chapter 11: amines

Chemistry 3060 with Chung at Bowling Green State University

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By: Benjamin Wagner
Created: 2011-05-02
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How do you name an amine using the common system?

name the alkyl groups on the nitrogen first and then add the base name of "amine" e.g. methylamine, diethylamine, diethylmethylamine

methylamine

diethylamine

diethylmethylamine

3-aminopentane

2-methylaminopropane

dimethylaminocyclohexane

1-hexanamine

2-hexanamine

N-ethyl-N-methyl-2-butanamine

aniline

N,N-dimethyl-p-nitroaniline

pyridine

pyrrole

How do you name an amine using the IUPAC system?

In the IUPAC system, amines are names as an amino group substituent of a carbon chain. Name the amino group first and then add the base name of the carbon chain. e.g. 3-aminopentane

How do you name an amine using the Chemical Abstracts system?

Amines are named similar to the nomenclature of alcohols. Name the position of the amine first, then the carbon chain (subtract the "e" ending), and then add the ending "amine." e.g. (amine positn)+(alkyl group - "e")+("amine" ending) so 1-hexanamine

True or false: Primary and secondary amines have higher b.p.,m.p.'s, and H2O solubility b/c they have the ability to H-bond with themselves.

True

Which is a more polar bond, N--H or --OH? Which has a lower boiling point?

---OH is a more polar bond, therefore amines have lower boiling points than alcohols.

Organize these in order from highest to lowest boiling points: H3C---CH3; H3C---OH; H3C---NH2

Highest: H3C---OH
Mid: H3C---NH2
Lowest: H3C---CH3

Ammonium salts can be created from which process?

multiple alkylation reactions of an amine with an alkyl halide resulting in a quatranary amine that has a (+) charge on the the nitrogen product and (-)charge on the corresponding halide product

Base strength (increases/decreases) with the presence of electron donating groups.

Base strength increases with the presence of electron donating groups.

Base strength (increases/decreases) with the presence of electron with-drawing groups.

Base strength decreases with the presence of electron with-drawing goups.
(so they would have the opposite effect on acid strength)

Electron (donors/withdrawers) stabilize the positive charge of a conjugate acid.

Electron donors stabilize the positive charge of a conjugate acid.

I. is a stronger base because of the presence of the ---OCH3 as an electron donating group, which provides for resonance stabilization of the conjugate acid.

Rank the following from strongest to weakest in terms of basicity: alkylamines, anilines, and amides

strongest > middle > weakest
alkyl amines > anilines > amides

Amides are generally unreactive in acid-base reactions with which two groups?

Amides are generally too weak to act as bases in acid base reactions and thus do not react with carboxylic acid and even strong acids such as HCl.

About this deck

By: Benjamin Wagner
Created: 2011-05-02
Size: 26 flashcards
Views: 2

About StudyBlue

“I have been getting MUCH better grades on all my tests for school. Flash cards, notes, and quizzes are great on here. Thanks!”
Kathy