The tosylate of a primary alcohol normally undergoes an S№2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H14O.OHPropose a structural formula for this compound.+OTSSubmit Answer• You do not have to consider stereochemistry.• Do not include lone pairs in your answer. They will not be considered in the grading.sullNaOHTry Another VersionC8H140Sn [F?ChemDoodle'4 item attempts remaining

The given reaction is example of intramolecular SN2 reaction.

The tosylate of a primary alcohol normally undergoes an S2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H₁4 O. OH OTS NaOH Propose a structural formula for this compound. • You do not have to consider stereochemistry. C8H140

The tosylate of a primary alcohol normally undergoes an S2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H₁4 O. OH OTS NaOH Propose a structural formula for this compound. • You do not have to consider stereochemistry. C8H140

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

Q: Four carbocations are shown, which can possibly rearrange via hydride shift to a more stable…

A: To determine which carbocation would undergo hydride shift to get more stable carbocation , we would…

Q: Organometallic reagents such as sodium acetylide undergo an addition reaction with ketones, giving…

A: Given reaction is :

Q: N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations.…

A: -> Grignard reagent has nucleophilic character. Hence, it can give nucleophilic addition reaction…

Q: 2- Give the product for the addition of chlorine when HCI reacts with 3-Hexyne in acetic acid…

A: HCl given anti addition reaction

Q: Aldehydes and ketones undergo acid-catalyzed reaction with alcohols to yield hemiacetals, compounds…

Q: An alkene having the molecular formula C5H₁0 is treated sequentially with ozone (03) and zinc/acetic…

Q: When 5-bromo-2,2-dimethyl-1-pentanol is treated with sodium hydride, a compound with molecular…

A: Given question is related to organic chemistry.. When 5-bromo-2,2-dimethyl-1-pentanol is treated…

Q: Hydrohalic acids (i.e., HCl, HBr, HI) add to the double bond of alkenes to yield alkyl halides.…

A: The structure is as follows:

Q: Please indicate if the arrows represent the movement of 1 electron or a pair of electrons

Q: 2 C,H9Lİ [C;H6 j* (Li*); 2 C4H10 | -

A: Ans

Q: Which of the following compounds does NOT absorb in the UV-visible range (200 - 900 nm)? Select one:…

A: Out of the given options, Hexane does NOT absorb in the UV-visible range (200 - 900 nm).This is…

Q: 2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration- oxidation or…

Q: Draw a structural formula for the major organic product of the follo i -CH=CHCOH + Cl₂ CH3

A: GIven that, the reaction is:

Q: Hydroboration of the following bicycloalkene followed by oxidation in alkaline hydroperoxide is both…

A: The given compound is,

Q: 07 0.08 0.09 0.1 0.11 0.12 0.13 0.14 0.15 0.16 0.17 0.18 0.19 0.2 0.21 0.22 0.23 3.62 Filename…

A: The objective of this question is to explain the signals present in the given spectrum. The nmr…

Q: Give a mechanism that accounts for the organic products of this reaction. Your mechanism must…

A: In SN2 reaction there is inversion in configuration. This is because nucleophile attacks from the…

Q: N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations.…

A: Step 1: Step 2: Step 3: Step 4:

Q: Name (including E/Z stereochemistry) the five alkenes that can produce 3-bromo-3-methylhexane on…

A: Alkenes undergo electrophilic addition reaction with HBr to form alkyl halide. The H+(aq) formed…

Q: Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two…

A: The organic compound can be nucleophilic (rich in electron density), or electrophilic…

Q: Draw a structural formula for the cycloalkene with the molecular formula C6H10 that reacts with Cl2…

A: Introduction: Halogenation reaction: In halogenation reaction, halides are added to the unsaturated…

Q: Propose two different methods to synthesize oct-1 -en-3-ol [CH3(CH2)4CH(OH)CH = CH2] using a…

A: The reaction of a Grignard reagent with a carbonyl compound produces alcohols. The general reaction…

Q: 18. Compound A (C7H11Br) is treated with magnesium in ether to give B (C7H₁1MgBr) which reacts…

A: Alkyl magnesium halide is known as a Grignard reagent. The general formula of the Grignard reagent…

Q: Compound A, C₂H16 reacts with 1 molar equivalent(s) of hydrogen on catalytic hydrogenation. A…

A: Given,The reaction:

Q: CH3 CH₂CH3 + Br₂ u do not have to consider stereochemistry. u do not have to explicitly draw H…

A: Organic reactions are those in which organic reactant react to form organic product. In the given…

Question

The tosylate of a primary alcohol normally undergoes an S№2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H14O.
OH
Propose a structural formula for this compound.
+
OTS
Submit Answer
• You do not have to consider stereochemistry.
• Do not include lone pairs in your answer. They will not be considered in the grading.
sull
NaOH
Try Another Version
C8H140
Sn [F
?
ChemDoodle'
4 item attempts remaining

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: Given

VIEW

Step 2: Reaction Mechanism

VIEW

Solution

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

General Physical Properties of Organic Compounds

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

The following ethers can, in principle, be synthesized by two different combinations of haloalkane or halocycloalkane and metal alkoxide. Show one combination that forms ether bond (1) and another that forms ether bond (2). Which combination gives the higher yield of ether?
The southern pine beetle utilizes a multi-component aggregation pheromone (one component shown below) to start mass colonization of healthy trees. The biosynthetic pathway involves the cyclization of this acetal from the straight chain structure. Draw the straight chain structure that could be used to form this acetal. Use wedges and dashes to correctly depict the stereochemistry. H3C- OH ✔
Treatment of cis-4-bromocyclohexanol with HO− affords compound Aand cyclohex-3-en-1-ol. Treatment of trans-4-bromocyclohexanol under the same conditions forms compound B and cyclohex-3-en-1-ol. A and Bcontain different functional groups and are not isomers of each other.Propose structures for A and B and offer an explanation for theirformation.
An alkene having the molecular formula C,H12 is treated sequentially with ozone (O3) and zinc/acetic acid to give the product/s shown. CH3CH2CH,CH½CH2CH Draw a structural formula for the alkene. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. P opy aste Previous Next
Give the major organic product(s) for the following reaction
Organometallic reagents such as sodium acetylide undergo an addition reaction with ketones, giving alcohols: он 1. Na+ -:CCH 2. H30* C-C=CH How might you use this reaction to prepare 2-methyl-1,3-butadiene?
1. There are several isomeric alkanes of molecular formula C6H14.Two of these exhibit the following 1H-NMR spectra. Propose a structure for each of the isomers. Isomer A: δ = 0.84 (d, 12 H), 1.39 (septet, 2H) ppm Isomer B: δ = 0.84 (t, 3 H), 0.86 (s, 9H), 1.22 (q, 2H) ppm