Q16P - Organic Chemistry (Mcmurry)

Question

Name the following compounds:

Step-by-Step Solution

Answer

Answer

1. 2-Butanethiol
2. 2,2,6-Trimethyl-4-heptanethiol
3. 2-Cyclopentene-1-thiol
4. Ethyl isopropyl sulfide
5. o-(Dimethylthio)benzene
6. 3-(Ethylthio)cyclohexanone

Step-by-Step Solution Step 1: Thiols and Sulfides

Thiols are the sulfur analogs of alcohols where the suffix –thiol is used. Sulfides are the sulfur analogs of ether, and sulfide(R-S-R) is used in place of ether(R-O-R). The –SH group is the thiol group, and if R-S-R is present, then sulfide is used.

Step 2: The name of compound (a)

a. The longest chain contains 4 carbons in the given compound, so 'butane' is used. At the 2^nd position, SH (thiol) group is attached. Thus, according to IUPAC rules, the compound's name is 2-Butanethiol.

2-Butanethiol

Step 3: The name of compound (b)

b. The longest chain contains 7 carbons in the given compound, so 'heptane' comes. At the 2^nd position, two methyl (CH₃) groups and at the 6^th position, one methyl group is attached, so the 'trimethyl' word comes. At the 4th position, the SH (thiol) group is attached and written at the end. Thus, according to IUPAC rules, the compound's name is 2,2,6-Trimethyl-4-heptanethiol.

2,2,6-Trimethyl-4-heptanethiol

Step 4: The name of compound (c)

c. The cyclic ring contains 5 carbons in the given compound, so 'cyclopent' comes. At the 2^nd position, one double bond is there, so 'ene' is used, and at the 1^st position, the SH (thiol) group is attached, written at the end. Thus, according to IUPAC rules, the compound's name is 2-Cyclopentene-1-thiol.

Step 5: The name of compound (d)

d. In the given compound, the ethyl group is attached on one side of the sulfide (S) group, and on the other side, the isopropyl group is attached. Thus, according to IUPAC rules, the compound's name is ethyl isopropyl sulfide.

Step 6: The name of compound (e)

e. The two methylthio (SCH₃) groups are attached at ortho position in the benzene ring in the given compound. Thus, according to IUPAC rules, the compound's name is o-(Dimethylthio)benzene.

Step 7: The name of compound (f)

f. In a cyclohexanone ring, at the 3^rd position, ethylthio (SCH₂CH₃) group is attached. Thus, according to IUPAC rules, the compound's name is 3-(Ethylthio)cyclohexanone.