CHE 3332: Organic Chemistry 2 - Week 13 Resource Reminder that virtual group tutoring for this class will be every Wednesday from 5:30-6:30 pm and you can reserve your spot by making an appointment at baylor.edu/tutoring. This resource will cover Chapter 23. If you want to review prior chapters, see past resource here: https://www.baylor.edu/support_programs/index.php?id=967950

Ch 23: Amines Types of Amines – the number of R groups corresponds to the name

How to make amines

• From an alkyl halide – use cyanide and reduction (review)

• From a carboxylic acid & amide (review)

• From a benzene – makes an aniline

• Selectively reduce nitro group with an aldehyde is present

• Alkylate ammonia via substitution

• From an azide

• Gabriel Synthesis – start with phthalimide and make a primary amine

• Reductive Amination – start with ketone/aldehyde to make any time of amine

Azide:

Reactions with amines

• Acylation of amine – make an amide

• Hofmann Elimination – make an alkene and favor the less substituted carbon

Reactions with nitrous acid

• Secondary amine and nitrous acid

• Primary amine and nitrous acid (diazotization)

o If the R group is an aryl, then an aryl diazonium salt is made

Nitric acid: HNO3

Nitrous acid:

HNO2

• Sandmeyer Reaction – use a copper salt and a diazonium salt

• Schiemann Reaction – add a fluorine in place of a diazonium salt

• Additional reactions with amines

Practice Quiz

1. How can this be made?

2. Predict the product:

3. Propose a synthesis:

Practice Quiz Answers: 1.

2.

3.

I hope that the organic chemistry II resources I shared with you this semester were helpful and efficient in addressing your academic needs. As we approach the end of the fall semester, I would like to let you know that there will be one more resource for this class next week, which will help you review the material for your final exam. All resources for this semester can be found here: https://www.baylor.edu/support_programs/index.php?id=967950 Also, please do not forget that the week of November 16 - 20 is the last week where group tutoring sessions will take place. If you wish to attend the last session, please make sure you check out the tutoring center website (https://www.baylor.edu/tutoring) and follow the instructions to register for group tutoring.