EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
expand_more
expand_more
format_list_bulleted
Question
Chapter 10.7, Problem 7LTS
Interpretation Introduction
Interpretation:
The products that are obtained when methylene cyclohexane is treated with NBS and irradiated with UV light:
Concept Introduction :
N-Bromo succinimide (NBS) with cyclohexene will combine to generate 3-bromocyclohexene. The radical initiator will be benzoyl peroxide (BPO), and the solvent will be cyclohexane.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Identify the two products obtained from the following reaction:
2) How would you synthesize the following compounds from cyclohexanone?
CH₂Br
CH₂C6H5
A
Br
B
C
D
CH2CH2CO2H
What alkene is needed to synthesize each 1,2-diol using
[1] OsO4 followed by NaHSO3 in H2O; or [2] CH3CO3H followed by −OH in H2O?
Chapter 10 Solutions
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
Knowledge Booster
Similar questions
- What is the expected major product of reacting cyclohexane carbaldehyde with: 1) CH3MgBr 2) H3O+arrow_forwardIdentify the structure of compound C (molecular formula C₁1 H14NO₂), which has an IR absorption at 1699 cm-¹ and the ¹H NMR spectrum shown below. ¹H NMR of C 9 2 H 2 H 11 8 7 6 5 2 H 4 6 H 3 3 H 2 1arrow_forwardWhen benzene is treated with diazomethane and irradiated with light, cyclohepta-1,3,5-triene is produced. Propose a mechanism for this reaction. CH,N2 hvarrow_forward
- A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.arrow_forwardCyclohexene can be converted to 1-cyclopentenecarbaldehyde by the following series of reactions. Propose a structural formula for each intermediate compound.arrow_forwardAcidcatalyzed dehydration of 3hydroxy3phenylcyclohexanone leads to an unsaturated ketone. What possible structures are there for the product? At what position in the ER spectrum would you expect each to absorb? If the actual product has an absorption at 1670 cm-1, what is its structure?arrow_forward
- Aldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to yield acetals. Predict the product of the following reaction, and propose a mechanism:arrow_forwardAn alkene with the molecular formula C10H18is treated with ozone and then with zinc and acetic acid. The only product isolated from these reactions is: What is the structure of the alkene? I O III OV O IV ΟΙ IV II Varrow_forwardSynthesize the following compound from benzonitrile (C6H5CN):arrow_forward
- The hemiacetal product of the following reaction is он OH он он он 333333arrow_forwardDetermining the Regioselectivity of Opening an Epoxide Ring What product is formed when 2,2-dimethyloxirane is treated with each set of reagents: −OCH3 followed by H2O, or CH3OH and H2SO4?arrow_forwardWhen cyclohexene is treated with bromine in saturated aqueous sodium chloride, a mixture of trans-2-bromocyclohexanol and trans-1-bromo-2-chlorocyclohexane results.Propose a mechanism to account for these two products.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning