(Ol) Chapter 11: Amines And Nitrogen Containing Compounds

Front 1

Properties of Nitrogen

Back 1

All compounds containing nitrogen will react the same way

Front 2

Nitrogen connected to four groups

Back 2

Nitrogen connected to four groups will have a positive charge

Front 3

Naming Amines

Back 3

N should be placed on substituents that are attached to nitrogen. There should be multiple Ns for each group. If the amino is the highest priority, -amine should be placed at the end of the name. If it is not the highest priority, the word -amino should be used to designate

Front 4

Ten Nitrogen containing compounds

Back 4

1. Carbamates 2. Isocyanites 3. Urethanes 4. Polyurethanes 5. Enamines 6. Imines 7. Nitriles/cyanide 8. Diazo Compounds 9. Nitrenes 10. Azide

Front 5

Amine boiling points/hydrogen bonding

Back 5

Since they are not as electronegative as oxygen, then have a lower boiling point than alcohols/they do not engage in hydrogen bonding

Front 6

Nitrogen and Aromatic compounds

Back 6

Nitrogens that are attached to aromatic rings will be less reactive

Front 7

Reaction: NH3 + CH3Br

Back 7

Ammonia will react with alkyl halides in a substitution reactions in which the alkly group will attach to the CH3 group. A base will then deprotonate the chain leaving a CH3NH2 group

Front 8

Gabriel Synthesis

Back 8

this is one way to create an alkyl amine- an alkane tha is attached to amine. when a diol is combined with an ammonia the NH3 group will attach to the two hydroxy groups and diplace them. Then if you add an alkyl halide, the nitrogen will displace the haldie group and the entire chain will attach to what was on the diol. Then if you add a base (NaOH) the alkane and amine will come off leaving an alkly amine

Front 9

Effect of Zn with dilute HCl

Back 9

this will turn a nitro group -NO2- to an amine -NH3. This reduces and then protonates

Front 10

LAH effect on nitrile

Back 10

LAH is a very good reducing agent and will remove the double bond to the carbon and the R group

Front 11

Acetone + NH3

Back 11

double bond of the oxygen will be removed and replaced with NH2

Front 12

Effect of MeI and Ag2O on amide groups

Back 12

These will result in a Hoffman elimination in which the amine group is removed and double bond is formed. Remember, hoffman will create a double bond to the outside.

Front 13

enamines

Back 13

amine group attached to C=C

Front 14

imines

Back 14

contain nitrogen-carbon double bonds (R)2-C=NR

Front 15

nitriles/cyanides

Back 15

Carbon-nitrogen triple bond

Front 16

Azide has...?

Back 16

N3

Front 17

as molecular weight of amines increases, so does the ___

Back 17

BP

Front 18

e-donating ______ basicity while e-withdrawing _________ basicity

Back 18

Increase Decrease due to the stabilization of the charge