Organic Flashcards

(51 cards)

1
Q

Define homologous series.

A

A family of compounds with the same functional group, similar chemical properties, and a trend in physical properties due to increasing chain length.

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2
Q

What is structural isomerism?

A

Compounds with the same molecular formula but different structural arrangements (e.g., chain, positional, functional group isomers).

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3
Q

Write the general formula for alkanes.

A

CₙH₂ₙ₊₂.

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4
Q

What reaction occurs when alkanes combust completely?

A

Alkane + O₂ → CO₂ + H₂O (+ energy).

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5
Q

Describe the mechanism for free radical substitution (e.g., methane + Cl₂).

A

Initiation (Cl₂ → 2Cl•), Propagation (CH₄ + Cl• → CH₃• + HCl; CH₃• + Cl₂ → CH₃Cl + Cl•), Termination (radicals combine).

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6
Q

What is electrophilic addition?

A

A double bond opens, with an electrophile (e.g., H⁺) attacking first, forming a carbocation intermediate.

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7
Q

Draw the mechanism for bromine (Br₂) reacting with propene.

A

Br₂ polarizes → cyclic bromonium ion forms → Br⁻ attacks carbocation → 1,2-dibromopropane.

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8
Q

What is Markovnikov’s rule?

A

The electrophile adds to the carbon with the most H atoms, forming the most stable carbocation.

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9
Q

How do you test for an alkene?

A

Bromine water turns from orange to colorless.

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10
Q

What are addition polymers? Give an example.

A

Long chains formed by repeated addition of monomers (e.g., polyethene from ethene).

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11
Q

Compare SN1 and SN2 mechanisms.

A

SN1: Two steps (carbocation intermediate), tertiary substrates. SN2: One step (backside attack), primary substrates.

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12
Q

What conditions favor elimination over substitution?

A

Ethanolic NaOH, heat.

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13
Q

Why are CFCs harmful?

A

They catalyze ozone depletion via Cl• radicals.

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14
Q

Write the equation for hydrolysis of 1-bromopropane with NaOH.

A

CH₃CH₂CH₂Br + NaOH → CH₃CH₂CH₂OH + NaBr.

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15
Q

What is a nucleophile?

A

Electron-rich species (e.g., OH⁻, CN⁻) that donates a pair of electrons.

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16
Q

How is ethanol produced industrially?

A

Fermentation (yeast, 30–40°C) or hydration of ethene (H₃PO₄ catalyst, 300°C).

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17
Q

What reagent oxidizes a primary alcohol to a carboxylic acid?

A

Acidified K₂Cr₂O₇ under reflux.

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18
Q

What is dehydration of ethanol?

A

Heating with concentrated H₂SO₄ → ethene + H₂O.

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19
Q

What is the Lucas test?

A

Differentiates primary, secondary, and tertiary alcohols by reaction speed with HCl/ZnCl₂.

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20
Q

Draw the structure of a secondary alcohol.

A

OH group attached to a carbon bonded to two alkyl groups (e.g., propan-2-ol).

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21
Q

How is a ketone distinguished from an aldehyde?

A

Tollens’ reagent: Aldehyde forms a silver mirror; ketone does not.

22
Q

Write the mechanism for nucleophilic addition of HCN to propanal.

A

CN⁻ attacks δ⁺C=O → intermediate → protonation → hydroxynitrile.

23
Q

What is the iodoform reaction?

A

Identifies CH₃CO- or CH₃CH(OH)- groups using I₂/NaOH → yellow precipitate (CHI₃).

24
Q

How is a carboxylic acid produced from a nitrile?

A

Hydrolysis with HCl/H₂O (reflux) → carboxylic acid + NH₄⁺.

25
What is esterification?
Carboxylic acid + alcohol ⇌ ester + H₂O (H₂SO₄ catalyst).
26
Why is benzene resistant to addition reactions?
Delocalized π-electrons stabilize the ring, making electrophilic substitution favorable.
27
Write the equation for nitration of benzene.
C₆H₆ + HNO₃ → C₆H₅NO₂ + H₂O (H₂SO₄ catalyst, 50°C).
28
What is Friedel-Crafts acylation?
Benzene + acyl chloride → aryl ketone (AlCl₃ catalyst).
29
What is a directing group? Give an example.
Groups that guide substitution to specific positions (e.g., -NO₂ meta-directs).
30
Why are phenols more reactive than benzene?
-OH group donates electrons into the ring, activating it.
31
What IR absorption indicates an -OH group?
Broad peak ~3200–3600 cm⁻¹ (alcohols: ~3300; carboxylic acids: ~2500–3300).
32
How does mass spectrometry determine molecular mass?
Molecular ion (M⁺) peak gives the Mr.
33
What does a triplet in ¹H NMR indicate?
Adjacent to two equivalent protons (n+1 rule).
34
What chemical shift indicates a carbonyl group?
~1680–1750 cm⁻¹ (IR) or δ 2.1–3.0 ppm (¹H NMR for ketones).
35
How is TMS used in NMR?
Reference peak at δ 0 ppm (inert, volatile).
36
How are amines produced from nitriles?
Reduction with H₂/Ni catalyst → primary amine.
37
Why are amines basic?
Lone pair on N accepts protons (e.g., CH₃NH₂ + H⁺ → CH₃NH₃⁺).
38
What is a condensation polymer? Give an example.
Formed by monomers linking with loss of small molecule (e.g., polyester: diol + dicarboxylic acid).
39
Compare addition and condensation polymers.
Addition: One monomer, no byproduct (e.g., polyethene). Condensation: Two monomers, byproduct (e.g., H₂O).
40
What is hydrolysis of polyesters?
Breaking ester bonds with acid/base → original monomers.
41
What is a zwitterion?
A molecule with both +ve (NH₃⁺) and -ve (COO⁻) charges (e.g., amino acids at pH 7).
42
Draw a peptide bond.
-CO-NH- formed by condensation.
43
How does DNA structure enable replication?
Complementary base pairing (A-T, C-G) via hydrogen bonds.
44
What is gel electrophoresis used for?
Separating DNA fragments by size.
45
What bonds stabilize protein tertiary structure?
Ionic, disulfide, hydrogen, and hydrophobic interactions.
46
Outline steps to synthesize aspirin from salicylic acid.
Salicylic acid + ethanoic anhydride → aspirin (H₂SO₄ catalyst, reflux).
47
What does a D₂O shake do in NMR?
Removes -OH/-NH peaks by exchanging H with D.
48
How many proton environments are in CH₃CH₂COCH₃?
3: CH₃, CH₂, COCH₃.
49
What is retrosynthesis?
Planning synthesis backward from target molecule to simple precursors.
50
How do you calculate atom economy?
(Mr of desired product / ΣMr of all reactants) × 100.
51