6 - organic Flashcards

(72 cards)

1
Q

What is the mechanism that involves substitution reactions?

A

Chlorination

Chlorination is a type of substitution reaction where a chlorine atom replaces a hydrogen atom in a compound.

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2
Q

What type of reaction occurs when UV light is applied in chlorination?

A

Free radical substitution

Free radical substitution involves the formation of free radicals that lead to the substitution of atoms in a molecule.

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3
Q

What is the first step in the initiation of chlorination?

A

Homolytic fission

Homolytic fission is the process where a bond breaks evenly, resulting in two free radicals.

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4
Q

What is the process of adding hydrogen across the double bond of an alkene called?

A

Hydrogenation

Hydrogenation typically requires a catalyst, such as nickel, and occurs under neat conditions.

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5
Q

What is the process of adding water as steam across the double bond of an alkene known as?

A

Hydration

Hydration reactions often use H3PO4 as a catalyst and occur under high pressure.

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6
Q

What occurs during the propagation step of a free radical reaction?

A

Two steps:
Cl* + CH4 → *CH3 + HCl
CH3 + Cl2 → CHCl + Cl

Propagation involves the continuous generation of free radicals, which further react in the process.

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7
Q

What is the termination step in a free radical reaction?

A

Combination of radicals

Termination occurs when two free radicals combine to form a stable product, effectively stopping the reaction.

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8
Q

What is the general reaction type for adding hydrogen halides across alkenes?

A

Electrophilic addition

Electrophilic addition involves the addition of electrophiles to the nucleophilic double bond of an alkene.

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9
Q

Fill in the blank: The catalyst used in hydration of alkenes is _______.

A

H3PO4

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10
Q

What type of compound is formed when an alkene reacts with hydrogen iodide?

A

Halogenoalkane

Haloalkanes are compounds containing one or more halogen atoms substituted for hydrogen in an alkane.

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11
Q

What is the product of the reaction between methane and chlorine under free radical conditions?

A

Chloromethane

Chloromethane is formed when a chlorine atom replaces a hydrogen atom in methane during chlorination.

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12
Q

True or False: Hydrogenation requires the presence of a catalyst.

A

True

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13
Q

What type of alkene is produced from the addition of hydrogen iodide?

A

Iodinated alkane

The addition of hydrogen iodide to an alkene results in an iodinated alkane.

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14
Q

What is the mechanism for adding halogens across a double bond?

A

Halogen addition involves adding halogens across the double bond.

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15
Q

What conditions are required for alkenes with manganate (VII) ions?

A

Cold, dilute, and acidified conditions are required for oxidising the alkene.

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16
Q

What type of acids should be used with alkenes and manganate (VII) ions?

A

Always use strong acids.

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17
Q

What is electrophilic addition?

A

Electrophilic addition involves the addition of electrophiles to alkenes.

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18
Q

What is a carbocation?

A

A carbocation is an intermediate in electrophilic addition.

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19
Q

What is Markovnikov’s rule?

A

In electrophilic addition of hydrogen halides to unsymmetrical alkenes, two products are formed: a major and a minor product.

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20
Q

What determines the major product in Markovnikov’s rule?

A

The major product forms the most stable carbocation intermediate, typically tertiary carbocations.

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21
Q

What is the stability order of carbocations?

A

Tertiary > Secondary > Primary.

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22
Q

What is a 1,2-diol?

A

A 1,2-diol is a compound with two hydroxyl groups on adjacent carbon atoms.

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23
Q

What is the role of alkyl groups in stabilizing carbocations?

A

Alkyl groups attract electron density, stabilizing the positive charge on the carbocation.

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24
Q

What are carboxylic acids considered?

A

Organic acids

Carboxylic acids are organic acids that typically have a -COOH group.

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25
What is the formula for propanoic acid?
C2H5COOH ## Footnote Propanoic acid is an example of a carboxylic acid.
26
Carboxylic acids end in which suffix?
-oic acid ## Footnote This suffix indicates the presence of a carboxylic functional group.
27
What is the general formula for alkanes?
CnH2n+2 ## Footnote Alkanes are saturated hydrocarbons with single bonds.
28
What type of bonds do alkanes form?
Non-polar bonds ## Footnote Alkanes primarily consist of C-C and C-H bonds, which are non-polar.
29
What happens to bromine water in the presence of alkenes?
Changes from orange to colorless ## Footnote This reaction indicates the unsaturation of alkenes.
30
What is the characteristic structure of aldehydes?
One carbon chain and a hydrogen atom ## Footnote Aldehydes contain the carbonyl group (C=O) at the end of the carbon chain.
31
Aldehydes typically end in which suffix?
-al ## Footnote This suffix denotes the presence of an aldehyde functional group.
32
What reagent is used to differentiate carbonyl compounds?
2,4-DNPH ## Footnote 2,4-DNPH (2,4-dinitrophenylhydrazine) is used to identify aldehydes and ketones.
33
What is the general structure of alcohols?
R-OH ## Footnote Alcohols contain a hydroxyl (-OH) group.
34
Why do alcohols have higher boiling points than alkanes?
Due to hydrogen bonding ## Footnote Alcohols can form hydrogen bonds, which increases their boiling points.
35
What is the simplest ketone?
Propanone ## Footnote Propanone is also known as acetone.
36
Ketones end with which suffix?
-one ## Footnote This suffix indicates the presence of a carbonyl group within the chain.
37
What characterizes alkenes?
Unsaturated C=C bond ## Footnote Alkenes contain at least one double bond between carbon atoms.
38
What type of reaction do alkenes undergo?
Addition reactions ## Footnote Alkenes can react with halogens and other reagents through addition mechanisms.
39
What distinguishes haloalkanes?
Presence of halogen bonded with an alkane ## Footnote Haloalkanes are derived from alkanes where one or more hydrogen atoms are replaced by halogen atoms.
40
What mechanism involves a two-step process for halogenoalkanes?
Nucleophilic substitution ## Footnote This mechanism often involves the attack of a nucleophile on the electrophilic carbon.
41
What types of haloalkanes exist based on the carbon's substitution?
Primary, secondary, and tertiary ## Footnote The classification depends on the number of carbon atoms bonded to the carbon with the halogen.
42
alkane → alkene
cracking
43
alkene → alkane
hydrogenation (Ni catalyst, heat)
44
alkene → halogenoalkane
halogenation (rtp)
45
alkene → alcohol
. addition / hydration (H₃PO₄ catalyst, heat, high pressure) . oxidation (dilute NaOH)
46
alkene → diol
oxidation (cold, dilute, acidified manganate (VII)
47
halogenoalkane → alkene
elimination (warm NaOH dissolved in ethanol, heated under reflux)
48
halogenoalkane → alcohols
nucleophilic substitution hydrolysis or dilute alkali {sodium hydroxide} (heat under reflux)
49
alcohols → halogenoalkane
nucleophilic substitution with hydrogen halide chlorine - add PCl₅ bromine - add HBr iodine - PI₃
50
alcohols → alkene
elimination / dehydration (conc H₃PO₄ catalyst)
51
alkene → ketone
oxidation
52
alcohols → carboxylic acids
full oxidation of **primary** alcohols (acidified dichromate, heated under reflux)
53
alkene → aldehyde
oxidation
54
alcohols → aldehyde
partial oxidation of **primary** alcohols (acidified dichromate, heat + distill)
55
alcohols → ketone
oxidation of **secondary** alcohols (acidified dichromate, heat + distill)
56
aldehyde → alcohols
reduction (NaBH₄)
57
ketone → alcohols
oxidation (NaBH₄)
58
aldehyde → carboxylic acids
oxidation (K₂Cr₂O₇ or Na₂Cr₂O₇)
59
carboxylic acids → alcohols
reduction
60
carboxylic acids → aldehyde
reduction
61
alkane → halogenoalkane
free radical substitution
62
halogenoalkane → nitrile
nucleophilic substitution with ethanolic potassium cyanide, warm, reflux
63
describe two characteristics of a homologous series
- compounds have the same functional group - they have similar chemical properties
64
# (3) catalytic cracking
- converting alkanes into alkenes & smaller alkanes - done with zeolite to lower temp and pressure - about 450°C
65
what is meant by free radical?
species with an unpaired electron
66
why do we use an large excess of ammonia?
ensures that further substitution doesn’t take place
67
# (3) thermal cracking
- to break down alkanes into smaller alkanes & alkenes - hard temps and pressures - about 1000°C and 70 atm pressure
68
chain/structural isomerism
the carbon chain is rearranged to create different structures ## Footnote pentane = methylbutane = dimethylpropane
69
positional isomerism
when a functional group changes position ## Footnote pentan-1-ol, pentan-2-ol, pentan-3-ol
70
functional isomerism
compounds have the same molecular formula but different functional groups ## Footnote ethanol = methoxymethane
71
halogenoalkane → amine
nucleophilic substitution with excess ethanolic ammonia (warm)
72