Questions from Organic Chemistry


Q: Treating 1,2-cyclohexanediol with concentrated sulfuric acid yields a

Treating 1,2-cyclohexanediol with concentrated sulfuric acid yields a product with the molecular formula C6H10O. An IR spectrum of the product exhibits a strong signal at 1720 cm−1. Identify the struc...

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Q: Draw the expected isotope pattern that would be observed in the mass

Draw the expected isotope pattern that would be observed in the mass spectrum of CH2BrCl. In other words, predict the relative heights of the peaks at M, M+2, and M+4.

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Q: The following is the proposed structure of a blue fabric dye,

The following is the proposed structure of a blue fabric dye, based on high-resolution mass spectrometry data. The reported method employed a pulsed laser to desorb dye molecules directly from a sampl...

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Q: Compound A exists in equilibrium with its tautomeric form, compound B

Compound A exists in equilibrium with its tautomeric form, compound B. An IR spectrum4 of a mixture of A and B exhibits four signals in the region 1600–1850 cm−1. T...

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Q: The following two isomers were each subjected to mass spectrometric analysis.

The following two isomers were each subjected to mass spectrometric analysis. Some of the significant peaks from each of the two spectra are presented below. Match each isomer (A, B) to its correspond...

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Q: Myosmine can be isolated from tobacco, along with several other structurally

Myosmine can be isolated from tobacco, along with several other structurally similar compounds, including nicotine. The originally accepted structure for myosmine was disproven with IR spectroscopy:...

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Q: Compound 1 contains a tetrazole ring (a ring containing four nitrogen

Compound 1 contains a tetrazole ring (a ring containing four nitrogen atoms), while its constitutional isomer, compound 2, exhibits an azido group (—N3). Compounds 1 and 2 rapidly in...

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Q: Oxymercuration-demercuration of compound 1 affords the expected hydration product 2

Oxymercuration-demercuration of compound 1 affords the expected hydration product 2 in 96% yield. In contrast, oxymercuration-demercuration of compound 3 results in only a minor amount of the normal h...

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Q: A compound with the molecular formula C13H28 exhibits a 1H NMR spectrum

A compound with the molecular formula C13H28 exhibits a 1H NMR spectrum with two signals: a septet with an integration of 1 and a doublet with an integration of 6. Deduce the structure of this compoun...

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Q: The following electrophile-induced, ether transfer reaction was utilized in

The following electrophile-induced, ether transfer reaction was utilized in the synthesis of several structurally related natural products. Provide a plausible mechanism for this transformation.

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