Below are some organic compounds and also some catalyst. Most of those compounds are taken from
material you discussed during your presentation (assignment). Answer the questions related to these
compound's name, structure, physical and chemical reactivity, reaction mechanism below.
PRODUCS/REACTANTS
A1). 2,4,4-trimethyl pentane; A2) Nonane; A4). Heptane; A5).Octane; A6).Isooctane
B1) 2-methyl propene, B2) polyethylene, B3) polytetrafloroethylene, B4). ethylene
D1) Benzene; D2)ethylbenzene
E1) methanol, E2) dimethyl ether, E3). ethanol
CATALYSTS:
C1) Aluminium trichloride; C2). Titanium tetrachloride; C3). Sulfuric acid; C4). Hydrochloride
C5).Peracetic acid (peroxide acid);
Physical properties (structure, functional group reasoning)
1. Predict boiling point of compound A1 to A6, arrange in order of increasing boiling point and
also give the reason for each comparison.
2. Which compound among the above organic compounds (A to E) are the first and the second
most soluble in water and give the reason.
Chemical Reactivity (bonding type, orbital, formal charge reasoning)
1. Draw the structure of compound. Base on its orbital hibridization, types of bonding
between elements explain why this compound more active than ethane.
2. Explain why benzene (with 3 double bond) prefer to proceed substitution reaction rather
than that of addition reaction to produce cyclic diene)
3. Reaction of compound E3 with compound C3 can produce oxonium compound or
protonated compound. Show the formal charge of every element in this product.
Reaction Mechanism (naming, drawing structure, reactivity, energetic describing charge movement
reasoning)
1. Write cracking reaction mechanism of reactant A2 to produce product B4 plus product A4
when conducted: a) Via thermal craking, (without catalyst); and b). Via catalytic cracking
using cationic catalyst C1
2. Write addition dimerization mechanism of product B1, using a) catalyst C2; b). catalyst C5
3. Write aromatic substitution reaction mechanism of product D2 from reactant D1 using
catalyst C4 and show energy diagram of the reaction
4. Write nucleophylic substitution mechanism of product E2 from reactant E1 using catalyst
C3 and show energy diagram of the reaction
5. Write nucleophilic elimination mechanism of reactant E3 to produce product A4 show
energy diagram of the reaction
