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34 Cards in this Set

  • Front
  • Back
Arene
is an aromatic hydrocarbon contaning one or more benzene rings
Aromatic
is a compound that contains a bezene ring
Benzene
is a compound that contains 6 carbons and 6 hydrogens. empirical formula CH.
The structure is made by the electrons in the p-orbitals joining together to form a ring of delocalised electrons.
Thsi makes the structure stronger, and it can only take part in Electrophillc Substitution reactions.
Halogenation
Electrophillc reaction.
Br+ + C6H6 ---> C6H5Br + H+
Br+ is made from;
Br2 + FeBr3 --> Br+ +FeBr4-

The FeBr3 acts as a catalyst and is regenerated in the last stage
Nitration
Electrophillic reaction.
NO2+ + C6H6 --> C6H5NO2 +H+
NO2+ is made from;
H2SO4 + HNO3 --> NO2+ + HSO4- + H2O

The H2SO4 acts as a catalyst and is regenerated at the end.
Cyclohexene
Takes part in electrophilic addition reactions.
The bromine addds across the double bond.

C6H10 + Br2 --> C6H10Br2
Phenols
C6H5OH
Phenol to form salts
C6H5OH + NaOH --> C6H5O-Na+ + H2O

OR

2C6H5OH + 2Na --> 2C6H5O-Na+ + H2
Phenol-Halogenation, and why it happens
Electrophillic substitution

C6H5OH + 3Br2 --> C6H5OHBr3 (2,4,6-tribromophenol) + 3HBr

It's easy for phenol, as the extra electron in the delocalised ring, and it's easier to polarize bromine and all electrophiles
Phenols - useage
Phenols are used in a number of different ways;
antiseptics,
detergents
paints,
disinfectants
Oxidation of primary alcohols
forms an aldehyde and then under further oxidation forms a carboxylic acid.

H+/Cr2O7(2-)-oxidising agent
Agent made from K2Cr2O7 and H2SO4
Oxidation of secondary alcohols
forms a ketone

H+/Cr2O7(2-)-oxidising agent
Agent made from K2Cr2O7 and H2SO4
Reduction of aldehydes
Forms a primary alcohol.
Nucleophilic addition

Reducing agent NaBH4, under heat
Reduction of Ketones
Forms an aldehyde.
Nucleophilic addition

Reducing agent is NaBH4
Reduction of Ketones
Forms a secondary alcohol.
Nucelophilic addition

Reducing agent is NaBH4
Carbonyl Tests
Detect presence of aldehydes and ketones with 2,4-DNP (2,4-dinitrophenylhydrazine) (mixture of methanol and sulphuric acid)
a yellow orange precipitate is formed
Alehyde or ketone
Tollens reagent is used to distinguish between the two, by oxidising it.
Tollens reasgent is made by sodium hyrdoxide(aq) added to silver nitrate, till brown precipitate and then ammonia is added till the precipitate is dissolved
If an aldehyde is present then a silver mirror (a solid) will form.
Identifying the carbonyl compound
Purify the yello/worange precipitate, by filtering and then recyrstalising, then allow it to dry.
melting poin of this derivative is measured and then compared to a database, to identify the orginal compound
Carboxylic acids - solubility
Are soluble when small chanin lengths, as the chain increases the hydrogen bonds that form between the C=O and the O-H polar bonds are not stong enough to dissolve the acid
Carboxylic acids - reactions with...
...Metals;
Acid + Metal --> metal salt + hydrogen.

...Bases;
Acid + Base --> metal salt + water

...Carbonates;
Acid + Carbonate --> metal salt + carbon dioxide + water
Esterification
an ester is made from a carboxylic and and alcohol. The alcohol makes the, yl and the acid makes the oate.
Products are an ester and water.
With conc sulphuric as a catalyst.

OR

By heating an acid anhydride and an alcohol, the products are an ester and a carboxylic acid
Ester Hydrolysis
Two ways;

Acid;
reflux, dilute H2SO4-catalyst

Ester + water --> Carboxylic acids + alcohol

Alkaline;
Aqueous sodium hyrdoxied, reflux,
Ester + NaOH --> Sodium salt + Ethanol
Esters - useage
Esters are used in perfumes and flavouring, as they have such pleasent scents,
Naming fats
Short hand 18:2(9,12)
there are 18 carbons, 2 double bonds at the position 9 and 12.
Triglyceride
is a triester of glycerol and 3 fatty acids, with the fatty acids jkoined to the alcohol groups by ester linkages.
Saturated and unsaturated
Saturated fats contain no double bonds, and are worse for you in the body, as they increase the level of LDL's.
Unsaturated fats are better as they increase the level of HDL's.
cis and trans
Trans fats are very bad for you as they act the same as saturated fats. they pack closley together, so you get moremolecules in the same area
Biodiesel
scientists have developed biodiesels.
Made by transesterification.
triglycerides reacted with slcohol, with a sodium hydorxide catalyst. glycerol is also formed, and sold to phameceutical companies.

triglyceride + 3alcohol --> biodiesel + glycerol
Amines
Amines are derivative of ammonia, primary seconday and tertiary.
Naming them;
primary
carbons, 4, butyl.
suffix, amine.
butyl amine

secondary,
longest chain, propyl,
suffix, amine,
shortest chain, N-methyl
N-methylpropylamine


They are classed as bases as they accept protons, as nitrogen has a lone pair of electons. so they can form a dative covalent bond with a hydrogen ion.
Amine - base reactions
Amine + Acid --> Alkylamonium salt.

NH3+Cl- When reacted with HCl

NH3+NO3- when reacted with HNO3
Aliphatic Amine
warming halogenoalkane
excess of ammonia
ethanol as solvent

Halogonalkane + Ammonia --> Amine + Acid
Aromatic
Nitrobenzene is reduced using tin and conc HCl, under reflux,

Nitrobenzene + 6[H] --> Phenylamine +2H2O
Azo dyes - diazotisation
NaNO2 + HCl --> HNO3+ + NaCl
below 10degrees
Nitrobenzene + HNO3 + NCl --> Benzenediazonium chloride + 2H20
Azo Dyes - Coupling
Bezenediazonium + phenol + NaOH --> Azo dye + NaCl + H20