Answered: a) (1R, 2R)-2-bromocyclohexanol is…

a) (1R, 2R)-2-bromocyclohexanol is shown below. When it is treated with a strong base it forms a cyclic ether (called an epoxide). Propose a mechanism for its formation and explain. НО КОН Br

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 35MP: When the alcohol below is treated with POCI3 and pyridine, the expected elimination product is...

See similar textbooks

Related questions

Q: 7. Provide a mechanism for the following transformation: H,O HO он

Q: Propose a mechanism and predict the major product. Cl2 hv

A: The reaction between alkanes and Cl2 in presence of light i.e hv is known as chlorination reaction.…

Q: 1. Use curved arrow formalism to propose a mechanism that can explain the formation of the following…

Q: Propose mechanism consistent with the following reactions a and b. HBr HBr ? b) регоxdes

Q: H3C- ~ OH H H :ÖH H3C-C-H H Aco Dess-Martin periodinane provides a means to oxidize a primary…

A: In a reaction mechanism, the curved arrows describe the movement of electrons. The movement of…

Q: Show the mechanism for the following transformation (a variation of the Hofmann rearrangement) e OH

A: ->base can abstract most acidic hydrogen . And in this way there is formation of isocyanate.

Q: OH H30* он

A: To show the mechanism of the following reaction

Q: 6. Explain the products of the following reactions. Two alkyl halides A and B are treated with…

Q: When 1_cyclohexyl ethanol reacts with concentrated HBr solution, the main product is…

A: Here,We need to show the mechanism for,1-cyclohexylethanol reacts with concentrated HBr solution to…

Q: 7. Propose a mechanism and predict the product, including stereochemistry. a) H30* H20 b) Он 1. NaH…

A: In reaction 1 an aryl alkenes react with water molecule the the mechanism follows markovnikov's…

Q: The reaction of an alkene with diazomethane forms a cyclopropane ring. Propose a mechanism for the…

A: Please go through the below pic for the reaction mechanism.

Q: 1. LDA (d) Br -CH,Br (CH),NH (е) 2. H,0, H*

A: LDA is strong base . It takes acidic proton to form enolate ion. Enolate ion then attack on carbon…

Q: Show each step using curved arrow formalism.

A: The mechanism for given reaction is shown below,

Q: 2-methyl cyclohexane gave a mixture of both cis- and trans-products. What might be the reagent and…

A: The answer to the following question is-

Q: Propose a mechanism for the following: CI HC a. Br HBr b. OH [H*] C.

A: Note: We can solve only first three subparts (as per bartleby guidelines) so, please upload the rest…

Q: Question attached

A: The ylide is basically a neutral dipolar molecule in which the molecule contains a partially…

Q: Propose a mechanism to account for the following transformation. OH H,SO, -H,0 ОН

A: A mechanism for the transformation has to be proposed

Q: А) B) C) D) E) H/HCI H/H,SO, H/Ni H,O/Ni H,O/H,SO,

A: "

Q: Provide a detailed step-wise mechanism for the following reaction. Be sure to show all…

Q: a. Propose a mechanism for the following reaction: b. What other product is formed in this reaction?

A: (a) The mechanism of the reaction is shown as follows:

Q: Identify the needed reagents in the following scheme: Br CH2OH HO OH сно b. C. а. d. е. f. -1

A: here cyclohexanone is undergoing certain chemical reaction using different reagents to form trans…

Q: 1. Propose a mechanism and predict the product. NaBH4 H. МеОн

A: The reducing agents, like NaBH4 and LiAlH4, react with the compound containing carbonyl group…

Q: E:OH Br A E:ONa Br A E:ONA E:OH L-BUOK EIONA E:OH A Br t-BUOK A

Q: 3. Draw a mechanism for the following reaction. A) HOʻ 1. СH;CH-MgBr 2. H3O* HO B) 1. но |H,8o| H.…

A: Since you have posted a question with multiple sub parts, we will solve first three sub parts for…

Q: 3. When (1S, 2S)-2-chlorocyclohexanol is treated with a strong base, an epoxide three- membered ring…

A: Given Mechanism = To be determined 2-Chlorocyclohexanol exit in chair confirmation. We will write…

Q: 1. Using curved arrows, outline the mechanism for reactions below and name the products. CH3 +H₂0 a.…

A: In this question, we will draw the mechanism and also given the name of the product. You can see…

Q: 5) Predict the product and provide a mechanism for the transformation. NH HN P(OMe), MeOH 80°C, 24hr…

A: Note: Mislow Evans rearrangement. conversion of allylic sulfoxide to allylic alcohols via…

Q: 3. Propose a mechanism and predict the product. Include any relevant stereochemistry. a) HCI b)…

A: a) Alkenes react with HCl and undergo addition reaction via carbocation formation mechanism. Since…

Q: 7. Propose a mechanism and predict the major product, including stereochemistry. HBr ROOR Na NH3 -78…

A: Two problems each based on Anti-Markovnikov addition and Birch reduction.

Q: 4. One of the products that results when 1-bromo-2,2-dimethylcyclopentane is heated in ethanol is…

A: 1-bromo-2,2-dimethylcyclopentane is heated in ethanol to give the desired product by elimination…

Q: 6. Propose a plausible arrow pushing mechanism for the following transformation. Show all steps! .…

A: Here protonation on oxygen followed by attack of water on carbonyl carbon .

Q: 2) Provide a mechanism for the following transformation. BE SURE to account for the observed…

Q: Propose a mechanism for the following reaction

A: Aldol reaction: It is a reaction in which carbonyl group reacts with enolate of aldehyde and ketone…

Q: 1. (CH3CH2)2CuLi H 2. H-О, H'

A: Since you have posted multiple independent questions in the same request, we will solve the first…

Q: 1. The reaction of 1-bromo-2,2-dimethylcyclopentane when heated in ethanol is shown below. One of…

A: the mechanism of this reaction is via E1 mechanism . the shifting will take palace to form a stable…

Q: Propose a mechanism for the reaction shown below. a) CI OH O NH2 + CI Heat NO2 NO2 b) NO2 HNO3 H2SO4

Q: When a tertiary alcohol reacts with HBr. what is the best description of the major product; and also…

Q: a) Propose a mechanism for the reaction shown below and predict the stereochemistry at C2…

A: K-Selectride is a reducing agent containing KBHs-Bu3 which reduces cyclohexenone to cyclohexanone…

Q: 1. From the given reagents, propose the product and reaction mechanism for each transformation. а)…

A: An aldol condensation is a condensation reaction in organic chemistry in which an enol or an enolate…

Q: Draw a curly arrow mechanism for the reaction below and hence predict the structure of K. (c) 1) PC,…

A: Organic transformation:

Q: Q10) Explain how to obtain A and B as major products in the following transformations with suitable…

A: Organic reaction mechanisms.

Q: 1. ether 2. H30* H. a)

A: This is the nucleophilic addition reaction of grignard reagent to the carbonyl compound to give…

Q: OH HO OH OH он D A B E

A: See answer below

Q: Organic Chemistry - Mechanism Show the mechanism of transformations below:Show the mechanism of…

A: We have to show the mechanism of transformations of given reactions,

Q: 6. Methylcyclopentanol on treatment with HBr gives 1-bromo-1-methylcyclopentane as a major product.…

A: This reaction follows the SN1 reaction mechanism. So, here we have to understand this mechanism…

Q: 3.( ) Propose an appropriately-detailed electronic mechanism that accounts for the reaction below:…

Q: Predict the products of the following reaction and propose a mechanism that explains the formation…

A: Given that : We have to identify the products that are expected in the given reaction :

Q: 1. Using curved arrows, outline the mechanism for reactions below and name the products. CH₂ + H₂O A…

Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

Name
a) (1R, 2R)-2-bromocyclohexanol is shown below. When it is treated with a strong base it
forms a cyclic ether (called an epoxide). Propose a mechanism for its formation and explain.
HO"
КОН
'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

Propose a structure for the product with formula C9H17N that results when 2-(2-cyanoethyl)cyclohexanone is reduced catalytically.
4. propose a mechanism for the following reaction (don't go over 18 electrons!). be sure to use curved arrows, state the electron count of each intermediate, and name the reaction at each step.
Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed by treatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is the structure of R? We will learn about this reaction in Chapter 18.
When propionaldehyde is warmed with sodium hydroxide, one of the products is2-methylpent-2-enal. Propose a mechanism for this reaction.
What will be the resulting products structure when 2-methylcyclohexanol is dehydrated with 70% H2SO4 (there are 2 products, encircle the major product)?
The Baylis–Hillman reaction is a DABCO (1,4-diazabicyclo[2.2.2]octane) catalyzed reaction of an a,b-unsaturated carbonyl compound with an aldehyde toform an allylic alcohol. Propose a mechanism for the reaction. (Hint: DABCO serves as both a nucleophile and as a base in the reaction.)
The Baylis–Hillman reaction is a DABCO (1,4-diazabicyclo[2.2.2]octane) catalyzed reaction of an a,b-unsaturated carbonyl compound with an aldehyde to form an allylic alcohol. Propose a mechanism for the reaction. (Hint: DABCO serves as both a nucleophile and as a base in the reaction.)
Treatment of cis-2-bromocyclohexanol with NaOH yields cyclohexanone instead of an epoxide. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.
Q2 Propose mechanisms for the following reactions. (a) (b) (c) (d) (e) Br HBr ROOR hv cat. H₂SO4 H₂O HBr > HCI EtOH cat. H₂SO4 H₂O Br OH Br xBr+ Br CI CH₂CH3 OH H H -OH Br CH₂CH3
Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) Br2, FeBr3 Na/NH3, -33 degrees C NBS, light KMnO4, H3O+ Mg metal, ether KOH, EtOH, heat
1.When 2-methyl-1-butanol is dehydrated in an acid medi- um to an alkene, it yelds mainly 2-methyl-2-butene rather than 2-methyl-1-butene. This indicates that the dehydra- tion to an alkene is at least a two-step reaction. Suggest a mechanism to explain the reaction.
Select the necessary reagent(s) for the following transformation. a. K2Cr2O7 b. NaOH c. I2 d. Cu^2+ e. H+/H2O f. H2/Pt