The deuterated ethanol shown can be converted to an alkyl halide via a mesylate intermediate. Complete the mechanism, draw the final product (with nonbonding electrons) and select the correct absolute stereochemistry of the starting material and the final product.

The deuterated ethanol shown can be converted to an alkyl halide via a mesylate intermediate. Complete the mechanism, draw the final product (with nonbonding electrons) and select the correct absolute stereochemistry of the starting material and the final product.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 40AP

See similar textbooks

Related questions

Q: I kefore unsaturated alpha beta) I

A: Here in the following given compound we have to indicate alpha and beta carbon atoms and to give…

Q: Study the chemical equations in the table. Equation Number Balanced Equation 1…

Q: The decomposition of ethylene oxide (CH₂)₂O(g) → CH₄(g) + CO(g) is a first order reaction with a…

Q: ve Site Models 27) In the active site, there are two models of substrate binding. What is described…

A: 27.Each type of enzyme has a unique structure that enables a specific reaction. This means that for…

Q: H3PO4(aq) + 3 NaOH(aq) → 3 H₂O(l) + Na3PO4(aq) How, much water is produced when 0.0320 g of…

A: Mole can be defined as a standard unit for measuring large quantities of very small entities such as…

Q: The barometric pressure in Carson City, Nevada (elevation 4802 ft or 1463 m), averages about 25.3…

Q: QUESTION 8 The equilibrium constant of a gas phase reaction at 25°C is 1.9x1010, and its standard…

Q: How many molecules (not moles) of NH3 are produced from 5.14×10−4 g of H2?

Q: Predict the product(s) for each reaction below. In each case, draw the resonance forms of the…

A: The electron donating group on the benzene ring directs incoming electrophile to the ortho/para…

Q: (a) Give a brief account of any three of the following reaction types. Refer to the aim of each…

Q: The preparations of two aqueous solutions are described in the table below. For each solution, write…

A: ♤ 0.9 mol of HBr is added to 1.0 L of a 0.9 M NH3 solution .♤ 0.61 mol of KOH is added to 1.0 L of…

Q: What is the major product for the following reaction? Ph TSO H Ph Ph KOtBu 엊 Ph

A: In this question, we will find out the major organic product for this type of elimination reaction.…

Q: observation The enthalpy of vaporization of Substance E is smaller than that of Substance F. At 1…

A: Depends on the capability of vaporization

Q: Rank the following according to INCREASING reactivity towards SN2: 1st (least reactive) 2nd CH3 CH3…

A: Answer of this question :-

Q: Find the probability of each of two states at 333 K. One state has an energy of 1.23 kcal/mol and an…

A: For state 'a', H=1.23 kcal/mol, S=5.51 kcal/mol-K For state 'b', H=2.91 kcal/mol-K, S=5.63…

Q: Draw the curved arrow mechanism for the reaction of an alcohol with triphenylphosphine dibromide.…

A: The concept used here us from General organic chemistry. Here we have to show the movement of bonds…

Q: A piece of metal at 73.3°C is placed in a calorimeter containing 37.7 grams of water at 24.3°C. If…

Q: a) 0.01547 1) For the following sets of data 0.1065, 0,1991, 0.1016, and 0.1018. The Standard…

Q: A molecular material has two non-degenerate energy states, a ground (ground) state and an excited…

A: This is a simple problem of Boltzmann distribution where distribution of particle between two states…

Q: Consider a neutral atom with 30 protons and 34 neutrons. The mass number for this atom is

A: Given data: Number of protons in the given neutral atom = 30 Number of neutrons in the given…

Q: 1. True or False: The stoichiometry of a reaction can be used to determine the reaction order. (a)…

A: In chemical reaction, Stoichiometry is used to determine amount of one reactant required to react…

Q: P5B2 In a study of the properties of an aqueous solution of Th(NO3) by A. Apelblat, D. Azoulay, and…

Q: The names and chemical formulae of some chemical compounds are written in the first two columns of…

Q: What reagents are necessary for the following transformations? ⁰- - (c) CH₂Br one. H (b) (d) -OCH₂…

A: For transformation, one should has good knowledge of reagents. Such as for transformation from C=O…

Q: к' OH 1. BH3 2. 2. NaOH KHSO4 heat PBr3 - Br

A: The different sets of reagents will lead to the formation of the different type of products.…

Q: EXERCISE 6 Calculate the rotational contribution to the molar sum of states, q, for the HD gas at 64…

Q: 1. Which among these would be the most stable carbocation? a. Allylic b. Vinylic c. Primary d.…

A: We have been asked two questions.In one question, we have been asked which is the most stable…

Q: A student ran the following reaction in the laboratory at 478 K: PC13 (9) + Cl₂(9) ? Submit Answer…

Q: Explain when we can use ideal gas theory and when we can use real gas theory. Which one is more…

A: For all the gases two laws are applicable. One is ideal gas law and the other is real gas law.

Q: QUESTION 26 The name given to an aqueous solution of HNO 3 is Ohyponitric acid. nitrous acid. nitric…

A: We have been given two questions. In one question, we have been asked about equilibrium constant and…

Q: On a large scale (such as a chemical plant) is it better for the Grignard reagent to attack a…

A: A question based on introduction to organic chemistry. Based on stereochemistry involved in the…

Q: For the oxidation-reduction reaction equation Ca + Cl₂ CaCl₂ indicate how many electrons are…

A: Electrons - 2 e- Explanation --> When the Calcium element reacts with the Chlorine gas then the…

Q: While under constant pressure, the temperature of 616 mL of a gas is changed from 98 °C to 290 °C.…

Q: Calculate the pH in a titration of 40 mL (0.040 L) of 0.100 M barbituric acid (Ka = 9.8 × 10−5) with…

A: Given : 40 mL of 0.100 M barbituric acid (Ka = 9.8 × 10−5) 29.3 mL of 0.100 M KOH To find : pH…

Q: 9) Which compound is a soap? A) CH3(CH2)2COONa B) CH3(CH2)2COOH C) CH3(CH2)14COONa D) CH3(CH2)…

A: Answer:- This question is answered by using the simple concept of soaps which are the fatty acids…

Q: 6. The rate constant for the first-order decomposition of N₂O5 is 6.2 x 10-5 s-¹. What is the half-…

A: Decomposition reaction follow first order kinetics

Q: H₂O₂ HCN N₂O LEWIS STRUCTURE XeF₂ LEWIS STRUCTURE BiCls XeF4 BA UP SETS BA UP SETS MOLECULAR…

A: we have to draw the Lewis structures and complete the given table

Q: Use the two-point version of the Clausius-Clapeyron equation. The vapor pressure of liquid bismuth…

A: “Since you have posted multiple questions, we will provide the solutiononly to the first question as…

Q: Acetic acid enters a valve at 2.0 bar and 200°C and exits at 1.2 bar. What is the temperature of the…

A: At constant volume pressure of gas is directly proportional to temperatures

Q: [References] Use the References to access important values if needed for this question. Consider the…

A: Answer:- This question is answered by using the simple concept of Le Chatelier principle and the…

Q: If an AM radio station broadcasts at 90.3 kHz, what is the wavelength of this radiation?

A: Given : Frequency of radiation= 90.3 kHz Also, Speed of light (c) = 3 x 108 m/s

Q: The equilibrium constant, Ke, for the following reaction is 1.80 x 104 at 298 K. Calculate Kp for…

A: Given -> NH4HS(s) ----> NH3(g) + H2S(g) Kc = 1.80 × 10-4 T = 298 K

Q: 5.3 A 0.1200 g sample of pure iron wire was dissolved in acid, reduced to +2 state and titrated with…

A: 5.3 A 0.1200 g sample of pure iron wire was dissolved in acid and reduced to +2 oxidation state .…

Q: A tank of F₂ shows a pressure of 7.35 atm at a temperature of 30.0 °C. What is the density (in g/L)…

Q: A loaf of bread with a volume 3,040 cm3 and density 0.248 g/cm3 is crushed in the bottom of a…

A: Given: The volume of a loaf of bread = 3040 cm3 The density of the loaf of bread = 0.248 g/cm3 We…

Q: Calculate the volume (in liters) of 0.265 moles of an ideal gas at 585 mmHg and 102oC.

A: Ideal gas equation PV = nRT. Here R gas constant

Q: 1.4 Calculate the theoretical potential at 25°C needed to initiate the deposition of Tl₂O3 from a…

Q: Rank the following solutions in order of increasing conductivity: 0.1 MC₂H₂O acetone, a covalent…

A: Conductivity of a molecule depends on the no of free ions or charge that can be generated upon…

Q: 11:24 ← 0.0 all 35% Question 7 of 13 Submit Draw the major products of this alkene with aqueous…

A: Orgaic reaction are those in which organic reactant react to form organic products. In the given…

Q: Consider these two entries from a fictional table of standard reduction potentials. X+ (aq) + e Y+…

Question

The deuterated ethanol shown can be converted to an alkyl halide via a mesylate intermediate. Complete the mechanism, draw
the final product (with nonbonding electrons) and select the correct absolute stereochemistry of the starting material and the
final product.
HO
OR
(S
3
CH3
Select
OR
O S
D
Ć
H
What is the absolute configuration of the deuterated ethanol?
H3C-S-CI
O=S=O
Draw
Draw curved arrows to form the alkyl halide.
Rings More
C с H
Select
S
D CL 0
H₂C
Draw
S
More
Draw the final product with stereochemistry and lone pairs. The leaving group has been pre-drawn for your convenience.
Rings
H₂C S
: 0:
||
S
: 0:
: 0:
What is the absolute configuration of the chloroethane final product?
: 0:
с HD
...
H
CI 0
CH₂
S
C
Erase
Q2 Q
Erase
Q2 Q

Definition Definition Organic compounds in which one or more hydrogen atom in an alkane is replaced by a halogen atom (fluorine, chlorine, bromine, or iodine). These are also known as haloalkanes.

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

Step 2

Step 3

Step 4

Trending now

This is a popular solution!

Step by step

Solved in 4 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Selection Rules for Pericyclic Reactions

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

5-39 ieal connaation of themanuomer of (2S,4R)- 2,4-0ctanedioHA diol is a compoud with two -OH groups.) 5-40 What are the stereochemical configurations of the two diastereomers of (2S,4R)-2,4-0ctanediol? (A diol is a compound with two -OH groups.) 5-41 Orient each of the fl the lowest-ranked group
Kelerences Keview topic Draw a structural formula for the major product of the reaction shown. Cl2 H20 CH;CH2CH;CH=CHz • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer. 2reg 2reg M) ots 2reg pts 2req 1 pts 2req 1 pts 2reg ...1 pts ChemDoodle Previous Next> Save and Exit APR tv MacBook Air 80 DII DD F3 F4 FS F6 F7 F8 F10 F1 F12 #3 $ & + 3 4 6. 7 8 %3D dele E Y | { } P [ F G H. J K C V N M ? .. .. * C0 B
6. The product(s) of the following reaction dd blow di CH2-CH2 excess HBr is/are: CH2 CH2 heat Od Al () (A od Ocf D (CHPPCOK (CHPCON G)D CH;CH2OCH,CH3 HO CH;CH,CH,CH,OH and CH;CH,CH2CH,Br II H t mol boumol toubong soinm od o CH2-CHBR HO CH2 CH2 BrCH-CH,CH-Cн,ОН and BrCH,CH,CH-CH,Br CityCHCH COM III IV A) I B) П O II D) IV E) None of these HO CH CH'OH
H H ČH3 Br р. + CH;C=C: in acetone Reaction Type(s) Mechanism(s) Product(s). Stereochemistry (if applicable) q. p-chloronitrobenzene + sodium ethoxide Reaction Type(s) Mechanism(s) Product(s). Stereochemistry (if applicable)
Stereochemistry: -CH3 -CH3 H3C- Br H3C Br IUPAC 313
What s 9somer? wrfte an down the isomers of the Compound whase formula is CHq Cl. It Psomers have a chiral which of the can structure. E xamine Pt terms of stereochemistry.
R'R?CHOH-CR°R* R'R?C=CR®R* What should orientation of each substituent in reactant to convert it into product alkene? What is importance of their specific orientation?
a) H₂ Pd C-C -H and -H + A-B For the following reagents, indicate the following: a) what is added accross the double bond; b) is the addition stereoselective/stereospecific? If yes, do A and B add syn or anti?; c) draw the product, with relevant stereochemistry, when the reagent system shown is reacted with 1-methylcyclopentene. The answer to the first reagent system is shown below. (i) b) yes, syn addition | | -C-C- (achiral, stereochem. not observable) | I A B (ii) a) 1) 9-BBN 2) H₂O2, NaOH(aq) b)
nent/takeCovalentActivity.do?16cal assigi [Review Topics] [References] Use the References to access important values if needed for this question. Draw a structural formula for the major organic anion formed when 2- ethylbutanal is reacted with Tollens' reagent. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • If no reaction occurs, draw the organic starting material. P. opy aste CH4 ChemDoodle Previous Nex
(Reterenoes Indicate whether the pair of structures shown represent stereoisomers, constitutional isomers, different conformations of the same compound, or the same conformation of a compound viewed from a different perspective. Note that cis, trans isomers are an example of stereoisomers. CH3 H3C Br Br Но HO CI Submit Answer Retry Entire Group 9 more group attempts remaining 8:07 PM 5/8/2021 hp t7 f9 ho f12 A insert prt sc delete 8 backspace %3D
TReview TOpics] [References Draw a structural formula for the major product of the reaction shown. CH3 CH3CHCH=CH2 Show product steréochemistry IF the reactant alkene has both carbons of the double bond within a • Do not show stereochemistry in other cases. If the reaction produces a racemic mixture, just draw one stereoisomer. C P opy aste C.
structures for c and d with stereochemistry MeO OMe O OH CH3C(OME)3 heat C p-TSA