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Organic chem worksheet answers, Assignments of Organic Chemistry

An answered worksheet form the organic chem lectures 2023

Typology: Assignments

2022/2023

Uploaded on 02/04/2024

FadhelAhmed0119
FadhelAhmed0119 🇺🇸

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Chem120 Homework 5 (41 pts) Fall 2023
1. (6 pts) Match the following terms to their definitions:
A. structural isomers B. stereoisomers C. geometric isomers
D. enantiomers E. diastereomers F. racemic mixture
a. _____ compounds with the same chemical formula and connectivity that differ in the spatial
arrangement of their atoms around one or more chiral centers
b. _____ compounds with the same chemical formula and connectivity that are non-
superimposable mirror images of each other
c. _____ a mixture containing equal amounts of two enantiomers
d. _____ compounds with the same chemical formula and the same connectivity that have
opposite configurations at one or more chiral centers, but the same configuration at one or more
chiral centers
e. _____ compounds with the same chemical formula but different connectivity
f. _____ compounds with the same chemical formula and connectivity that differ in the spatial
arrangement of their atoms due to restricted rotation about a double bond or ring.
2. (2 pts) Which of the two groups of compounds have different physical properties in a typical
laboratory environment– enantiomers or diastereomers?
3. (6 pts) Identify the following pairs as enantiomers or diastereomers
a b c.
____________ ______________ ________________
4. (8 pts) Observe the following monosaccharides and report if they are D or L; an
aldose or ketose; and a triose, tetrose, pentose, etc. For example, the compound
on the right is a D-aldotetrose.
a. b.
____________________ ____________________
c. d.
____________________ ______________________
CH
2
OH
HHO
OHH
O
H
CH
2
OH
O
HHO
CH
2
OH
O O
OHOH
OH
OH
OH
CH
2
OH
OH
OH
OH
CH
2
OH
HO H
CH
2
OH
OHH
OHH
HO H
CH
2
OH
HHO
HHO
OO H
H
HOH
CH
2
OH
OHH
HO H
CH
2
OH
HHO
OO
HH
OHH
HHO
CH
2
OH
HOH
HOH
H
HHO
HHO
CH
2
OH
HO H
O H
CH
2
OH
OHH
O
H
Diastereomers have different properties in a typical laboratory
environment.
D-aldohexose L-aldopentose
L-ketotetrose D-aldotriose
B
D
E
#
Diastereomers
Zenantiomers
Diastereomers
pf2

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Chem120 Homework 5 (41 pts) Fall 2023

1. (6 pts) Match the following terms to their definitions:

A. structural isomers B. stereoisomers C. geometric isomers

D. enantiomers E. diastereomers F. racemic mixture

a. _____ compounds with the same chemical formula and connectivity that differ in the spatial

arrangement of their atoms around one or more chiral centers

b. _____ compounds with the same chemical formula and connectivity that are non-

superimposable mirror images of each other

c. _____ a mixture containing equal amounts of two enantiomers

d. _____ compounds with the same chemical formula and the same connectivity that have

opposite configurations at one or more chiral centers, but the same configuration at one or more

chiral centers

e. _____ compounds with the same chemical formula but different connectivity

f. _____ compounds with the same chemical formula and connectivity that differ in the spatial

arrangement of their atoms due to restricted rotation about a double bond or ring.

2. (2 pts) Which of the two groups of compounds have different physical properties in a typical

laboratory environment– enantiomers or diastereomers?

3. (6 pts) Identify the following pairs as enantiomers or diastereomers

a b c.

____________ ______________ ________________

4. (8 pts) Observe the following monosaccharides and report if they are D or L; an

aldose or ketose; and a triose, tetrose, pentose, etc. For example, the compound

on the right is a D-aldotetrose.

a. b.

____________________ ____________________

c. d.

____________________ ______________________

CH

2

OH

HO H

H OH

O H

CH 2 OH

O

HO H

CH 2 OH

O O

OH OH

OH

OH

OH

CH

2

OH

OH OH

OH

CH

2

OH

HO H

CH 2 OH

H OH

H OH

HO H

CH 2 OH

HO H

HO H

O H O^ H

H OH

CH

2

OH

H OH

HO H

CH

2

OH

HO H

O O

H H

H OH

HO H

CH 2 OH

H OH

H OH

O H

HO H

HO H

CH 2 OH

HO H

O H

CH

2

OH

H OH

O H

Diastereomers have different properties in a typical laboratory

environment.

D-aldohexose

L-aldopentose

L-ketotetrose D-aldotriose

B

D

E

Diastereomers Zenantiomers Diastereomers

Chem120 Homework 5 (41 pts) Fall 2023

5. (5 pts) Match the structures of the following carbohydrates to their names

A.

O

CH

2

OH

O

OH

OH

OH

O

CH

2

OH

OH

OH

CH

2

OH

B.

O

CH 2 OH

O

OH

OH

O

O

CH 2 OH

O

OH

OH

O

CH 2 OH

O

OH

OH

O

CH 2 OH

O

OH

OH

C.

O

CH 2

OH

OH

OH

OH

O

CH 2 OH

OH O

OH

OH D.

O

CH 2 OH

O

OH

OH

O

O

CH 2 OH

O

OH

OH

O

CH 2 OH

O

OH

OH

O

CH 2 OH

O

OH OH

E.

a. ____ amylose

b. _____ sucrose

c. _____ amylopectin

d. _____ cellulose

e. _____ lactose

6. (2 pts) What is the key difference between the structures of amylose and cellulose that allows

humans to digest one and not the other?

7. (6 pts) Draw the open Fischer projections corresponding to the following Haworth projections:

a. b. c.

8. (6 pts) Draw Haworth projections for the following

a. b. c.

O

OH

OH OH

CH 2 OH

O

OH

OH

OH

OH

CH

2

OH

CH 2 OH

O

CH

2

OH

H OH

HO H

H OH

OH

CH

2

OH

HO H

HO H

H OH

H

O H

O

CH

2

OH

OH

OH

OH

CH 2 OH

Amylose contains a(1-4) glycosidic linkages between its glucose monomers and our

bodies have enzymes that can digest/split those type of linkages. On the other hand

cellulose contains B(1-4) linkages between its glucose monomers and our bodies don't

the enzymes that can digest it.

E

o

H

1

:

-0 St

N

H

05

CHe8H

CH ol CHz

ol

A

I

-Ky

I

bi

y