Transcript Houseknecht_Charlotte01

ORGANIC CHEMISTRY
TEXTBOOKS AND ONLINE
HOMEWORK SYSTEMS
Justin Houseknecht (Wittenberg University, Ohio)
Overview

Eight best-selling organic textbooks
 Listed
on next slide
 Focus on organization

Corresponding online homework systems
 Cengage’s
OWL – McMurry
 McGraw Hill’s Connect Plus – Carey, Smith
 Pearson’s Mastering Chemistry – Bruice, Wade
 Wiley’s Wiley Plus – Klein, Solomons
 Sapling Learning – any, McMurry
 Web Assign – any, McMurry
Which textbook do you currently use?
1.
2.
3.
4.
5.
6.
7.
8.
9.
Bruice, 7th ed
Carey, 9th ed
Klein, 1st ed
Loudon, 5th ed
McMurry, 8th ed
Smith, 4th ed
Solomons, 11th
Wade, 8th ed
other
11%
11%
11%
11%
11%
11%
11%
1
11%
11%
2
3
4
5
6
7
8
9
Organizational Overview
Book
Nomenclature
First RxN
Bruice
Consolidated
Alkenes
Carey
Distributed
Substitution
Klein
Distibuted
Substitution
Loudon
Distributed
Alkenes
McMurry
Distibuted
Alkenes
Smith
Distributed
Substitution
Solomons
Distributed
Substitution
Wade
Distributed
Substitution
Chirality
before
reactions
before
reactions
before
reactions
Spectroscopy
before
carbonyls
after
aromatics
before
aromatics
before
after alkenes
aromatics
before
before
reactions
aromatics
before
before
reactions
aromatics
before
before
reactions
aromatics
before
before
reactions
aromatics
Aromatics
after
carbonyls
before
carbonyls
before
carbonyls
before
carbonyls
before
carbonyls
before
carbonyls
before
carbonyls
before
carbonyls
Carbonyls
NAS before
addition
Addition
before NAS
Addition
before NAS
Addition
before NAS
Addition
before NAS
Addition
before NAS
Addition
before NAS
Addition
before NAS
Do you currently teach nomenclature
1.
2.
Consolidated –
Bruice
Distributed – others
50%
1
50%
2
Nomenclature


What are the pros and cons of teaching
nomenclature as a single unit instead of the
distributed model?
Other textbooks with the consolidated approach?
Which statement describes you?
1.
25%
2.
25%
3.
25%
4.
25%
I currently teach nomenclature consolidated and am
no more likely to change now than before.
I currently teach nomenclature consolidated and am
now considering a distributed approach.
I currently teach nomenclature distributed and am no
more likely to change now than before.
I currently teach nomenclature distributed and am
now considering a consolidated approach.
Do you currently teach the first reaction
type as:
1.
2.
Alkenes – Bruice,
Loudon, McMurry
Substitution - others
50%
1
50%
2
First reaction type


What are the pros and cons of teaching alkenes
before substitution – elimination reactions?
Other textbooks that present alkene reactions first?
Which statement describes you?
1.
25%
2.
25%
3.
25%
4.
25%
I currently teach alkenes first and am not
considering change now more than before.
I currently teach alkenes first and am
considering change now more than before.
I currently teach substitution first and am not
considering change now more than before.
I currently teach substitution first and am
considering change now more than before.
Do you currently teach chirality:
1.
2.
After alkene
reactions – Loudon
Before reactions others
50%
1
50%
2
Chirality


What are the pros and cons of teaching chirality
after alkene reactions?
Other textbooks that introduce chirality after alkene
reactivity?
Which statement describes you?
1.
25%
2.
25%
3.
25%
25%4.
I currently teach alkenes before chirality and
am not more likely to teach chirality first now.
I currently teach alkenes before chirality and
am now more likely to teach chirality first.
I currently teach chirality before reactions and
am not more likely to teach alkenes first now.
I currently teach chirality before reactions and
am now more likely to teach alkenes first.
Do you teach spectroscopy:
1.
2.
3.
After aromatics and
before carbonyls –
Carey
Before aromatics
and carbonyls –
others
Lab topic only
33%
1
33%
2
33%
3
Spectroscopy



What are the pros and cons of teaching
spectroscopy in lecture?
What are the pros and cons of teaching
spectroscopy after aromatics rather than prior to
aromatics?
What other textbooks approach this in a unique
manner?
Which statement describes you?
1.
20%
2.
20%
3.
20%
4.
20%
5.
20%
I am unlikely to change how I teach spectscopy
based on this discussion.
I am now more likely to start teaching spectroscopy
after aromatics.
I am now more likely to start teaching spectroscopy
before aromatics.
I am now more likely to start teaching spectroscopy
in lecture.
I am now more likely to stop teaching spectroscopy in
lecture.
Do you currently teach aromatics:
1.
2.
After carbonyls –
Bruice
Before carbonyls others
50%
1
50%
2
Aromatics


What are the pros and cons of teaching aromatics
after carbonyl chemistry?
What other textbooks introduce aromatics after
carbonyl chemistry?
Which statement describes you?
25%
25%
1.
2.
25% 3.
25% 4.
I teach aromatics before carbonyls and am
not more likely to teach carbonyls first now.
I teach aromatics before carbonyls and am
now more liokely to teach carbonyls first.
I teach carbonyls before aromatics and am
not more likely to teach aromatics first now.
I teach carbonyls before aromatics and am
now more likely to teach aromatic first.
Do you currently teach carbonyls:
1.
2.
3.
CA’s  Ald/Ket 
a-carbonyls - Bruice
Ald/Ket  CA’s 
a-carbonyls - others
Ald/Ket 
a-carbonyls  CA’s
33%
1
33%
2
33%
3
Carbonyls



What are the pros and cons of teaching carboxylic
acids and their derivatives before aldehydes and
ketones?
What are the pros and cons of teaching a-carbonyl
reactions before carboxylic acids and their
derivatives?
What other textbooks have unique approaches to
carbonyl chemistry?
Which statement describes you?
25%
1.
25% 2.
25% 3.
25% 4.
I am not considering a change in how I teach
carbonyl chemistry based on this conversation.
I am now considering teaching CA’s and their
derivatives first.
I am now considering aldehydes and ketones
first.
I am now considering teaching a-carbonyl
chemistry before CA’s and their derivatives.
Other Unique Features

Green Chemistry
 Bruice,

Combinatorial Chemistry
 Carey

Loudon, McMurry, Smith, Wade
and McMurry
Mid-text Introduction of MO Theory
 Carey
and Smith
Online Homework Systems


Relevance
Examined Aldehydes and Ketones chapters of:
 Cengage’s
OWL – McMurry
 McGraw Hill’s Connect Plus – Carey, Smith
 Pearson’s Mastering Chemistry – Bruice, Wade
 Wiley’s Wiley Plus – Klein, Solomons
 Sapling Learning – any, McMurry
 Web Assign – any, McMurry
What online homework system do you
currently use?
1.
2.
3.
4.
5.
6.
7.
OWL (Cengage)
Connect Plus (McGrawHill)
Mastering Chemistry
(Pearson)
Wiley Plus (Wiley)
Sapling Learning
Web Assign
None
14%
1
14%
14%
14%
14%
2
3
4
5
14%
14%
6
7
Quantitative Results
Nomenclature
Provide
Products
Provide
Reagents
Classify
ID Unknowns
Equilibrium
Random?
OWL
Sapling
yes
no
yes
no
yes
no
yes
no
yes
no
yes
no
2
15
10
11
1
11
9
1
16
1
22
4
2
13
5
3
4
1
Web
Assign
Wiley
Plus
2
20
54
60
128
62
5
10
3
4
6
Mastering
Chemistry
Connect
42
11
159
26
28
14
20
31
2
7
1
Quantitative Results (cont)
Random?
Mechanism
OWL
Sapling
Web
Assign
yes
Wiley
Plus
Mastering
Chemistry
Connect
54
no
10
5
1
11
59
11
Structural
no
18
1
5
15
24
Spectroscopy
no
6
3
10
28
5
10
Relative
Reactivity
no
6
1
4
3
6
Optical
Rotation
no
54
27
Multistep
Synthesis Steps
4
3
yes
no
32
15
40
4
84
(Non)Unique Features



Randomized questions
Hints and feedback
Improved student outcomes
Unique Features

OWL (Cengage)
 Instruction
oriented – Simulations and Tutorials
 Very little synthesis practice
 Easy to use / few choices
 Includes many end-of-chapter questions

WileyPLUS
 Opposite
OWL – 32 RANDOM synthesis questions
 14 random mechanism questions + linked mechanisms
 Includes most book questions, all test bank questions
Unique Features

Connect and LearnSmart (McGraw-Hill)
 Connect
is mostly book questions, but not all questions
from book are included
 More multiple choice
 Drawing interface was frustrating
 LearnSmart useful for student self-assessment

Mastering Chemistry (Pearson)
 Primarily
book and test bank questions
 Apparently no random items, but easy to pool
Unique Features

Sapling Learning
 Between
OWL and WileyPLUS
 Answers not available online (?)
 Well-balanced

Web Assign
 Rather
limited wrt mechanism and synthesis
Conclusions


Most are highly viable options with OWL and
WileyPLUS impressing me the most.
I’m happy to show anyone around these systems
later today or tomorrow.
Acknowledgments




Kevin Bond, Wittenberg class of 2014
Zach Gamble, Sapling Learning
Sean Hickey, University of New Orleans, WileyPLUS
Stephanie Kahle, McGraw Hill