Organic Chemistry Answers

4.1 Use electronic factors to explain why methyl carbanion is more stable than tertiary butyl

carbanion.

4.3 Reaction of 2-methyl-1,3-butadiene with bromine yields a mixture of products: 3,4-

dibromo-2-methyl-1-butene (3 %), 3,4-dibromo-3-methyl-1-butene (21 %) and 1,4-

dibromo-2-methyl-2-butene (76 %).

a) Identify all products as either 1,2 or 1,4 adducts.

b) Propose mechanisms for the formation of all 3 products.

c) Explain why 3,4-dibromo-3-methyl-1-butene (21 %) predominates over 3,4-dibromo-2-

methyl-1-butene (3 %).

2.3 Assuming that the nitrogen in enamine is sp2 hybridized, explain why the double bond of

an enamine is more nucleophilic than a typical alkene double bond.

3.2 The reaction of methylpropene with HBr, under radical conditions, gives two

intermediates. Propose a mechanism for the formation of the two products.

3.4 Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures

to account for its stability

1.3 Draw structures of aniline and cyclohexylamine and use appropriate factors to compare

their basicity.

1.4 Explain why AlCl₃ is a stronger Lewis acid than Al(CH₃)₃

Explain using examples how electronic factors (resonance and inductive effects) can be

used to determine acidity and basicity of organic compounds.

Calculate the amounts of solids Na2HPO4 and NaH2PO4 needed to prepare 0.40 M, 1.5L of phosphate buffer with pH of 7.0.

What are homologous series

 Combustion of an 8.23 mg sample of a compound gave 9.63 mg of carbon dioxide and 3.94 mg water. Analysis of another 5.32 mg sample of the same compound by the Carius method gave 13.49 mg of AgCl. 

Write the mechanism of chlorination of phenol

CH₃-CH₂-(CH₂)₃- CH₂- CH_{3 what is the common name of this}

Density of a Solid by Water Displacement

a. Mass of the sample, g

b. Volume of water in the cylinder, mL

c. Volume of water + sample, mL

d. Volume of sample(c-b), mL

e. Density of the solid sample, g/mL

Calculate the density of the solid sample. Show your solution.