Chemistry Unit 5-specific Reactions

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Doesn't include complexes or synthesis prep Only some redox. Mainly organic Note to self : put preparation reactions on a poster.
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Potassium manganate 1/2 equation \(KMnO_4^-\) + 8 \(H^+\) + 5\(e^-\) --> \(Mn^{2+}\) + 4\(H_2O\)
Ethanedioic acid half equation \(C_2O_4^{2-}\) --> 2\(CO_2\) + 2\(e^-\)
Thiosulphate half equation 2\(S_2O_3^{2-}\) --> \(S_4O_6^{2-}\) + 2\(e^-\)
Iodine half equation \(I_2\) + 2\(e^-\) --> 2\(I^-\)
Bleach half equation \(ClO^-\) + 2\(H^+\) + 2\(e^-\) --> \(Cl^-\) + \(H_2O\)
Forming copper (I) iodide solid equation 2\(Cu^{2+}\) + 4\(I^-\) --> 2CuI + \(I_2\)
Oxidation of methanol \(CH_3OH\) + \(H_2O\) ---> \(CO_2\) + 6\(H^+\) + 6\(e^-\)
Dichromate breathalyser test add in with a photo
Combustion of benzene 2 benzene + 15\(O_2\) --> 12\(CO_2\) + 6\(H_2O\)
Benzene + 3\(Br_2\) in the light goes to... Name the meachnism 1, 2, 3, 4, 5, 6-hexabromocyclohexane Free-radical addition
Benzene plus \(Br_2\) in the dark goes to... And name the mechanism and any other reactants or conditions Bromobenzene + HBr Electrophillic substitution Needs a halogen carrier \(FeBr_3\) or Fe Reflux
How is a halogen carrier regenerated and from what? \(AlCl_4^-\) + \(H^+\) --> \(AlCl_3\) + HCl
Nitration of benzene reaction and conditions Benzene w/ conc. nitric and sulpuric acid Produces nitrobenzene and water 50 degrees
What is the name and formula of the electrophile used in nitration of benzene? Nitronium ion \(NO_2^+\)
How is a nitronium ion formed?
Sulfonation of benzene overall reaction, conditions and mechanism Benzene + fuming sulphuric acid --> Benzene sulphonic acid + \(H_2O\) Room temperature Electrophillic substitution
What is fuming sulphuric acid? Sulphuric acid with additional sulphur trioxide in it.
What are 2 types of Friedel-craft's reactions? Alkylation and acylation
Overall reaction for alkylation of benzene and what is the mechanism? R-Cl + benzene --> R-benzene + HCl Electrophillic substitution
Overall reaction for acylation of benzene and mechanism? RC=O-Cl + Benzene --> phenyl ketone + HCl Electrophillic substitution
What is the name of the electrophile in acylation of benzene? Acylium ion
By what mechanism is poly(phenylethene) produced? Addition polymerisation of phenylethene
What is the mechanism for benzene to cyclohexane and what catalyst is used? Addition Raney Nickel catalyst
Benzene + 3 \(H_2\) --> And at what temperature? Cyclohexane and 150 degrees
Is phenol activating or deactivating? Activating
Phenol + bromine water --> Reaction, mechanism, conditions 2, 4, 6-tribromophenol + 3HBr Multi-electrophillic substitution No heating needed or halogen carrier
What is observed when phenol is reacted with bromine water? The bromine water is decolourised A white precipitate smelling of antiseptic forms
What is TCP and what is it used for? Trichlorophenol Antiseptic
How can you make TCP? Phenol + 3 \(Cl_2\) (aq)
Phenol + (3) dil. nitric A 2, 4, 6-trinitrophenol (s) + 3 \(H_2O\)
What reagent/s are used for nitration of phenol? Only dilute nitric acid is needed.
Benzene with potassium manganate does what? It will oxidise any hydrocarbon side chain to an acid group, as well as benzaldehyde.
What does \(NH_2\) do to benzene ring? Activates it
Describe a tetramethylamine ion 3 methyl group attached to a central N with a positive charge.
ethylamine + HCl ethylammonium chloride
What type of salts do amines produce with HCl? Ammonium chloride salts
Amine + acid --> ammonium salt
How many phenylamines are there in a copper complex with water? 2
How many methyl amines are involved in a copper complex with water? 4
What is a stronger base, a primary alkyl amine or ammonia and why? The primary alkyl amine because the methyl group is electron donating and enhances N's lone pair
Which is a stronger base, phenyl amine or ammonia and why? Ammonia because \(NH_2\) on the benzene donates electrons to the delocalised ring structure which decreases N's lone pair electron density.
What is notable about the sulfonation of benzene? It is reversible
Can phenyl amine form salts? (give details) Yes Only with strong acids to drive the equilibrium to the right Forms phenylammonium salts
Acyl chloride + amine HCl + N-substituted amide
Chloromethane + methyl amine Mechanism and products Dimethylamine + HCl Nucleophillic substitution
Ethanoyl chloride + phenyl amine... HCl + N-phenylethanamide
When phenol is nitrated what is the ratio of 2:4 nitrophenol? 2:1
4-aminophenol + ethanoic anhydride And give the mechanism Ethanoic acid + paracetamol
Reduction of nitrobenzene overall reaction nitrobenzene + 3 \(H_2\) --> w/ Sn/HCl Phenylamine + 2 \(H_2O\)
Formation of nitrous acid
Amine + nitrous acid --> Reaction and conditions Alcohol + \(N_{2(gas)}\) + \(H_2O\) T<5\(\omicron\)
How would you convert an amine into an alcohol? React with nitrous acid below 5\(\omicron\)
Phenyl amine + nitrous acid T > 5\(\omicron\) Phenol + \(N_{2(gas)}\) + \(H_2O\)
Phenyl amine + nitrous acid + HCl T < 5\(\omicron\) benzenediazonium ion + 2 \(H_2O\)
Can you form benzenediazonium ions from aliphatic amines? No, because they are so unstable they decompose even at low temperatures.
Can you form benzenediazonium ions from aromatic amines? Yes
How do you form a benzenediazonium ion? And what by product is produced? Phenylamine + \(HNO_2\) + HCl 2 \(H_2O\) molecules
Between what 2 things does a coupling reaction happen? Phenol and benzenediazonium chloride
Conditions for coupling reaction Cold & alkaline
benzenediazonium chloride + phenol azobenzene + HCl
Where is the positive charge on a benzenediazonium ion? The inside N
How many bonds are there between the N's of a benzenediazonium chloride? 3
How many bonds are there between the N's of an azo dye? 2
Acyl chloride + ammonia Amide + HCl
Polyesters are formed by what type of polymerisation? Condensation
Polyamides are formed by what type of polymerisation? Condensation
Polypeptides are formed by what type of polymerisation? Condensation
What type of polymer is PET? A polyester
What type of polymer is Nylon? A polyamide
What type of polymer is Kevlar? A polyamide
Poly(propenamide) is formed by which type of reaction? Addition
Poly(ethenol) is formed by which type of reaction? Addition polymerisation
Ninhydrin + amino acid --> Ammonia + hydrindatin + aldehydes + \(CO_2\)
How is Ruheman's purple pigment produced? Hydrindatin reacting with ammonia
Is phenol solution acidic or alkaline? Acidic because OH is activating so the OH bond is more polar
Phenol + oxidising agent No change as phenol is not readily oxidised
How would you add a carbon to a chain? R-X (haloalk) + KCN Reflux in alkaline sol RCN + KX
How would you add a carbon to aromatic molecules? Freidel-Craft's alkylation
Hofmann's degradation reaction
Hofmann's degradation conditions Heat
Hunsdieker reaction
Conditions of Hunsdieker reaction Reflux in \(CCl_4\)
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