the reaction mechanism for the following: a. Aldol condensation b. Claisen condensation…

A: In an aldol condensation, the enolate ion combines with a carbonyl molecule to produce a…

Q: Calculate the equilibrium concentration of Zn2+ in a solution initially with 0.150 M Zn2+ and 2.50 M…

A: Solutions Given that initially Zn2+ = 0.150 M CN– = 2.50 M Ksp…

Q: Case study: Ms FP and some friends go to a restaurant for lunch. They each order the 'special of the…

A: Energy by per gram of component : Energy by one gram of carbohydrate = 4 kcal Energy by one gram of…

Q: a) Consider the following reaction: [M(H₂O)]³+ + 2 en → [M(en):]++ 6H₂O (M-a metal ion; en =…

Q: To plot the deformation curve resulting from 10 mL of 0.1 normal sodium hydroxide with 0.1 normal…

A: Equivalence point is the point of titration at which amount of titrant added totally neutralizes the…

Q: Give a clear handwritten answer with explanation

A: In the given problem we have to speculate on which of the following compounds most likely to form…

Q: Density is a physical property that relates the mass of a substance to its volume. Calculate the…

Q: The compound nitrobenzene is a ring Phenyl Correlation with nitrogen True Error

Q: For the first-order reaction 1/2 N204 -> NO₂(g); AH = 28.6 kJ the rate constant is k= 3.24 x 10^5…

A: Recall the data, Activation energy Ea= 53.7 KJ mol-1=53700 J mol-1 k1=3.24*105 s-1 T1=-7…

Q: There are few types of glue in the market, and the two most common glues are based on formaldehyde…

A: Here we will discuss about how epoxy based and formadehyde based glues work and then will talk about…

Q: One of the materials used in the reaction Wurtz Hey sodium Lithium hydrogen This question is…

Q: The prefix neo is used in Common designation IUPAC Systematic Nomenclature Nomenclature of aromatic…

A: While naming organic compounds, prefix 'neo' is used to name molecule containing all the carbon…

Q: Benzoic acid, Ph-COOH (C6H5CO2H), is not soluble in water while it dissolves in ether (diethyl…

A: Benzoic acid ===> Organic Diethyl ether ===> Organic

Q: Determine the number of molecules of oxygen (0₂) required to complete the following chemical…

A: Given reaction: N2 + O2 → 2NO2 We have to find the number of molecules of O2 that are required to…

Q: Is this compound chiral, achiral, or achiral and meso? OH H3C chiral achiral and meso achiral

A: Is this compound chiral, achiral or meso ?

Q: If an aqueous solution is 2.93% (w/v) in nickel(II) bromide, NiBr2, what is the osmolarity of the…

A: Dear student , since you have posted multiple questions we are allowed to solve only first…

Q: Chemical waste is considered hazardous if it has one of the following properties except: Flammable

A: Hazardous waste is waste that has harmful effect on environment or health.

Q: A 40.00 L container holds 3.12 mol of ammonia gas at 206 kPa. What is the temperature inside the…

Q: Chemistry (i) For T = 298K ΔG° = -8.314 x 298 x ln (2.83x10-3) = 14.524 KJ/mol (ii) For T =…

A: The thermodynamic equation for Gibbs free energy is,∆G=∆H-T∆SFrom the graph of ∆G vs T, Comparing…

Q: a Draw the structure of the azo compound produced by the reaction below. • Do not include any -SO3Na…

A: The Aryl benzenediazonium salt undergoes electrophilic aromatic substitution reaction to form an azo…

Q: How many pounds (lbs) does 5 gallons of salt water weigh? Assume the salt water has a density of…

Q: Using the equation for the trendline line, determine the values for ΔH° (kJ/mol) and ΔS° (J/mol⋅K).…

A: The thermodynamic relation between Gibbs free energy, enthalpy, entropy and temperature is,…

Q: Calculate the pH function of a solution obtained by adding 10 milliliters of 0.1 M acetic acid to 20…

A: We have to calculate the pH of solution

Q: What is the IR and HNMRAndCNMR and mass in this example

A: In this problem we have to identify which is the IR, CNMR and HNMR

Q: A flexible container at an initial volume of 3.10 L contains 4.51 mol of gas. More gas is then added…

Q: EXERCISE 1: Calculate the pH of a 0.50 M HA at 25°C. At 25°C, the acid dissociation constant (K₂) of…

A: Given : Concentration of weak acid, HA = 0.50 M Acid dissociation constant , Ka = 7.2*10-6 To find :…

Q: 4. Write the product and the mechanism for reaction. Write the names of starting material and…

A: Esterification reaction - The propionic acid react with the benzyl alcohol on Hydration…

Q: Identify acid, conjugate acid, base and conjugate base in the reactions below: →NH4* (aq) ◆ +H₂O (1)…

Q: If you have 4 CH4 molecules, how many H atoms do you have? 4 16 4 moles 16 moles

Q: What is the expected bond angle around the indicated carbon atom in cyclohexene?

A: Dear student , since you have posted multiple questions we will allow to solve only first question…

Q: Green plants use light from the Sun to drive photosynthesis. Photosynthesis is a chemical reaction…

Q: Xenon, compared to the noble gases of lower molar mass, is the one that forms more compounds, such…

A: Noble gases do not exhibit bonding that easily because they have complete octet. Among all the…

Q: For the first-order reaction 1/2 N204 -> NO₂(g); AH 28.6 kJ the rate constant is k= 3.24 x 10^5 s^-1…

Q: Propane (C₂H2n+2) is burned with atmospheric air. The analysis of the products on a dry basis is as…

A: Given : Propane (CnH2n+2) is burned with atmospheric air. The analysis of the products on a dry…

Q: State and explain the effect of using a higher temprature on the equilibrium yield of…

A: Here we have to discuss the effect of high temperature on the equilibrium yield of…

Q: Suppose you have a solution represented by the nanobox below: If enough water is added to double the…

A: After addition of water the volume of the system changes while the number of solute particle remains…

Q: Which of these reactions does not occur? -) NICHS CH₂OH OCH₂ c) 808 / Ho a ca CHÍNH, 90

A: The reactivity of the acyl compound depends on the partial positive charge present on the carbonyl…

Q: The density of alcohol is 0.8171 g/ml at 20 0C. Find the mass of a sample of alcohol that has a…

Q: For liquids, which of the factors affect vapor pressure? surface area volume temperature humidity…

A: The liquid molecules tend to convert into the vapour phase. In a closed container, the pressure of…

Q: Balance each of the following: (please add 1 where needed - even though we usually do not) 1) 1…

A: 1.20 g of solid product is obtained from 3.23 g of sodium bicarbonate.We have to identify the…

Q: IR Spectrum (liquid film) 4000 100 80 60 40 20 40 13C NMR Spectrum (50.0 MHz, CDCI, solution) % of…

Q: 5. Name the following compounds CH3 111. H₂N CH3 CH3

Q: data stream comprises the characters A, B, C, D and E with respective probabilities of 0.12, 0.21,…

Q: 22- what is the general name of this compound CH; 3 CH 3 CH -C =C _C -C1 CH 3 Br

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

Question

Thioester hydrolysis yielding more energy
than O-ester hydrolysis is ultimately due to
Bond between S and carbonyl carbon
is of lower energy
Thioesters are more resonance
stabilized
Products of O-ester hydrolysis have
lower degree of solvation than its
reactants in water
Sulphur being a larger atom than
oxygen

Expert Solution

This question has been solved!

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

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 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

Acetoxybenzene (PhOC(=O)OCH3) is much less reactive than ethoxybenzene (PhOCH2CH3) in electrophilic aromatic substitution reactions. Suggest an explanation for this result, based on an analysis of the inductive and resonance electronic effects of the two substituents on the stability of theWheland intermediate for para substitution by an electrophile E+
Arrange the following compounds according to their rate of solvolysis with suitable explanation.
Each compound below was prepared via the malonic ester or acetoacetic ester synthesis. Determine thestarting materials (malonic ester or acetoacetic ester and appropriate alkyl bromides) used to prepare each ofthese compounds.
Explain how and why rearrangements occurduring Friedel-Crafts alkylation reactions formingmore than 1 product. Also illustrate therearrangement reaction from the aboveexample.
Which of the following statements about substituent effect in electrophilic aromatic substitution reactions (E.A.S.) is false? Electron-withdrawing groups (EWGs) passivates the benzene ring for ortho and para substitution Carbonyl group which are bonded directly to the ring are called electron withdrawing groups (EWGs) In nitration of benzaldehyde, major products are ortho and para-nitro benzaldehyde Regioselectivity in multiple subtitution is determined by the substituent which has a higher activation effect F, Cl, Br, and I are orto-para directing groups, but have passivating effect
What is /are organic product(s) expected when 1-butyne is first treated with sodium amide and the resulting acetylide anion reacts with tert-butyl chloride before aqueous acid workup?
Heterocyclic compounds are present in naturally occurring substances and their syntheticcompounds are produced for various industrial applications. Furan is one such heterocycliccompound which is more reactive than benzene towards electrophilic aromatic substitutionreaction.1.Analyze the different substitution products formed in case of furan when it is reacted withiodine. Write the reaction mechanism involved when furan reacted with iodine andevaluate the formation of products.
When naphthalene undergoes an irreversible electrophilic aromatic substitution, such as a Friedel–Crafts acylation, the major product is the kinetic product,which proceeds through the most stable arenium ion intermediate. InSection 23.7, we mentioned that substitution is generally favored at the αposition over the β position, which means that the arenium ion is more stable when the electrophile attaches to the α position. Explain this difference in arenium ion stabilities. Hint: Draw out allresonance structures for each arenium ion intermediate. Does each one have the same number of resonancestructures? How many resonance structures of each intermediate preserve the aromaticity?
Explain the E2 mechanism (bimolecular elimination) of of Elimination ?
Although diazomethane (CH2N2) is often not a useful reagent forpreparing cyclopropanes, other diazo compounds give good yields ofmore complex cyclopropanes. Draw a stepwise mechanism for theconversion of diazo compound A to B, an intermediate in the synthesisof sirenin, the sperm attractant produced by the female gametes of thewater mold Allomyces.
Although two products (A and B) are possible when naphthalene undergoes electrophilic aromatic substitution, only A is formed. Draw resonance structures for the intermediate carbocation to explain why this is observed.
w how enols, enolate ions, andenamines act as nucleophiles. Predictthe products of their reactions withhalogens, alkyl halides, and otherelectrophiles. Show how they areuseful in synthesis.