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Jenkins - Workbook for Organic Chemistry 1/e (Homework)

Chris Read

W.H. Freeman, section 1, Fall 2011

Instructor: Mr. Freeman

Current Score : 0 / 15

Due : Saturday, September 10, 2011 07:00 PM EDT

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Assignment Submission

For this assignment, the number of submissions for each answer box is counted independently. The number of submissions remaining changes only if you submit a new or changed answer.

1. –/6 points Notes Question: JenkinsOrg1 1.1.1.
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0/1 0/1 0/1 0/1 0/1 0/1
0/50 0/50 0/50 0/50 0/50 0/50
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0/6
 
Seldane™ is a major drug for seasonal allergies:
**structure of Seldane**

(a) Complete the molecular formula: C__H__NO2.

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(b) Draw all the lone electron pairs.

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(c) Which orbitals overlap to form the covalent bonds indicated by arrows a and b? (Separate items in a list with a ",".)
a

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b

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(d)
(1) What is the hybridization state of both oxygens?

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(2) What is the hybridization state of the nitrogen?

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2. –/3 points Notes Question: JenkinsOrg1 5.2.1.
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0/1 0/1 0/1
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0/3
 
Draw the structural formula of the major organic product(s). Show stereochemistry where appropriate. (Omit all hydrogen atoms from your answer.)
(a) **reaction scheme 1**

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  1. Click Open MarvinSketch.
  2. Use MarvinSketch to draw the
    chemical structure.
  3. Click Finished when you are done.
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(b) **reaction scheme 2**

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  1. Click Open MarvinSketch.
  2. Use MarvinSketch to draw the
    chemical structure.
  3. Click Finished when you are done.
Open MarvinSketch


(c) **reaction scheme 5**

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  1. Click Open MarvinSketch.
  2. Use MarvinSketch to draw the
    chemical structure.
  3. Click Finished when you are done.
Open MarvinSketch

Your work in question(s) will also be submitted or saved.
3. –/3 points Notes Question: JenkinsOrg1 5.3.8.
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1 2 3
0/1 0/1 0/1
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0/3
 
Supply a reagent or sequence of reagents that will effect the following conversion. (Select "none" if no further reagents are needed.)
**reaction 12**

1° reagent
    
2° reagent
    
3° reagent
    

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4. –/3 points Notes Question: JenkinsOrg1 5.4.1.
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0/3
 
solving a reaction mechanism
Outline a detailed mechanism for each of the following. No other reagents than those given are necessary. (Use electron-flow arrows to indicate the movement of electrons in the template to the left of the reaction arrow, then modify the template to the right of the reaction arrow to show the resulting product(s). Assign bond orders, lone pairs, radicals, and charges as appropriate. Do not add atoms to or remove atoms from the template.)
**reaction scheme 1**
step 1/3

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