EXP 15: Aniline

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45 Terms

1

Indigo

The word “aniline” was derived from the Spanish word meaning ___.

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2

Nitrobenzene (C6H5NO2)

The reduction of what compound makes aniline in large quantities?

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3

Aniline (C6H5NH2)

What is the compound whose properties are determined in this experiment?

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4

Colorless

When freshly prepared, what color is aniline?

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5

Dark brown or red

Over time, what color does aniline become due to oxidation?

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6

False; Analine is insoluble in water but soluble in organic solvents

True or False: Analine is soluble in water.

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7

Basicity

What is the name of (Part 1)?

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8

Distilled Water (di. H2O)

(Part 1) What is added to aniline (C6H5NH2)?

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9

Anilinium Hydroxide (C6H5NH3OH)

(Part 1) What is the organic product formed from the reaction between aniline and distilled water?

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10

Colorless

(Part 1) What is the color of the organic product formed from the reaction between aniline and distilled water?

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11

No Change (Analine is a weak base)

(Part 1) What happens to the litmus paper when tested in the solution of aniline and distilled water?

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12

True

True or False: A water suspension of aniline contains a sufficient concentration of OH- to precipitate slight by soluble metallic hydroxides.

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13

Ferric Chloride (FeCl3)

(Part 1) What is added after the reaction between aniline and distilled water?

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14

Anilinium Chloride (C6H5NH3Cl)

(Part 1) What is the organic product formed from the reaction between anilinium hydroxide and ferric chloride?

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15

Reddish-Brown

(Part 1) What color is the organic product formed from the reaction between anilinium hydroxide and ferric chloride?

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16

Salt Formation

What is the name of (Part 2)?

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17

Salts

When with acids, what does aniline form?

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18

Concentrated Hydrochloric Acid (Conc. HCl)

(Part 2) What is added to aniline?

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19

Anilinium Chloride (C6H5NH3Cl)

(Part 2) What is the salt formed from the reaction between analine and hydrochloric acid?

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20

Separation Layer (Upper: White Salt Ring of Anilinium Chloride Crystals, Bottom: Brown Solution)

(Part 2) What is observed after hydrochloric acid was added to analine?

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21

Effect of NH2 Group on Substitution in the Benzene Ring

What is the name of (Part 3)?

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22

Tri-substitution products

When halogens act upon aniline in water solution, what is formed?

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23

Tribromoaniline

Bromine-water with aniline gives __.

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24

Bromine Water (Br2 * H2O)

(Part 3) What is added to aniline?

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25

Clear yellow solution and insoluble globules of bromine

(Part 3) What is the observed reaction of the solution of bromine water and aniline?

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26

2,4,6-tribromoaniline (C6H2Br3NH2)

(Part 3) What is the organic product formed from the reaction between bromine water and aniline?

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27

Diazotization

What is the name of (Part 4)?

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28

Dissolving the amine in dilute aqueous acid and adding aqueous sodium nitrate

What is the process of converting the salt of an aromatic primary amine to the corresponding diazomium salt?

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29

Concentrated Hydrochloric Acid (Conc HCl) & 5% Sodium Nitrite Solution (NaNO2)

(Part 4) What are the reagents added to aniline to create the diazomium salt?

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30

Minimize decomposition of diazonium salt and nitrous acid

Why is the temperature kept low in (Part 4)?

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31

Colorless

(Part D) What should the solution look like?

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32

Benzenediazonium Chloride (C6H5ClN2)

(Part D) What is the diazomium salt formed?

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33

Formation of Phenol

What is the name of (Part 5)?

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34

Heated

(Part 5) What is done to the diazotized analine?

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35

Phenol (C6H5OH)

(Part 5) What is the organic compound resulted from the heating of the diazotized aniline?

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36

Glue/Paste-Like Odor

(Part 5) What is the odor resulted from heating the diazotized aniline?

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37

Nitrogen Gas (N2)

(Part 5) What is the gas resulted from the heating of the diazotized aniline?

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38

Reddish/Pinkish

(Part 5) What color does the solution turn after heating the diazotized aniline?

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39

Coupling & Formation of Dyes

What is the name of (Part 7)?

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40

Phenol (C6H5OH) & Resorcinol (C6H4(OH)2)

(Part 7) What are the two compounds that diazotized aniline is added to?

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41

8 N Sodium Hydroxide (NaOH)

(Part 7) What is added as a catalyst?

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42

Bright Yellow Precipitate; Yellow Solution

(Part 7) What is observed in the test tube with phenol and aniline (and sodium hydroxide)?

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43

Bright Orange Precipitate; Orange Solution

(Part 7) What is observed in the test tube with resorcinol and aniline (and sodium hydroxide)?

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44

p-hydroxyazobenzene (C12H10N2O)

(Part 7) What is the organic product formed between the diazotized aniline and phenol?

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45

2,4-dihydroxyazobenzene (C12H10N2O2)

(Part 7) What is the organic product formed between the diazotized aniline and resorcinol?

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