What is the structural relationship between a thiol and an alcohol?

Oxidation of a dithiol such as 2,5-hexanedithiol forms a six-membered ring containing a disulfide group as part of the ring. Draw the structure of this cyclic disulfide (Hint: Draw the starting compound in line structure format first).

The boiling point of propanol is 97 °C ,much higher than that of either ethanethiol (37 °C) or chloroethane (13 °C) , even though all three compounds have similar MWs. Explain.

Propanol is very soluble in water, but ethanethiol and chloroethane are only slightly soluble. Explain.

Define the following terms:

b. Achiral

Define the following terms:

c. Chiral carbon

Identify the chiral center(s) in each of the following molecules:

a. 2-Methyl-3-pentanol

Are the following molecules chiral or achiral? If they are chiral, identify the chiral carbon atom(s).

d. 

Name all unbranched ether and alcohol isomers with formula C₅H₁₂O and write their structural formulas.

Phenols undergo the same kind of substitution reactions that other aromatic compounds do. Formulate the reaction of p-methylphenol with Br₂ to give a mixture of two substitution products.

Which of the alcohols pictured in Problem 14.48 are chiral? Indicate the chiral carbons for those that are chiral.

a.

b.

c. 2,3-Pentanediol

d.

e.

f.

Write the formulas and IUPAC names for the following common alcohols.

a. Rubbing alcohol

Write the formulas and IUPAC names for the following common alcohols.

d. Diol used as antifreeze (two answers)

Name the following compounds:

c.

d.

Name the following compounds:

e.

f.

'Designer vinegars' have become very popular over the past decade. Vinegars made from champagne, merlot, and other wines are but a few of these. All wines contain ethanol, and these vinegars are simply wines containing microorganisms that have caused oxidation of the ethanol present. If vinegar is simply ethanol that has been oxidized, what is the structure of the acid formed?

Draw all possible cyclic C₇H₁₄O alcohol isomers having a cyclohexane ring and a methyl group. (Hint: Adapt the method described in Worked Example 12.12 to arrive at your answers.)

Identify all chiral centers in the isomers that you drew for part (a).

Using the alcohol shown, draw all the possible alkenes that might be formed on its dehydration. Which do you think will be the major product(s)? Which do you think will be the minor product(s)? It is alright to have more than one major and minor product.

Using the alcohol shown, draw all the possible alkenes that might be formed on its dehydration. Which alkenes can exist as cis–trans isomers? Draw them, in both condensed and line structure, and identify each as cis or trans. Explain your choices.