Propose an efficient synthesis for the following transformation HO The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A D t-BUOK HBr, ROOR Na2Cr207, H2SO4, H2O HBr E F G H H2, Lindlar's cat. 1) O3; 2) DMS TSCI, py dilute H2SO4 K L 1) LIAIH4; 2) H3O+ DMP or PCC conc. H2SO4, heat 1) MeMgBr; 2) H3O*

Propose an efficient synthesis for the following transformation HO The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A D t-BUOK HBr, ROOR Na2Cr207, H2SO4, H2O HBr E F G H H2, Lindlar's cat. 1) O3; 2) DMS TSCI, py dilute H2SO4 K L 1) LIAIH4; 2) H3O+ DMP or PCC conc. H2SO4, heat 1) MeMgBr; 2) H3O*

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...

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.

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## Synthesis Problem for Educational Purposes

### Task:
Propose an efficient synthesis for the following transformation:

![Cyclohexene to Cyclohexanol]

The transformation above can be performed with some reagent or combination of the reagents listed below. Use the necessary reagent(s) in the correct order by providing a string of letters (without spaces or punctuation, such as “EBF”). If there is more than one correct solution, provide just one answer.

### Reagents:
- **A**: t-BuOK
- **B**: HBr, ROOR
- **C**: Na₂Cr₂O₇, H₂SO₄, H₂O
- **D**: HBr
- **E**: H₂, Lindlar's cat.
- **F**: 1) O₃; 2) DMS
- **G**: TsCl, py
- **H**: dilute H₂SO₄
- **I**: 1) LiAlH₄; 2) H₃O⁺
- **J**: DMP or PCC
- **K**: conc. H₂SO₄, heat
- **L**: 1) MeMgBr; 2) H₃O⁺

**Answer Box:** [Type the correct sequence here]

*Note: Reagents must be chosen carefully in order to achieve the desired transformation efficiently.*

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