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Question 1.

What is the predicted major product when cholesterol is treated with hydrogen in the presence of a palladium catalyst?

An illustration shows a partial reaction with no products mentioned. The reactant that has a SMILES string of C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C reacts with H 2 and P d.

An illustration shows the structures of three compounds.Compound 1 has four fused ring systems, in which the first three are cyclohexane rings and the fourth ring is a cyclopentane ring. C 3 is wedge bonded to a hydroxyl group, C 5 is double bonded to C 6, C 8 is wedge bonded to a hydrogen atom, C 9, C 14, and C 17 are each dash bonded to a hydrogen atom, C 10 and C 13 are wedge bonded to a methyl group, C 17 is further bonded to C 1 of a six-carbon chain. In the six-carbon chain, C 1 is dash bonded to a methyl group and wedge bonded to a hydrogen atom, C 2 is double bonded to C 3, C 4 is double bonded to C 5, and C 5 is bonded to a methyl group. Compound 2 has four fused ring systems, in which the first three are cyclohexane rings and the fourth ring is a cyclopentane ring. C 3 is wedge bonded to a hydroxyl group, C 8 is wedge bonded to a hydrogen atom, C 5, C 9, C 14, and C 17 are each dash bonded to a hydrogen atom, C 10 and C 13 are wedge bonded to a methyl group, C 17 is further bonded to C 1 of a six-carbon chain. In the six-carbon chain, C 1 is dash bonded to a methyl group and wedge bonded to a hydrogen atom, C 5 is bonded to a methyl group. Compound 3 has four fused ring systems, in which the first three are cyclohexane rings and the fourth ring is a cyclopentane ring. C 3 is wedge bonded to a hydroxyl group, C 6 is wedge bonded to a hydroxyl group, C 8 is wedge bonded to a hydrogen atom, C 9, C 14, and C 17 are each dash bonded to a hydrogen atom, C 10 and C 13 are wedge bonded to a methyl group, C 17 is further bonded to C 1 of a six-carbon chain. In the six-carbon chain, C 1 is dash bonded to a methyl group and wedge bonded to a hydrogen atom, C 5 is bonded to a methyl group.


▸ I

▸ II

▸ III

▸ A and B

▸ A and C

Question 2.

Which of the choices is a male sex hormone?

▸ progesterone

▸ androsterone

▸ lanosterol

▸ estrone

▸ cortisone
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
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ahgoebelahgoebel
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Thank you, thank you, thank you!
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