organic chemistry lab experiment and modeling

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organic chemistry lab experiment (post/Pre/modeling) organic chemistry lab experiment (post/Pre/modeling) organic chemistry lab experiment (post/Pre/modeling)

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Organic Modeling Lab V Part V Stereoisomers Name: 1 Draw two stereosiomers in fisher projection for 1-bromo-1-chloroethane Fisher projection for isomer 1 Paste the picture in here Model made for isomer 1 Fisher projection for isomer 2 Paste the picture in here Model made for isomer 2 Question 1: Are these two mirror images to each other? Are they enantiomers or diastereomers? Organic Modeling Lab V 2. Draw all four possible stereosiomers in fisher projection for 2,3-dibromobutane Possible isomers Fisher Projection Isomer 1 Picture for the model you bulit Paste your picture here C2:R C3:R Isomer 2 Paste your picture here C2:S C3:S Isomer 3 Paste your picture here C2:R C3:S Isomer 4 Paste your picture here C2:S C3:R Organic Modeling Lab V Check the models you built above, and answer the following questions: Question 2: Are isomer 1 and 2 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers? Question 3: Are isomer 2 and 3 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers ? Question 4: Are isomer 3 and 4 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers? Are they identical? What do we call isomer 3 or 4? Question 5: How many stereoisomers for 2,3-dibromobutane? Organic Modeling Lab V 3. Use fisher projection to draw all possible stereosiomers for 2,3-dibromopentane Possible isomers Fisher Projection Picture for the model you bulit Paste your picture here Isomer 1 C2:R C3:R Isomer 2 Paste your picture here C2:S C3:S Isomer 3 Paste your picture here C2:R C3:S Isomer 4 Paste your picture here C2:S C3:R Organic Modeling Lab V Check the models you built above, and answer the following questions: Question 1: Are isomer 1 and 2 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers? Question 2: Are isomer 2 and 3 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers ? Question 3: Are isomer 3 and 4 mirror images? Are they superimposable to each other? Are they enantiomers or diastereomers? Are they identical? Question 4: How many stereoisomers do you have for 2,3-dibromopentane? Organic Modeling Lab IV Part IV Conformation and isomers Name: 1 Draw the structures of two stereoisomers for 1,3-dimethylcyclohexane using wedge and dash line Structure for isomer A Structure for isomer B Question 1: Give IUPAC name for the two isomers: Isomer A: Isomer B: Question 2: Can you tell me why A and B are not conformations but isomers? Organic Modeling Lab IV 2 Draw two different chair conformations for model isomer A Conformation 1 for isomer A (A1) Conformation 2 for isomer A (A2) Question 3: Which conformation is more stable for isomer A? Why? 3. Draw two different chair conformations for model isomer B Conformation 1 for isomer B (B1) Conformation 2 for isomer B (B2) Question 4: Which conformation is more stable for isomer B? Why? Organic Modeling Lab IV 4 Build up the two chair conformations you draw for isomer A and B using the modeling kit. Paste the picture in here Chair Conformation A1 Paste the picture in here Chair Conformation A2 Paste the picture in here Chair Conformation B1 Paste the picture in here Chair Conformation B2 Question 5: Can you convert from A1 to A2 or B1 to B2? How? Question 6: Can you convert A1 to B1? How? Question 7: What is the relationship of A 1 and B1, A1 and A2, B1 and B2, A2 and B2? Experiment 8: Thin Layer Chromatography Post-Laboratory Questions Name: 1. In what order (from top to bottom) would you expect to find naphthalene, butyric acid and phenyl acetate on a silica gel TLC plate developed with dichloromethane? 2. Arrange the following in order of increasing Rf with TLC: acetic acid, acetaldehyde, 2actanone, decane, and 1-butanol. 3. What will be the appearance of a TLC plate if a solvent of too low polarity is used for the development? A solvent of too high polarity? Experiment 8: Thin Layer Chromatography Pre-Laboratory Questions Name: 1. Consider a sample that is a mixture composed of biphenyl, benzoic acid, and benzyl alcohol. The sample is spotted on a TLC plate and developed in a hexanes/ethyl acetate solvent mixture. Predict the relative R f values for the three compounds in the sample. 2. Consider the following silica gel TLC plate of compounds A, B, and C developed in hexanes: a. Determine the R f values of compounds A, B, and C run on a silica gel TLC plate using hexanes as the solvent b.Which compound, A, B, or C, is the most polar? c. What would you expect to happen to the R f values if you used acetone instead of hexanes as the eluting solvent?
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Organic Modeling Lab V

Part V Stereoisomers

Name:

1 Draw two stereosiomers in fisher projection for 1-bromo-1-chloroethane

Fisher projection for isomer 1

Paste the picture in here

Model made for isomer 1

Fisher projection for isomer 2

Paste the picture in here

Model made for isomer 2

Question 1: Are these two mirror images to each other? Are they enantiomers or diastereomers?

They are mirror images,they are enantiomers since a pair of the group are interchangeable at the chiral Carbon.

Organic Modeling Lab V
2. Draw all four possible stereosiomers in fisher projection for 2,3-dibromobutane
Possible
isomers

Fisher Projection

Isomer 1

C2:R C3:R

Isomer 2

C2:S C3:S

Isomer 3

C2:R C3:S

Isomer 4

C2:S C3:R

Picture for the model you built

Organic Modeling Lab V

Check the models you built above, and answer the following questions:
Question 2: Are isomer 1 and 2 mirror images? Are they superimposable to each other? Are they enantiomers
or diastereomers?

Isomers 1 and 2 are mirror images. They are non-superimposable to each other hence they are
enantiomers.

Question 3: Are isomer 2 and 3 mirror images? Are they superimposable to each other? Are they enantiomers or
diastereomers ?

Isomers 2 and 3 are not mirror images, they are non-superimposable and they are diastereomers.

Question 4: Are isomer 3 and 4 mirror images? Are they superimposable to each other? Are they enantiomers or
diastereomers? Are they identical? What do we call isomer 3 or 4?
Isomers 3 and 4 are mirror images. They are super-imposable hence they are identical. They are called
mesoform

Organic Modeling Lab V

Question 5: How many stereoisomers for 2,3-dibromobutane.
There are 4 stereoisomers in 2,3-di...


Anonymous
Very useful material for studying!

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