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Sorrell - Organic Chemistry 2/e (Homework)

James Finch

Chemistry - College, section 1, Fall 2019

Instructor: Dr. Friendly

Current Score : 10 / 11

Due : Thursday, January 23, 2020 20:00 EST

Last Saved : n/a Saving...  ()

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Question
Points
1 2 3 4 5 6
–/1 –/3 –/3 –/2 –/1 –/1
Total
10/11 (90.9%)

  • Instructions

    Organic Chemistry, 2nd edition, written by Thomas N. Sorrell and published by University Science Books, maintains all the innovative features of the first edition and focuses on the points of reactivities. This allows students to approach more and more complex molecules with enhanced understanding. The WebAssign component for this title links each question to the eBook and utilizes chemPad and Marvin JS for grading chemical notation and chemical drawings, respectively.

    Question 1 involves chemical structure drawing using Marvin JS with a given template that can be copied and modified by students.

    Question 2 is a multipart question using numerical answer blanks and chemPad for entering orbital hybridizations.

    Question 3 is another example of a multipart question combining Marvin JS, numerical, and chemPad answer blanks.

    Question 4 contains sets of compounds given as formulas and structures. Students will use chemPad to rank the compounds in each set using given labels.

    Question 5 uses a single set of compounds given as formulas. Students will use chemPad to rank the compounds using their formulas.

    Question 6 exhibits the use of Marvin JS to draw a specific intermolecular interaction between two molecules. This demo assignment allows many submissions and allows you to try another version of the same question for practice wherever the problem has randomized values.

Assignment Submission

For this assignment, you submit answers by question parts. The number of submissions remaining for each question part only changes if you submit or change the answer.

Assignment Scoring

Your last submission is used for your score.

1. –/1 points SorOrgChem2 2.3.001. My Notes
Question Part
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Organic sulfides are readily oxidized in vivo under oxidative conditions. For synthetic purposes we have to resort to harsher conditions, such as sodium metaperiodate (NaIO4) to selectively obtain sulfoxides and hydrogen peroxide (H2O2) to obtain sulfones. The Lewis structure of an oxidized sulfur compound can be considered to have at least two distinct resonance forms: one that strictly complies with the octet rule (which explains its high solubility in protic solvents) and one that employs an expanded octet (which explains its high solubility in aprotic solvents). Draw both resonance forms of dimethylsulfoxide ("DMSO"). The structure of the starting material is given as a template. Copy and modify it as needed. (Assign lone pairs, radical electrons, and atomic charges where appropriate.)
(No Response)
Marvin JS
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2. –/3 points SorOrgChem2 2.5.001. My Notes
Question Part
Points
Submissions Used
1 2 3
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0/100 0/100 0/100
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–/3
 
Consider the following skeletal structure of a hydrocarbon.

(a) How many σ bonds are there in this hydrocarbon?
(No Response) seenKey

20

(b) How many π bonds are there in this hydrocarbon?
(No Response) seenKey

1

(c) What is the hybridization state of the indicated carbon atom?

chemPad

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sp2
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3. –/3 points SorOrgChem2 2.6.001. My Notes
Question Part
Points
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1 2 3
–/1 –/1 –/1
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–/3
 
Draw the skeletal structure of the neutral molecule whose condensed formula is given below.
(a) PH2CH2CH2COCH3
(No Response)
Marvin JS


(b) How many understood lone pairs (of valence electrons) are contained in the molecule whose condensed formula is given above?
(No Response) seenKey

3

(c) Write the hybridization state of the oxygen.

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sp2
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4. –/2 points SorOrgChem2 2.8.001. My Notes
Question Part
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1 2
–/1 –/1
0/100 0/100
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–/2
 
Rank the following organic molecules from lowest to highest boiling point. (Use the letters to identify each molecule in the list and use the appropriate <, =, or > symbol to separate substances in the list.)
(a) CH3CH2CH2OH CH3CH2OH CH3OH
  A B C

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C < B < A

(b)
  A B C

chemPad

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C < B < A
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5. –/1 points SorOrgChem2 2.8.004. My Notes
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1
–/1
0/100
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–/1
 
Rank the following in order of increasing solubility in water. (Use the appropriate <, =, or > symbol to separate substances in the list.)
CH3CH2NHCH2CH3, CH3(CH2)3NH2, CH3(CH2)2CH3

chemPad

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CH3(CH2)2CH3 < CH3CH2NHCH2CH3 < CH3(CH2)3NH2
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6. –/1 points SorOrgChem2 2.8.006. My Notes
Question Part
Points
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1
–/1
0/100
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–/1
 
Draw the Lewis structure of two hydrogen-bonding methanol molecules. (Use the "Any" bond type to indicate non-covalent bonds.)
(No Response)
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