Organic reactions Flashcards
What are the conditions when reacting an alkane and halogen
UV light
What is the type of reaction that occurs between an alkane and a halogen
Radical substitution
What are the conditions when reacting an alkene and hydrogen
Ni or Pt catalyst
What is the type of reaction that occurs between an alkene and hydrogen
Addition
What type of reaction occurs between an alkene and a halogen
Electrophilic addition
When an alkene reacts with bromine, what is the observation
Bromine is decolourised
What type of reaction occurs when an alkene and hydrogen halide react
Electrophilic addition
What are the conditions when an alkene and water react
Phosphoric acid catalyst
Steam
What is produced when an alkene reacts with water
An alcohol
What type of reaction occurs when an alkene reacts with water
Electrophilic addition
What type of polymerisation occurs to alkenes
Addition polymerisation
What are the conditions when alcohols are dehydrated
Heat
Concentrated sulfuric acid
What are the products of the dehydration of an alcohol
- Alkene
- Water
What are the conditions when oxidising a primary alcohol to an aldehyde
- Heat
- Aqueous acidified potassium dichromate
- Distill
What is the colour change observed when an alcohol is oxidised using potassium dichromate
Orange to green
What are the conditions when oxidising a primary alcohol to a carboxylic acid
- Heat
- Reflux
- Aqueous acidified potassium dichromate
What are the conditions when oxidising a secondary alcohol to a ketone
- Heat
- Reflux
- Aqueous acidified potassium dichromate
What are the products when an alcohol and hydrogen halide react
- Haloalkane
- Water
What 2 things are needed to react an alcohol and hydrogen halide together
- Concentrated sulfuric acid
- Sodium halide
What type of reaction occurs between a haloalkane and aqueous alkali
Nucleophilic subsitution
What are the conditions needed when reacting haloalkane to produce an alcohol
- Heat
- Aqueous sodium hydroxide
What is produced when a haloalkane and water react
Alcohol
What are the conditions when a haloalkane and water react
- Heat with water
What is produced when haloalkane and ammonia react
- Primary amine
- Hydrogen halide
What are the conditions when forming an amine from haloalkane and ammonia
- Heat
- Excess ammonia
- Dissolved in ethanol
What is produced when a primary amine and a haloalkane react
- Secondary amine
- Hydrogen halide
What are the conditions when forming a secondary amine from a primary amine and haloalkane
- Heat
- Excess amine
- Dissolved in ethanol
What type of reaction occurs between haloalkane and ammonia
Nucleophilic substitution
What type of reaction occurs between haloalkane and primary amine
Nucleophilic substitution
What is the immediate product of the reaction between haloalkane and primary amine/ ammonia
Amine salt
What is added to the amine salt to form the free amine
Aqueous alkali e.g. NaOH
What is produced when reacting a haloalkane and sodium cyanide
Nitrile
What are the conditions when reacting a haloalkane and sodium cyanide
- Sodium cyanide dissolved in ethanol
What type of reaction occurs when nitrating an aromatic ring
Electrophilic substitution
What are the conditions needed to nitrate an aromatic ring
- Concentrated nitric acid
- Concentrated sulfuric acid
What type of reaction occurs when halogenating an aromatic ring
Electrophilic substitution
What are the conditions needed when halogenating an aromatic ring
Halogen carrier e.g FeX3
What type of reaction occurs when Friedel-Crafts Alkylation of an aromatic ring occurs
Electrophilic substitition
What are the conditions needed when Friedel-Crafts Alkylation of an aromatic ring
Halogen carrier e.g. FeX3
What is formed after the Friedel-Crafts Acylation of an aromatic ring occurs
Ketone
What are the conditions needed to acylation an aromatic ring
Halogen carrier e.g. FeX3
Why doesn’t phenol reaction with carbonate
Too weakly acidic
What is the observation when phenol reacts with aqueous bromine
- Bromine decolourised
- White precipitates forms
When phenol reacts with bromine, what positions on the ring are bromine places
- 2,4,6
What type of reaction occurs between phenol and acyl chloride
Condensation reaction
What is the observation when 2,4-DNP reacts with a carbonyl
Orange or yellow precipitate
How do you identify the carbonyl after reacting it with 2,4-DNP
- Collect precipitate
- Recrystallise
- Measure melting point and compare with database to identify specific carbonyl
What are the conditions to identify an aldehyde
Warm with Tollens reagent
What is the observation when an aldehyde reacts with Tollens reagent
Silver mirror
What is the product when an aldehyde reacts with Tollens reagent
Carboxylic acid forms
In the silver mirror test, what is reduced
Silver ions
What is the reagent needed to reduce a ketone or aldehyde back to alcohol
NaBH4 , sodium tetrahydridoborate
What are the conditions needed to reduce a ketone or aldehyde back to alcohol
- NaBH4
- Aqueous solution
What is the product when an aldehyde reacts with acidified aqueous sodium cyanide
Hydroxynitrile
What are the conditions when a carbonyl reacts with acidified aqueous sodium cyanide
- NaCN
- Dilute HCl
What are the general products:
carboxylic acid + metal
Salt
Hydrogen
What are the general products
carboxylic acid + carbonate
- Salt
- carbon dioxide
- Water
What are the general products
Carboxylic acid + alkalis
- Salt
- Water
What are the general products
Carboxylic acid + ammonia
Ammonium salt
What is formed when a carboxylic acid reacts with an alcohol
Ester
What are the conditions to produce an ester from an alcohol and carboxylic acid
- concentrated sulfuric acid catalyst
- Heat under reflux
What type of reaction occurs between an alcohol and carboxylic acid to produce an ester
Condensation
What is produced when a carboxylic acid reacts with amine
An amide
What type of reaction occurs when a carboxylic acid reacts with an amine to produce an amide
Condensation
What needs to be absent when an amide is produced from a carboxylic acid and amine
Water
What is more commonly used to produce an amide by reacting it with an amine
An acyl chloride rather than a carboxylic acid
What is produced when a carboxylic acid reacts with thionyl chloride (SOCl2)
- Acyl chloride
- SO2
- HCl
What is produced when an acid anhydride reacts with an alcohol
Ester
What are the conditions when reacting an acid anhydride with an alcohol
Warm
Acid anhydride + Alcohol
- Ester
- Carboxylic acid
Acyl chloride + Alcohol
- Ester
- HCl
What are the conditions when an acyl chloride reacts with an alcohol
Room temperature
Acyl chloride + Water
- Carboxylic acid
- HCl
Acyl chloride + ammonia
- Primary amide
- HCl
Acyl chloride + amine
- Secondary amide
- HCl
What are the products of the acid hydrolysis of an ester
- Carboxylic acid
- Alcohol
Conditions needed when hydrolysing an ester via acid hydrolysis
- Heat under reflux
- With aqueous acid
What are the products of the base hydrolysis of an ester
- Carboxylate salt
- Alcohol
Conditions needed when hydrolysing an ester via base hydrolysis
- Heat under reflux
- With aqueous alkali
What are the 2 reactions that produce primary amines
- Haloalkane + ammonia
- Reduction of a nitrile
What reaction produces secondary amine
Primary amine + haloalkane
What are the conditions needed to reduce nitrobenzene to a phenylamine
- Heat under reflux
- With Tin (Sn)
- Concentrated HCl
What is initially formed when nitrobenzene is reduced using tin and conc HCl
- NH3+ salt
What is added to the benzene ring with -NH3+ salt, to free the amine
NaOH
Amine + Water
- NH3+
- OH-
Are amines weak or strong bases
Weak
Amine + Acid
Ammonium Salt
What is produced when amine + acyl chloride react
Secondary amide
Amino acid + acid
Amino acid salt
Amino acid + alkali
- Amino acid salt
- Water
Amino acid + alcohol
- Amino acid ester
- Water
What are the conditions needed to react an amino acid with alcohol
- Heat
- concentrated sulfuric acid catalyst
What 2 reactions form nitriles
- Haloalkane + NaCN
- Carbonyl + acidified NaCN
Why are nitriles so important
To extend the carbon framework of a molecule
What are the products of the hydrolysis of a nitrile
- Carboxylic acid
- Ammonium ion
What are the conditions for the hydrolysis of a nitrile
- Reflux
- Aqueous HCl
What is produced when nitriles are reduced
Primary amine
What are the conditions needed to reduce a nitrile
- Heat
- Hydrogen gas
- Pt catalyst
What are the conditions needed to hydrolyse a polyester under acidic conditions
- Aqueous HCl
- Heat under reflux
What are the products of the hydrolysis of a polyester under acidic conditions
- Dicarboxylic acid
- Diol
What are the conditions needed to hydrolyse a polyester under alkali conditons
- Aqueous NaOH
- Heat under reflux
What are the products of the alkali hydrolysis of a polyester
- Carboxylate salt
What are the conditions of the acidic hydrolysis of a polyamide
- Aqueous HCl
- Heat under reflux
What are the products of the acidic hydrolysis of polyamides
- Dicarboxylic acids
- Diamine salt -NH3+
What are the conditions of the alkali hydrolysis of a polyamide
- Aqueous NaOH
- Heat under reflux
What are the products of the alkali hydrolysis of polyamides
- Dicarboxylate salt
- Diamine
What is formed when 2 molecules of carboxylic acids are heated together
- Acid anhydride
- Water
Acid Anhydride + water
Carboxylic acids
Acid anhydride + alcohol
- Ester
- Carboxylic acids
Acid anhydride + ammonia
- Amide
- Carboxylic acid
What nucleophilic addition reaction makes c-c bonds
- Cyanide and carbonyl
What nucleophilic substitution reaction makes c-c bonds
Cyanide and haloalkane
What are the 2 electrophilic substitution reactions that make c-c bonds
- Haloalkane, benzene and halogen carrier
- Acyl chloride, benzene and halogen carrier