Organic Derivatives of Water Flashcards

1
Q

can be classified based on
the number of alkyl groups attached
to the carbon that contains the
hydroxyl group

A

alcohol

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2
Q

react with various oxidizing agents

A

primary and secondary alcohol

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3
Q

alcohols that are
unreactive, but most reactive to
nucleophilic substitution in Lucas
reagent

A

tertiary alcohol

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4
Q

quite reactive
to nucleophilic substitution

A

secondary alcohol

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5
Q

unreactive to
nucleophilic substitution

A

primary alcohol

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6
Q

only oxidized only by the
strongest oxidative agents

A

phenol

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7
Q

useful chemical
test for determining phenols from
alcohols

A

ferric chloride test

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8
Q

generally unreactive as it
has a very stable bond

A

ethers

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9
Q

organic derivatives of water include

A

hydroxyl
carbonyl
carboxyl
amine
ester
ether
thiol

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10
Q

materials and reagent needed for test of organic derivatives of water

A

1-butanol
2-butanol
2-methyl-2-propanol
cyclohexanol
ethylene glycol
Phenol
2-napthtol

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11
Q

Bayer’s reagent

A

KmnO4

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12
Q

Sodium dichromate

A

Na2Cr2O7

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13
Q

sulfuric acid

A

H2SO4

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14
Q

reagents needed

A

lucas reagent
Bayer’s reagent
1.00M Sodium dichromate
Sulfuric acid
Ferric Chloride
Distilled Water
1.00M NaOH
Iodine solution
sodium metal

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15
Q

equipment needed

A

Test tube
Pasteur pipettes

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16
Q

corrosive substances used

A

phenol
conc. sulfuric acid
sodium dichromate
NaOH

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17
Q

what to do
with corrosive substances

A

avoid skin contact

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18
Q

its vapor is toxic, so
avoid inhalation

A

diethyl ether

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19
Q

how many drops of the following are placed on separate dry test tube:

A

➢ 1-butanol
➢ 2-butanol
➢ 2-methyl-2-propanol
➢ Cyclohexanol
➢ Ethylene glycol
➢ Phenol
➢ 2-napthtol

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20
Q

procedures of solubility in water

A

2 mL of distilled water
shake and observe

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21
Q

procedures of acidic properties of alcohols (using sodium metal)

A

add a small piece of dry sodium metal
add 2 mL of each sample,
observe the rate of evolution of
hydrogen gas

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22
Q

test for solubility in NaOh

A

5 drops of NaOH
shake and observe solubility

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23
Q

Bayer’s oxidation

A

5 drops of Bayer’s reagent,
shake and observe

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24
Q

chromic acid oxidation

A

add 5 mL of Na2Cr2O7
2 drops of conc. H2SO4,
and add 2 drops of sample, observe.

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25
lucas test
add 2mL of Lucas reagent, add sample, seal the test tube shake and observe reaction
26
ferric chloride test
add small amount of sample add 1 mL of deionized water and add several drops of 2.5 M aqueous ferric chloride solution shake and observe reaction.
27
compounds tested that are soluble in water
1-butanol 2-methyl-2propanol ethylene glycol
28
what bonds do 1- butanol, 2-methyl-2-propanol and ethylene glycol have with water molecules
hydrogen bonds
29
where the water has a slightly positive charge on this
hydrogen
30
where the water has a slightly negative charge on these
oxygen
31
contains hydroxyl (-OH) group, which is the functional group responsible for its solubility in water, the oxygen atom in the hydroxyl group can form hydrogen bonds with water molecules, allowing 1-butanol to dissolve in water
1-butanol
32
contains a hydroxyl group, enabling it to form hydrogen bonds with water molecules. The presence of a branched alkyl group does not significantly affect its solubility since the hydroxyl group is the main determining factor
2-methyl-2-propanol
33
- is a diol, meaning it contains two hydroxyl groups. These hydroxyl groups can also form hydrogen bonds with water molecules, facilitating its solubility. Additionally, ethylene glycol has a small molecular size, further enhancing its solubility in water
ethylene glycol
34
not soluble in water compared to other alcohols due to it having a bulky cyclohexyl group attached to the hydroxyl (-OH) functional group.
cyclohexanol
35
introduces a significant nonpolar component to the molecule, making it less compatible with the polar nature of water
cyclohexyl group
36
The nonpolar nature of the cyclohexyl group makes this more hydrophobic, or waterrepellent.
cyclohexanol
37
qualities that can influence solubility and insolubility in water
presence of polar functional groups size and shape hydrophobicity
38
results of acidic properties of alcohol using sodium metal
1-butanol - positive 2-butanol - positive 2-methyl-2-propanol - positive
39
is an organic compound with a hydroxyl group bound to an aliphatic carbon atom
alcohol
40
this character of alcohol is revealed through its reactions with active metals.
acidic
41
reason of acidity of alcohol which decreases as the electron density on the oxygen atom increases
polarity of OH
42
primary alcohol that is more acidic than secondary and tertiary alcoho
1-butanol
43
exhibit a faster reaction when combined with the sodium metal and the evident release of hydrogen gas
primary alcohol
44
in this, there is a decrease in acidity strength due to the addition of alkyl group on carbon
tertiary alcohol
45
result of chromic acid oxidation
1-butanol - positive 2-butanol - positive 2-methyl-2-propanol - negative
46
* To test the oxidation of alcohol, the following are mixed together for the chromic oxidation test:
sodium dichromate (NaCr2O7) sulfuric acid (H2SO4)
47
products on oxidation depend on the type of alcohol:
primary secondary tertiary
48
tested positive in the chromic acid oxidation due to the disappearance of the redorange color of chromic acid and the formation of a blue-green color of the Cr (III) ion
1-butanol, 2-butanol,
49
formed if a sample is positive in the chromic acid oxidation
chromium (III) ion
50
as this oxidizes the C2O7 ions in the solution are reduced to chromium (III)
alcohol
51
showed resistance to oxidation by to the oxidizing agent
2-methyl-2-propanol
52
- demonstrated by the retention of the solution’s original color in chromic acid oxidation
negative reaction
53
process where the hydrogen atom in the -OH and the αhydrogen atom on the carbon atom to which the -OH is attached are removed to form a C=O bond
oxidation
54
does not contain an α-hydrogen, the C=O cannot be formed.
tertiary
55
- formed via the oxidation of secondary alcohols
ketones
56
formed via the oxidation of primary alcohols
aldehyde
57
result of lucas test
1-butanol - negative 2-butanol - positive 2-methyl-2-propanol - positive
58
its reactivity determines whether they are classified as primary, secondary, or tertiary. This is due to the substitution of a hydroxyl group produced from the provided alcohol in place of the chloride (Cl-) in the zinc-chloride bond.
Lucas test
59
after mixing the Lucas reagent with this, a change of color from colorless to slightly clear and white, respectively, was seen.
2-butanol and 2-methyl-2-propanol
60
remains colorless (no reaction) in Lucas test
1-butanol
61
the change of color of the solution from clear to cloudy suggests that this has been formed and therefore indicates a positive reaction for the Lucas test.
chloroalkane
62
- are the most reactive to nucleophilic substitution in the Lucas reagent
tertiary alcohol
63
are moderately reactive in Lucas reagent
secondary alcohol
64
are unreactive in Lucas reagent
primary alcohol
65
its mechanism starts when the OH group of alcohol is protonated by hydrochloric acid
nucleophilic substitution
66
is a stronger nucleophile than water (H₂O),
chlorine
67
formed in the nucleophilic substitution in the Lucas test
carbocation
68
immediately attacks the carbocation in the lucas test
chloride anion
69
formed after the chloride anion attacking the carbocation
alkyl chloride
70
is insoluble, making the solution murky
alkyl chloride
71
result of iodoform test
1-butanol - negative 2-butanol - positive 2-methyl-2-propanol - negative
72
is used to differentiate the ability of primary, secondary, and tertiary alcohols to undergo oxidation and form a yellow precipitate called iodoform (CHI3)
iodoform test
73
yellow precipitate that was formed in the iodoform test
iodoform (CHI3)
74
sample that has visible yellow precipitate
2-butanol
75
has no visible precipitate in the test
1-butanol and 2-methyl-2-propanol
76
did not show iodoform because of them lacking a methyl ketone group next to the carbonyl group
1-butanol
77
when iodine (I2) was allowed to react with these two compounds, it only produced a colorless solution without any precipitate.
1-butanol
78
the solution turning into a yellow color without any visible precipitate in it and thus inferring that tertiary alcohols does not give the iodoform reaction
2-methyl-2-propanol
79
- has shown a positive result indicated by the cloudy yellow precipitate seen in the test tube. Unlike 1-butanol, this has a methyl ketone group, which is essential for the iodoform to occur.
2-butanol
80
result of ferric chloride test
phenol - positive 2-napthol - negative
81
are organic substances that have an aromatic ring and a hydroxyl group directly connected
phenol
82
due to the phenol having this, phenol reacts with ferric chloride to produce colored compounds
enol group
83
what the phenol group interacts with to generate a colored complex, which is violet in color
ferric ion
84
is created in the ferric chloride test, , which results in various colored water soluble complex compounds, phenols react with ferric chloride solution to yield blue, violet, or green coloring.
ferric phenoxide
85
this hue in ferric chloride test suggest that it is produced by ortho, meta, or paracresol with resorcinol
violet or blue
86
gives green color
beta-naphthol
87
- gives pink color.
alpha-naphthol
88
forms a deep red colo
acetic acid and formic acid
89
demonstrated a negative reaction, as seen by its clear yellowish hue, ferric chlorideoriginal color.
2-naphthol