2. Write an equation for the reaction of pentanoic acid with each of the fol- lowing reagents: (a) CH,ONa, CH,OH (c) SOCI₂ (e) 1. LiAlH,. Et₂O; 2. H₂O (g) NaBH₁, H₂O (i) 1. CH,Li, Et₂O; 2. H₂O. (b) EtOH, H* (d) NH,,H,O

2. Write an equation for the reaction of pentanoic acid with each of the fol- lowing reagents: (a) CH,ONa, CH,OH (c) SOCI₂ (e) 1. LiAlH,. Et₂O; 2. H₂O (g) NaBH₁, H₂O (i) 1. CH,Li, Et₂O; 2. H₂O. (b) EtOH, H* (d) NH,,H,O

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 63AP: As far back as the 16th century, South American Incas chewed the leaves of the coca bush,...

See similar textbooks

Related questions

Q: What quantity in moles of Na₂S will be required to completely react with 49.5 mL of 0.200 M…

Q: Answer the questions for the following potential energy dia ANSWER ALL QUESTIONS WITHIN THE TEST AND…

A: The number of peaks , position of peaks determine the number of steps, fastest, slowest step .

Q: Calculate the grams of solute needed to prepare each of the following solutions. 300.0 mL of a…

Q: What is the product of the following reaction? NaBH4 ethanol Multiple Choice О H CH3CH₂CH₂CH₂CH₂CO₂H…

Q: For a hypothetical organic reaction, Keq = 106. What can be concluded from this information?…

Q: Which of the following half-equations of oxidation- reduction reactions is NOT correct?

Q: The substitution reaction studied here with Chlorobutane and KOH is known to have a second order…

A: A question based on alkanes that is to be accomplished.

Q: What is the total strain energy of 2,2-dimethylpropane in an eclipsed conformation? (Use Newman…

A: Here, we have to calculate the total strain energy of 2,2-dimethylpropane in an eclipsed…

Q: Order the following reactions from fastest to slowest, with the fastest reaction at position 1. > O…

Q: For each chemical reaction listed in the first column of the table below, predict the sign (positive…

Q: [Review Topics] [References] Draw structural formulas for the diene and dienophile that combine in a…

A: -> The Diels Alder reaction is the reaction between a conjugated Diene and an alkene(dienophile)…

Q: What were the starting materials for each of the following Diels-Alder reaction products? (a) (d)…

A: “Since you have posted a question with multiple sub-parts, we will solve the first three subparts…

Q: Part B Br | H H H | | | H-C-C-C-C-H 1 HHHH Draw the molecule on the canvas by choosing buttons from…

A: In the skeletal formula, each covalent bond between carbon-carbon or carbon-heteroatom is…

Q: Each of the following compounds does not react in a Diels-Alder reaction. Explain why in each case:

Q: Which of the following compounds has the highest normal boiling point? Select one: O A.…

A: Boiling point depends on several factors such as Intermolecular hydrogen bonding Functional…

Q: How are I and II related? and H3C-C=CH N 11 13 Select one: OA. They are identical compounds. OB.…

A: Isomers are the compound which has the same molecular formula with different arrangement in space.…

Q: Two porous containers are filled with He and Ne. Under the same conditions, the c 1 Ana 110h00 4 of…

Q: Can someone show a step by step explanation of how to solve this? Calculate the energy of the…

A: The energy of the fourth energy level in: a) a hydrogen atom b) a C5+ ion (note that this is a…

Q: What volume in milliliters of 0.0120 M Ca(OH)2 is required to neutralize 75.0 mL of 0.0300 M HCI?

A: Given, For Ca(OH)2 solution: Concentration of Ca(OH)2 solution = 0.0120 M = 0.0120 mol/L Volume of…

Q: a. Compute the heats of reaction for abstraction of a primary hydrogen and a secondary hydrogen from…

Q: What is the rate law for the following mechanism in terms of the overall rate constant k? Step 1:…

A: The relation between the concentration of the reactants and the rate of reaction is expressed by the…

Q: Suppose a 250. mL flask is filled with 0.40 mol of CO, 1.6 mol of CO₂ and 0.20 mol of H₂. This…

A: The ICE table gives the initial concentration of compounds, change in concentration of compounds,…

Q: When ammonium (NH4*) is placed in water, a chemical reaction occurs and an equilibrium is…

A: Given :

Q: How can we find the number of electrons?

A: we have to determine the number of electrons in different energy levels of the given elements

Q: How can we find out the maximum mass of an object traveling at 451m ?

A: We have been given wavelength of light and velocity of an object.We have been asked to find out mass…

Q: 1. a. Predict products following allylic NBS reaction. (Will there be just one, or two, or four?) b.…

A: Given: structure of reactants. Tip: at allylic position reaction takes place.

Q: 9) Draw the structural formula of the products from hydrolysis of each of the following compounds:…

Q: Chalk is composed of calcium carbonate. This water-insoluble compound is formed when a solution of…

Q: A crystallographer measures the horizontal spacing between molecules in a crystal. The spacing is…

A: The horizontal spacing between molecules is 16.32 nm in a crystal . We have to find out the total…

Q: eact to form aqueous nitric acid HNO3 and nitrogen monoxide NO gas. Suppose you have 2.0 mol…

Q: Complete and submit a flow chart of an acid base extraction of acetylsalicylic acid, caffeine, and…

Q: Below are drawn three resonance structures corresponding to a real molecule. Which of these…

A: With increasing the number of covalent bonds stability of structure increases. Non charged atom in a…

Q: The element with an electron configuration of 1s²2s²2p63s²3p64s23d104p² is in group and period The…

A: Prediction of Period from electronic configuration : In the electronic configuration , the principal…

Q: What mass of barium sulfate can be produced when 300.0 mL of a 0.100 M solution of barium chloride…

Q: Part B Write the correct formulas for the products for reaction: An aqueous solution of calcium…

A: Answer:- This question is answered by using the simple concept of writing the balanced chemical…

Q: If you had 21.5 moles of silicon, how many atoms would you expect to have? And If you had 5.69 x…

Q: Cyclic voltammetry of ferrocene monocarboxylic acid (FMCA) on 7x10³μm diameter glassy carbon disc…

A: In cyclic Voltammetry, Randles-Sevcik equation describes the effect of scan rate on the peak current…

Q: A student placed 0.741 mol of N2O4(g) into a 1.5 L container at 24.4 °C. At equilibrium it was found…

Q: Which of the following two compounds is the stronger acid ? OH Select one: O A. I OB. II VS. || NH2…

Q: Derive a general equation for the relative activity (a) of an enzyme in the presence of a…

A: The Michaelis–Menten Model can be an invaluable tool to understanding enzyme kinetics. According to…

Q: nurse measures the volume of a drop of medicine. The volume of 1 drop of medicine is 0.87mL. What is…

A: Given 1 drop = 0.87 mL 1 mL = 0.01 dL

Q: Compare the calculations from Step 2 and Step 3. What effect does changing zero on the scale of…

A: The individual reduction potential and cell potential values are given for both H+/H2 as the…

Q: Reaction BaCO3(s) 2Mg(s) + O₂(g) → 2MgO (s) 1 BaO(s) + CO,(g) - Mg(s) + ZnI₂ (aq) MgI₂ (aq) + Zn (s)…

A: Given Reactions equations are: BaCO3 (s) → BaO (s) + CO2 (g) 2Mg (s) + O2 (g) → 2MgO (s) Mg (s) +…

Q: At the pH of the aqueous environment in the cells, carboxylic acids exist primarily in their lonized…

A: Given

Q: If each of the following substances in solution is placed in a dialyzing bag and immersed in…

A: Dialyzing membrane:- This membrane is an semi-permiable membrane. •This membrane only allows…

Q: : You wrote: Number of radial nodes: 30 shape n= Number of angular nodes: | = 20 cross-section…

A: Radial node refers to the spherical region where probability of finding an electron is zero. Angular…

Q: C6H5Cl e C6H5Br form nearly ideal mixtures. At 136.7◦ C the vapor pressure of C6H5Cl is 1.137 bar,…

A: Given data vapor pressure of C6H5Cl is 1.137 bar, C6H5Br is 0.604 bar total vapor pressure is 1 bar…

Q: When heated, KCIO, decomposes into KCl and O₂. 2 KCIO, 2 KCI +30₂ If this reaction produced 77.9 g…

Q: Write the formula equations and then balance each of the following reactions. a. phosphoric acid…

Q: where do the 2s, 2px, 2py and 2pz come from?

A: Here, we have to find the orbitals that are involved in the hybridization in CH4.

Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

Please answer a-i

2. Write an equation for the reaction of pentanoic acid with each of the fol-
lowing reagents:
(a) CH,ONa, CH,OH
(c) SOCI₂
(e) 1. LiAlH,. Et₂O; 2. H₂O
(g) NaBH₁, H₂O
(i) 1. CH,Li, Et₂O; 2. H₂O.
(b) EtOH, H*
(d)
NH,, H,O

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

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

(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) Ph THF A Ph Ph B H₂SO4 100 °C 3 OH (iii) In analysing both these methods, are there other possible alkene products other than methylenecyclohexane 2? Use mechanistic details to support your answer.
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 836 Ph THF A 1 B H₂SO4 100 °C 3 OH Which of the two methods (A or B) is more likely give high yield of methylenecyclohexane 2? Briefly explain.
(a) Explain how NaBH, in CH;OH can reduce hemiacetal A to 1,4-butanediol (HOCH,CH,CH,CH,OH). (b) What product is formed when A is treated with Ph;P=CHCH,CH(CH),? (c) The drug isotretinoin is formed by reaction of X and Y. What is the structure of isotretinoin? Although isotretinoin (trade name Accutane or Roaccutane) is used for the treatment of severe acne, it is dispensed under strict controls because it also causes birth defects. PPha NaOCH,CH3 HO- isotretinoin HO A Br X Y
9.3 Give the product of the reaction. HCI (1 eq)
51. Which is NOT a valid resonance structure for the conjugate base of this molecule? (A) (C) OEt (C) :0: : OEt (+) HBr ROOR ü (B) OCH 3 (D) 52. What is the major product of this reaction sequence? o Mg ether (A) (B) :0: (D) H OEt OEt H OEt X CH31 LOH LOCH₁
Which of the following reactions will not yield a carboxylic acid as a product? он (B) owool CrO3/H,0 (1) Oz/CH;Ch, -78°C (1) Mg, ether, A (A) Br (C) (2) H20 (2) CO2 (3) H* (dil /H¿O он H* /H2O A (D) Reaction D Reaction A Reaction C
Provide the major product of the following reaction: Ph 1. LDA, -80 °C 2. O H 3. heat Ph
Name each ammonium salt. b. (CH;CH,CH2)2NH2| c. (CHa)2NHCH,CH3* CH;COO + a. (CH3NH3)* ci- Br С.
3. Given the following: (a) NH3 (b) NaOH (c) H₂O (d) BH3 The Bronsted Base(s) is(are) (a) NH3 (b) NaOH (c) H₂O (d) BH3 &c (g) b&c O C g e d a (e) a & b (f) a (h) a-c (i) a-d
3. Draw the structure(s) of the major organic product(s), for each of the following reactions. ELOH cat. H,SO, Br 1) 2 eq. Li b) 2) PHCHO 3) NH,C(ag) Ph = Phenyl 2 oq. Li c) NH,(1) 1) Hg(O,CCF3)z, (CH,);COH d) 2) NABH,, NAOH cat. NMO CH;C),
Arrange these compounds in order of increasing boiling point (values in °C are -42, -24, 78, and 118). (a) CH,CH,OH (b) CH,OCH, (c) CH,CH,CH, (d) CH,COOH
flowchart showing how you will separate the above group 3 cations from each other using the following reagents: - NaOH - NH4OH, and - NH4Cl