Top Posters
Since Sunday
g
2
2
1
Home Q & A Board Science-Related Homework Help Chemistry Organic Chemistry
New Topic  
dex0388 dex0388
wrote...
Go to Answer
Posts: 150
Rep: 0 0
3 years ago

Question 1.

What is the predicted product when cholesterol is treated with acetyl chloride in presence of pyridine?

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 acetyl chloride in the presence of pyridine.

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 chlorine atom, 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 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 an oxygen atom that is further bonded to a carbonyl group and the carbonyl carbon is bonded to a methyl 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 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 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 four-carbon chain. In the four-carbon chain, C 1 is dash bonded to a methyl group and wedge bonded to a hydrogen atom, C 4 is double bonded to an oxygen atom and single bonded to a hydroxyl group.


▸ I

▸ II

▸ III

▸ A or B

▸ B or C

Question 2.

What is the predicted major product when cholesterol is treated with peroxy acetic acid?

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 peroxy acetic acid.

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 an eight-carbon chain. In the eight-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 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 5 and C 6 are each 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. 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 5 and C 6 are dash bonded to a common oxygen atom that forms an epoxide ring, 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

▸ B and C
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
Author:
Read 129 times
1 Reply
Replies
Answer verified by a subject expert
satish1015satish1015
wrote...
#1
Posts: 169
Rep: 0 0
3 years ago
Sign in or Sign up in seconds to unlock everything for free
More solutions for this book are available here
1

Related Topics

dex0388 Author
wrote...

3 years ago
This calls for a celebration Person Raising Both Hands in Celebration
Alina01978
wrote...

Yesterday
This helped my grade so much Perfect
SlimyPencil
wrote...

2 hours ago
Good timing, thanks!
New Topic      
Quick Reply
Bold
Italic
Underline
Strikethrough
Subscript
Superscript
Insert Math Equation
Font Name
Font Color
Align left
Center
Align right
Bullet list
Numbered list
Insert a horizontal rule
Insert a table
Insert a Quote
View source
Explore
Post your homework questions and get free online help from our incredible volunteers
  1378 People Browsing
Start New Topic Take the Tour CoursesNew Study Tools Topics Trending Browse by Textbook
Related Images
  
 278
  
 6040
  
 5418