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.
![**Title: Reaction Products from Ozonolysis**
**Question:**
Which product(s) would form under the conditions given below?
**Reaction Conditions:**
1. O₃ (ozone)
2. Me₂S (dimethyl sulfide)
**Reactant Structure:**
- A cyclopentene alkene.
**Possible Products:**
- **A.** 2-pentanone
- **B.** Propanal
- **C.** Formaldehyde
- **D.** Cyclopentanone
**Options:**
- A
- B
- C
- D
- A and C
- B and D
- A and B
**Explanation of the Reaction:**
This reaction is an example of ozonolysis, which involves the cleavage of alkenes using ozone to form carbonyl compounds. In the presence of a reducing agent like dimethyl sulfide (Me₂S), the ozonide intermediate is reduced to carbonyl compounds (ketones or aldehydes).
Based on the given reactant (a cyclopentene), the selection of products follows:
- **D (Cyclopentanone)** as the resulting product from the cleavage and rearrangement of the cyclic alkene.
Choose the correct option from the list that matches product D.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F70a89e60-f1d7-4298-af05-4430465f37b6%2F8bf60092-0665-443d-acc0-2d28ca74a676%2Fb47nvv9r_processed.png&w=3840&q=75)
![**Question:**
Choose the best reagents to achieve the transformation shown below.
**Diagram:**
- The starting material is a molecule of 1-butene, represented with a double bond between the first and second carbon atoms of the chain.
- The product is a brominated alkane, 2-bromobutane, with a bromine (Br) atom attached to the second carbon atom.
**Options:**
- ○ HBr
- ○ HBr, ROOR
- ○ Br₂
- ○ Br₂, H₂O
**Explanation:**
The transformation shows an addition reaction where the double bond in an alkene (1-butene) is converted into a single bond with the addition of a bromine atom at the second carbon. This is indicative of an anti-Markovnikov addition, which occurs in the presence of HBr and peroxide (ROOR). The correct choice for this transformation is thus **HBr, ROOR**.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F70a89e60-f1d7-4298-af05-4430465f37b6%2F8bf60092-0665-443d-acc0-2d28ca74a676%2Ftx7v9qo_processed.png&w=3840&q=75)
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