Q27E - Organic Chemistry (Mcmurry)

Question

Draw structures corresponding to the following names:

(a) 3,3-Dimethyl-4-octyne

(b) 3-Ethyl-5-methyl-1,6,8-decatriyne

(c) 2,2,5,5-Tetramethyl-3-hexyne

(d) 3,4-Dimethylcyclodecyne

(e) 3,5-Heptadien-1-yne

(f) 3-Chloro-4,4-dimethyl-1-nonen-6-yne

(g) 3-sec-Butyl-1-heptyne

(h) 5-tert-Butyl-2-methyl-3-octyne

Step-by-Step Solution

Answer

Structures corresponding to the given compounds are as follows:

(a) 

(b) 

(c) 

(d) 

(e) 

(f) 

(g) 

(h) 

Step 1: Definition of IUPAC nomenclature

A standard rules had been defined by IUPAC for the naming of organic compounds.

Given below is a general procedure for write names in organic chemistry

Prefix-2 (substituents) + prefix-1(cyclo) + number of carbon + suffix–1 (ane/ene/yne) + suffix -2 (functional groups)

Step 2: Structure of 3,3-Dimethyl-4-octyne

According to the IUPAC nomenclature structure of 3,3-Dimethyl-4-octyne is

Step 3: Structure of 3-Ethyl-5-methyl-1,6,8-decatriyne

According to the IUPAC nomenclature structure of 3-Ethyl-5-methyl-1,6,8-decatriyne is

Step 4: Structure of 2,2,5,5-Tetramethyl-3-hexyne

According to the IUPAC nomenclature structureof2,2,5,5-Tetramethyl-3-hexyne is

Step 5: Structure of 3,4-Dimethylcyclodecyne

According to the IUPAC nomenclature structureof3,4-Dimethylcyclodecyne

is

Step 6: Structure of 3,5-Heptadien-1-yne

According to the IUPAC nomenclature structure of 3,5-Heptadien-1-yne

is

Step 7: Structure of 3-Chloro-4,4-dimethyl-1-nonen-6-yne

According to the IUPAC nomenclature structure 3-Chloro-4,4-dimethyl-1-nonen-6-yne is

Step 8: Structure of 5-tert-Butyl-2-methyl-3-octyne

According to the IUPAC nomenclature structure 5-tert-Butyl-2-methyl-3-octyne is

Step 9: Structure of 5-tert-Butyl-2-methyl-3-octyne

According to the IUPAC nomenclature structure 5-tert-Butyl-2-methyl-3-octyne is