c. Molecular formula C3HạNO 3328 and 1639 cm IR absorptions: 'H NMR: 2.95 (singlet, 3 H), 6.95 (singlet, 1 H), and 7.3-7.7 (multiplet, 5 H) ppm d. Molecular formula IR absorption: 'H NMR: C,H,CIO 1802 cm-1 0.95 (triplet, 3 H), 1.07 (multiplet, 2 H), and 2.90 (triplet, 2 H) ppm e. Molecular formula IR absorption: 'H NMR: CroH1202 1740 cm1 1.2 (triplet, 3 H), 2.4 (quartet, 2 H), 5.1 (singlet, 2 H), and 7.1-7.5 (multiplet, 5 H) ppm

c. Molecular formula C3HạNO 3328 and 1639 cm IR absorptions: 'H NMR: 2.95 (singlet, 3 H), 6.95 (singlet, 1 H), and 7.3-7.7 (multiplet, 5 H) ppm d. Molecular formula IR absorption: 'H NMR: C,H,CIO 1802 cm-1 0.95 (triplet, 3 H), 1.07 (multiplet, 2 H), and 2.90 (triplet, 2 H) ppm e. Molecular formula IR absorption: 'H NMR: CroH1202 1740 cm1 1.2 (triplet, 3 H), 2.4 (quartet, 2 H), 5.1 (singlet, 2 H), and 7.1-7.5 (multiplet, 5 H) ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 55AP: A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR:...

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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.

Question

Identify the structures of each compound from the given data.

c. Molecular formula
C3HạNO
3328 and 1639 cm
IR absorptions:
'H NMR:
2.95 (singlet, 3 H), 6.95 (singlet, 1 H),
and 7.3-7.7 (multiplet, 5 H) ppm
d. Molecular formula
IR absorption:
'H NMR:
C,H,CIO
1802 cm-1
0.95 (triplet, 3 H), 1.07 (multiplet, 2 H), and 2.90
(triplet, 2 H) ppm
e. Molecular formula
IR absorption:
'H NMR:
CroH1202
1740 cm1
1.2 (triplet, 3 H), 2.4 (quartet, 2 H), 5.1 (singlet, 2 H),
and 7.1-7.5 (multiplet, 5 H) ppm

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