Reaction mechanism conditions Flashcards
(15 cards)
Nucleophilic substitution with aqueous hydroxide ions
Reagent:
Conditions:
Type of reagent:
Reagent: potassium (or sodium) hydroxide
Conditions: In aqueous solution; warm
Mechanism: Nucleophilic substitution
Type of reagent: Nucleophile, OH-
Nucleophilic substitution with cyanide ions
Reagent:
Conditions:
Mechanism:
Type of reagent:
Reagent: KCN dissolved in ethanol/water mixture
Conditions: Heating under reflux
Mechanism: Nucleophilic substitution
Type of reagent: Nucleophile, :CN-
halogenalkane
Nucleophilic sub with NHS
Reagent:
Conditions:
Mechanism:
Type of reagent:
Change in functional group: halogenoalkane amine
Reagent: NH3 dissolved in ethanol
Conditions: Heating under pressure (in a sealed
tube)
Mechanism: Nucleophilic substitution Type of reagent: Nucleophile, :NH3
Elimination reaction of halogenoalkanes
Reagents:
Conditions:
Mechanism:
Type of reagent:
R: Potassium hydroxide
C: in ethanol (heat)
M: elimination
Types : Base, OH-
Reaction of bromine with alkenes
What to what
R
C
M
T
alkene dihalogenoalkane
Reagent: Bromine
Conditions: Room temperature (not in UV light)
Mechanism: Electrophilic addition
Type of reagent: Electrophile, Br+
Reaction of hydrogen bromide with alkenes
What to what
R
C
M
T
Change in functional group: alkenehalogenoalkane
Reagent: HCl or HBr
Conditions: Room temperature
Mechanism: Electrophilic addition
Type of reagent: Electrophile, H+
Reaction of sulfuric acid with alkenes stage 1
What to what
R
C
M
T
alkene alkyl hydrogensulfate
Reagents: concentrated H2SO4
Conditions: room temperature
Mechanism: Electrophilic addition
Type of reagent: Electrophile, H2SO4
Reaction of sulfuric acid with alkenes stage 2
What to what
R
C
T
Change in functional group
alkyl hydrogensulfate alcohol
Reagents: water
Conditions: warm mixture
type of reaction: hydrolysis
Partial Oxidation of Primary Alcohols
what to what
R
C
Reaction: primary alcoholaldehyde
Reagent: potassium dichromate (VI) solution and dilute sulfuric acid.
Conditions: (use a limited amount of dichromate) warm gently and distil out the aldehyde as it forms:
Full Oxidation of Primary Alcohols
what to what
R
C
Reaction: primary alcoholcarboxylic acid
Reagent: potassium dichromate(VI) solution and dilute
sulfuric acid
Conditions: use an excess of dichromate, and heat under reflux: (distil off product after the reaction has finished)
Oxidation of secondary alcohols
What to what
R
C
Reaction: secondary alcohol ketone
Reagent: potassium dichromate(VI) solution and
dilute sulfuric acid.
Conditions: heat under reflux
Reaction of Alcohols with Dehydrating Agents
what to what
R
role of reagent
T
Reaction: AlcoholAlkene
Reagents: Concentrated sulfuric or phosphoric acids Conditions: warm (under reflux)
Role of reagent: dehydrating agent/catalyst
Type of reaction: acid catalysed elimination
Oxidation of aldehydes
what to what
r
C
Reaction: aldehyde carboxylic acid
Reagent: potassium dichromate (VI) solution and dilute sulfuric acid.
Conditions: heat under reflux
Reduction of carbonyls
Type of mechanism
R
C
Nucleophilic addition
Reagents: NaBH4 In aqueous ethanol
Conditions: Room temperature and pressure
Addition of hydrogen cyanide to carbonyls to form hydroxynitriles
R
C
M
Reagent: potassium cyanide (KCN) and dilute sulfuric acid.
Conditions: Room temperature and pressure
Mechanism: nucleophilic addition