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Physical Chemistry — KineticsIChO

Testosterone is a hormone, which is a biologically active substance that has signaling properties, aPhysical Chemistry — Kinetics Chemistry Question

Formal synthesis of testosterone

Testosterone is a hormone, which is a biologically active substance that has signaling properties, and is produced in a living organism. It is observed in most vertebrates, both in female and male organism. Its effects on health are so important that [VISUAL]

27.1.

[VISUAL] [Question text not fully present in source, yes/no query about testosterone or reaction feasibility]

Model Answer

Yes.

27.2.

[VISUAL] [Question text not fully present in source, query about reaction conditions or products after quenching]

Model Answer

After quenching of the reaction: [VISUAL]

27.3.

[VISUAL] [Question text not fully present in source, query regarding intermediate structures in synthesis step]

Model Answer

[VISUAL]

27.4.

[VISUAL] [Question text not fully present in source, query regarding intermediate structures in synthesis step]

Model Answer

See question 3. [VISUAL]

27.5.

[VISUAL] [Question text not fully present in source, query regarding the difference in reactivity between B and B']

Model Answer

B reacts because the reaction involving B’ would lead to a too stretched transition state for the reaction to occur.

27.6.

[VISUAL] Draw the structure of D.

Model Answer

[VISUAL]

27.7.

[VISUAL] Circle the most acidic protons of D.

Model Answer

The protons in α position from a C=O double bond are more acidic than the others.

27.8.

[VISUAL] In a mixture of KOH in MeOH, D yields two products. E is the thermodynamic product and E’ the kinetic one. E has three 6-membered rings and one 5-membered ring, while E’ has two 6- membered rings and two 5-membered rings. Draw the structure of these two products.

Model Answer

[VISUAL]

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