Ryan Murelli

The Group

Research Overview

Open Positions

Course Information

Brooklyn College Chemistry Department

Ph.D. in Chemistry at CUNY Graduate Center

Organic II

Tutoring Information/Hours

Learning Center


Fall 2017

Lecture Videos (Fall 2014 playlist, Spring 2015 playlist)

Fall 2017 Videos

As was described in the first day of class, lectures this semester will focus on skill development and not necessarily covering all of the material. You should watch previous lectures on the material before coming to class.

Part 1. Alcohols, Ethers and Epoxides

Refresher on Organic I (Organic I playlist)

Please watch the following videos on alcohols (10-1-13, 2-3-16, 2-17-16)



I have previously reordered the course information from the ether and epoxide chapter (Chapter 11) to coincide with alcohols, alkenes and carbonyls, as I think they flow better this way. Thus, I will spend a class on the material in Chapter 11.

9-11-17 (Not Available)

Supplement Problems to your book.

Worksheets (4, 5, 6)

Past Quizzes, see:

Fall 2011. 3a, 3b, 3c, 3d, 3e,Answers 3a, 3b, 3c, 3d, 3e

Fall 2012. 3a, 3b, 3c, 3d, 3e, 3f,

Fall 2013. 3a, 3b, 3c, 3d, 3e, 3f, 3g


Part 2. Reactions of Carbonyls

Watch Ketone Vids and Read Ch. 16 before Class on 9-18

(2-22-16, 10-29-13, 10-31-13, 11-5-13, )

9-13-17 (video)

9-18-17 (video)

9-25-17 (video)

Watch Carboxylic Acid vids and read Ch. 17/18 before Class on 9-27

(9-8-14, 9-10-14)

9-27-17 (video)

10-2-17 (video)

Watch Enolate/Enamine Vids before 10-4 (9-15-14, 9-17-14, 3-28-2016, 3-30-2016)

10-4-17 (video)

Supplemental Problems to Your Book

Worksheets (7, 9)

Past Quizzes

F2011 (4a, 4b, 4c, 4d, 4e)

F2012 (4a, 4b, 4c, 4d, 4e, 4f)

F2013 (4a, 4b, 4c, 4d, 4e, 4f)


Exam Prep and Exam

10-11-17 (video)

10-14-17 - EXAM 1 (Answer Key)


Part 3. Enolates

Enolate (3-28-2016, 3-30-2016)


Part 4. Conjugated Systems and Reactions of Benzene

Watch the following videos by 10-23:

Claisen/Aromaticity (4-13-2016) <-- start 50 minutes in.

Aromaticity/Reactions of Benzene (4-18-2016)

Reactions of Benzene (4-20-2016)

Classes (10-23-17, 10-25-17, 11-1-17)


Part 5. Pericyclic Reactions

Dienes and Diels Alder (9-24-2014)

Diels-Alder and 3,3-Sigmatropic (10-15-2014)

Diels Alder and Sigmatropic (2-25-2015)

For Quiz #4, you should be able to predict stereochemistry/regiochemistry of Diels-Alders and 3,3-Sigmatropic Rearrangments. We will focus on this in class this week.

For Practice, See Quiz 2 from Fall 2014 and relevant parts from Quiz 2 Spring 2015.

'How to' Diels-Alder Lecture (11-6-17)

'How to' Claisen/Cope Lecture (11-8-17)


Exam 2 (11-20) (Answer Key)


Part 6. Amines

Watch the following Amine Video (5-9-2016) by Nov. 27th and see practive problems on amines here

Amine 1 (Amines as nucleophiles) (11-22-17)

Amine 2 (Amines to Electrophiles)(11-27-17)


Part 7. C-C Bond Forming

Watch the following C-C bond forming (5-11-2016) by Nov. 29th, and see practive problems on amines here

Metathesis (11-29-17)

Pd Cross-Coupling (5-4-17)

Quiz 5 will be Dec. 4-8th in recitation and will be focused on amine and transition metal catalyzed C-C bond forming. ___________________________

Part 8.

Overview of Polymers, Lipids, and Sugars (5-6-17)

For more info, see Sugars I (A, B), Lipids, and Polymers


FINAL EXAM, Wednesday Dec. 20th

Exam (Key)


List of Past Videos


2016 Videos

Introduction (2-1-2016)

Alcohol I (2-3-2016)

There were issues with recording videos for alcohols and ethers on 2-8-2016 and 2-10-2016. For a supplemental classes dealing with this material, see the following (10-1-13; 10-17-13).

Alcohols/Ethers/Epoxides (cont.) (2-17-16)

Carbonyls I (2-22-16)

Due to technical issues, two additional classes were not recorded. Please see the following for supplements:

(Intro, Part II, Part III)

Carbonyl Conclusion and Mechanism Discussion:

(3-2-2016 (a, b))

Mechanism and Synthesis (3-7-2016)

Enolate I (3-28-2016)

Enolate II (3-30-2016)

Dienes /Diels-Alder (4-4-2016)

Diels-Alder II (4-6-2016)

Cope/Claisen (Upload issues)

Claisen/Aromaticity (4-13-2016)

Aromaticity/Reactions of Benzene (4-18-2016)

Reactions of Benzene (4-20-2016)

Reaction of Amines (5-9-2016)

Metal-Catalyzed C-C Bond Formation (5-11-2016)

Metal C-C BF/ Polymer (5-17-2016)

Final Exam Review (5-19-2016)

Quiz/Exam Material

Fall 2014

Quiz 1 (A, B, C, D, Key)

Quiz 2 (A, B, C, D, Key)

Exam 1 (Key, Breakdown)

Quiz 3 (A, B, Key)

Quiz 4 (A, B, C, Key)

Exam 2 (Key <--- mistake on question 3D on key)

Quiz 5 (A, B, C, Key)

Final Exam (Key)

Spring 2015

Quiz 1 (Key)

Quiz 2 (A, B, C, D, E, Key)

Exam 1 (Key, Breakdown)

Exam 2 (Key, Breakdown)

Quiz 3 (A, B, C, D, E, Key)

Quiz 4 (B, C, D, E, Key)

Quiz 5 (A, B, C, D, E, Key)

Final Exam Practice

Spring 2016

Quiz 1 (A, B, C, D, E, Key)

Quiz 2 (A, B, C, D, E, Key)

Exam 1 (Key, Breakdown)

Exam 2 (Key, Breakdown)


Organic I refresher

Carboxylic Acids


Pericyclic Reactions



Metal-Catalyzed C-C Formation

Practice Problems for Biomolecules

For sugar problems, see Fall 2014 quiz 4

Additional Reading and Problems

James Howell Worksheets

Peptides and Amino Acids:

For Nov. 26th

Solid-Phase Peptide Synthesis

- For Starters Read "Synthesis of Polypeptides" (Chapter 27.5)

- For more in-depth, read the following:



Native Chemical Ligation

- For Starters


- For more in depth

Malins and Payne, "Recent Extensions to Native Chemical Ligation for the Chemical Synthesis of Peptides and Proteins" Current Opinion in Chemical Biology, 2014, 22, 70-78 (link) - You may need to go to library to access


Additional Resources

Khan Academy

Master Organic Chemistry

Advanced Organic Chemistry Problems