Organic Chemistry 1

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106 Terms

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Hydrocarbons are compounds made of which elements only?
Hydrogen and Carbon
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When naming organic compounds
what chain should you find first?
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How should alkyl groups be listed when naming compounds?
Alphabetically
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What should you use if there are multiple identical groups on the same carbon?
Di- for 2
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What is a homologous series?
Series of compounds with the same functional group and general formula
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What is the functional group of an alkene?
C=C
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What is the chemical test for an alkene?
Shake with bromine in hexane
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What is the positive observation for an alkene test?
Orange to colourless solution
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What is the negative observation for an alkene test?
Remains orange solution
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What is the functional group of an alkane?
C-C
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What is the chemical test for an alkane?
Shake with bromine in hexane
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What is the positive observation for an alkane test?
Remains orange solution
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What is the negative observation for an alkane test?
Orange to colourless solution
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What is the functional group of a halogenoalkane?
R-X
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What is the chemical test for a halogenoalkane?
Add ethanol then silver nitrate (AgNO₃)
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What is the positive observation for a halogenoalkane test?

PPT formed: white (RCl), cream (RBr), yellow (RI)

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What is the negative observation for a halogenoalkane test?
Remains colourless solution
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What is the functional group of an alcohol?
ROH
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What is the chemical test for an alcohol?
Add solid PCl₅ to pure substance
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What is the positive observation for an alcohol test?
Steamy fumes (HCl)
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What is the negative observation for an alcohol test?
No steamy fumes produced
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How can you distinguish a primary alcohol?
Warm with acidified potassium dichromate and distill
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What is the positive observation for a primary alcohol?
Orange to green solution
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How can you distinguish a secondary alcohol?
Warm with acidified potassium dichromate without distillation
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What is the positive observation for a secondary alcohol?
Orange to green solution
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What is the observation for a tertiary alcohol?
Remains orange solution
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What is the functional group of a carboxylic acid?
RCOOH
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What is the chemical test for a carboxylic acid?
Add ethanol and sulfuric acid
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What is the positive observation for a carboxylic acid?
Sweet fruity smell
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What is the negative observation for a carboxylic acid?
No smell
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What is the functional group of a ketone?
RCOR
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What is the chemical test for a ketone?

Add Brady’s reagent then Benedicts/Blue Fehlings/Tollens

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What is the positive observation for a ketone?
Orange ppt (aromatic) or yellow ppt (aliphatic)
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What is the negative observation for a ketone?

Remains orange solution

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What reagent does not react with a ketone but reacts with an aldehyde?
Tollen’s reagent
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What is the functional group of an aldehyde?
RCOH
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What is the chemical test for an aldehyde?
Add Tollen’s reagent or Benedict’s/Fehling’s
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What is the positive observation for an aldehyde?
Silver mirror ppt (Tollen’s) or Red ppt (Benedict’s/Fehling’s)
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What is the negative observation for an aldehyde?
Remains colourless (Tollen’s) or Remains blue (Benedict’s/Fehling’s)
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What is the functional group of an amine?
–NH₂
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What is the chemical test for an amine?
Add copper(II) sulfate solution
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What is the positive observation for an amine?
Solution turns dark blue from pale blue
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What is the negative observation for an amine?
Solution remains pale blue
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What is isomerism?
Compounds with the same molecular formula but different structural formulae
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What are carbon chain isomers?
Isomers with different carbon chain branching
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What are positional isomers?
Isomers with the same functional group but at different positions
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What type of isomerism occurs due to restricted rotation around a C=C bond?
E/Z (geometric) isomerism
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What is the E/Z naming system based on?
Priority of groups attached to C=C based on atomic number
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In E-isomer, where are the high-priority groups?

On opposite sides

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In Z-isomer
where are the high-priority groups?
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What is the general formula of alkanes?
CₙH₂ₙ₊₂
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Why does boiling point increase with longer alkane chains?
More electrons cause stronger London forces
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Why do branched alkanes have lower boiling points?
Fewer points of contact and weaker London forces
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What is cracking?
Breaking large hydrocarbons into smaller ones
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What conditions are used in catalytic cracking?
Zeolite catalyst
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What is produced in catalytic cracking?
Mainly alkenes and hydrocarbons of C₅–C₁₀
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What is reforming?
Rearranging hydrocarbons into branched/cyclic forms
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What pollutants are formed from combustion?
CO
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How does a catalytic converter work?

Adsorbs gases, weakens bonds, releases N₂ and CO₂

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Name two alternative fuels.
Biodiesel and Bioethanol
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What are advantages of biofuels?
Carbon neutral
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What are disadvantages of biofuels?
Deforestation
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What happens in complete combustion of hydrocarbons?
Produces CO₂ and H₂O
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What happens in incomplete combustion of hydrocarbons?
Produces CO
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What is a free radical?
A species with an unpaired electron
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What conditions are needed for free radical substitution?
UV light and halogen gas
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What are the three stages of free radical substitution?
Initiation
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What is the formula for alkenes?
CₙH₂ₙ
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Why can alkenes form geometric isomers?
Restricted rotation around C=C
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How do alkenes react with bromine water?
Decolourises from orange to colourless
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How do you convert an alkene to an alkane?
Add H₂ with a Ni catalyst at 170°C
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What is an electrophile?
An electron-pair acceptor
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What type of bond fission occurs in electrophilic addition?
Heterolytic bond fission
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How do you produce a diol from an alkene?
React with acidic potassium manganate(VII)
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What is the observation for alkene oxidation with KMnO₄?
Purple to colourless
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What happens in addition polymerisation?
Many monomers join to form a polymer
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Name three ways to dispose of waste polymers.

Feedstock for cracking, recycling, incineration to release energy.

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What are nucleophiles?
Species with a lone pair of electrons that attack δ⁺ carbons
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What reaction occurs when halogenoalkanes react with aqueous NaOH?
Nucleophilic substitution to form alcohols
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What is formed when halogenoalkanes react with KCN?
Nitriles
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What is formed when halogenoalkanes react with ammonia?
Amines
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How can you test for halogenoalkanes?
Add ethanol and silver nitrate solution
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What precipitate forms with Cl⁻?
White precipitate
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What precipitate forms with Br⁻?
Cream precipitate
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What precipitate forms with I⁻?
Yellow precipitate
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How do you distinguish halide ions with ammonia?
Dilute and concentrated ammonia solubility tests
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What is the trend in hydrolysis rate of halogenoalkanes?
Iodo > Bromo > Chloro > Fluoro
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Why is hydrolysis faster for iodoalkanes?
Weaker C–I bond
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Which type of halogenoalkane hydrolyses fastest?
Tertiary > Secondary > Primary
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What mechanism is SN1?
One-step ionisation followed by nucleophile attack
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What mechanism is SN2?
One-step nucleophilic attack with transition state
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Which mechanism is favoured by tertiary halogenoalkanes?
SN1
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Which mechanism is favoured by primary halogenoalkanes?
SN2
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What is elimination reaction?
Removal of atoms to form a double bond (alkene)
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How do you convert halogenoalkanes to alkenes?
Reflux with concentrated ethanolic KOH
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What reagents convert alcohols to chloroalkanes?

Concentrated HCl