Answered: Alpha-methylstyrene reacts with Br2 in…

Alpha-methylstyrene reacts with Br2 in an acetone-water mixture to give predominantly the bromohydrin shown below. Explain this result. OH Br

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

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.37P

See similar textbooks

Related questions

Q: 1. Show the products of the reductive amination reactions below: a) Acetone + NH3, followed by…

Q: Predict the structural formula of the major product of the reaction of 2,2,3-trimethyloxirane with…

A: Given: Reagents are MeOH/MeO2Na-.

Q: 11. Compound A, C9H17N, is an optically inactive alkaloid, containing a tertiary amine that is not…

A: TERTIARY AMINE: It is also known as 3∘ amine. An amine chemical functional group in which nitrogen…

Q: This

Q: Dehydration of 2,2,3,4,4,-pentamethyl-3-pentanol gives two alkenes A and B. Ozonolysis of A gives…

A: The structures of A and B has to be drawn and identified. The reason of B formed in the dehydration…

Q: Describe the mechanism by which benzene is converted to bromobenzene (C6H5Br) on treatment with a…

A: Benzene reacts with halogen in the presence of Lewis acid to form aryl halides through electrophilic…

Q: Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in…

Q: The oxygen in water is primarily (99.8%) 16O, but water enriched with the heavy isotope 18O is also…

A: When Aldehydes and ketones undergo addition of water, the carbonyl carbon forms gem-diols.The…

Q: The reaction of 1-bromopropane and sodium hydroxide in ethanol occurs by an SN2mechanism. What…

A: The reaction of 1-bromopropane and sodium hydroxide in ethanol occurs by an SN2 mechanism is given…

Q: Which of the following reactions will synthesize phenol from benzene? 1) HNO3 + H2SO4; 2) Fe,…

Question

Alpha-methylstyrene reacts with Br2 in an acetone-water mixture to give predominantly the
bromohydrin shown below. Explain this result.
OH
Br

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 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

Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, CsH10, an optically inactive compound. They discovered that compound B, C3H9Br, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C3H§BrNO2, is formed. While Friedel Crafts acylation of compound A produces compound E, C10H12O. This compound C was oxidised to produce compound D, C,H4BrNO4 as a major product. Identify the possible structural formulae compounds A to E and explain your answers.
Treatment of p-hydroxybenzoic acid with aqueous bromine leads to the evolution of carbon dioxide and the formation of 2,4,6-tribromophenol. Explain.
Treatment of pentanedioic (glutaric) anhydride with ammonia at elevated temperature leads to a compound of molecular formula C5H7NO2. What is the structure of this product? [Hint: You need to think about the reactivity not only of acid anhydrides but also of amides and carboxylic acids]
Compound X is optically inactive and has the formula C 16H 16Br 2. On treatment with strong base, X gives hydrocarbon Y, C 16H 14. Compound Y absorbs 2 equivalents of hydrogen when reduced over a palladium catalyst and reacts with ozone to give two fragments. One fragment Z, is an aldehyde with formula C 7H 6O. The other fragment is glyoxal, (CHO)2. Which of the following answers is correct? Select all that are correct.
Compound X is optically inactive and has the formula C 16H 16Br 2. On treatment with strong base, X gives hydrocarbon Y, C 16H 14. Compound Y absorbs 2 equivalents of hydrogen when reduced over a palladium catalyst and reacts with ozone to give two fragments. One fragment Z, is an aldehyde with formula C 7H 6O. The other fragment is glyoxal, (CHO)2. Which of the following answers is correct? Select all that are correct.
X Upon ozonolysis, Compound X produces two compounds: Compound Y and Compound Z. Compound Y can also be prepared from the following synthetic route: PCC 1. R₂BH, THF 1. Mg. Et₂O PCC Compound Y 2. CH₂Cl₂ 2. NaOH, HO CH₂Cl₂ 3. H₂O* From this information, draw the structures of Compounds X, Y, and Z. For Compounds X and Z, different substituents are possible. For grading purposes, just use hydrogens as the substituents. Br مرد →] ►
Compound J, C16H16Br2, is optically active. On treatment with strong base, compounds K and L (each C16H14) are formed; K and L each absorb only 2 equivalents of hydrogen when reduced over a Pd/C catalyst. Compound K reacts with ozone to give phenylacetic acid (C6H5CH2COOH), while similar treatment of L gives 2 products. One product, M, is an aldehyde with formula C7H6O; the other product is glyoxal (CHO)2. Draw the structure of compound L.
Please help determine the unknown structure and drawing it using the guidelines listed.
What will be the resulting products structure when oxacyclopentane reacts with concentrated HBr?
Can you please help with the attached question? Can you please add arrows, if possible, so that I will understand how you got the answer? Thank you for your help.
I cannot figure out the structure for compound B?
The following substances can be prepared by a nucleophilic addition reaction between an aldehyde or ketoneand a nucleophile. Identify the reactants from which they were prepared. If the substance is an acetal, identifythe carbonyl compound and the alcohol; if it is an imine or enamine, identify the carbonyl compound and theamine. You do not have to consider stereochemistry. In cases where there is more than one answer, just giveone. Use Grignard reagents when an organometallic reagent is required. Draw the Grignard reagent as acovalent magnesium bromide.