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Chapter 6: Problem 108

Write the chemical structures for each compound listed. (a) 1 -Hexene (b) 3 -Methyl-1-butane (c) 2, 4-Hexadiene (d) 1-Iodo-2-methy1-2-pentene (e) 2-Chloro-3-methy1-2-hexane (f) 6,6 -Dibromo-5-methy1-5-ethy1-2,3-heptadiene

Short Answer

Expert verified
(a) 1-Hexene: \[ \text{CH}2\!=\!\text{CH(CH}_2)_4\text{CH}_3 \] (b) 3-Methyl-1-butane: \[\text{CH}_3\text{-CH}_2\text{-C(CH}_3\text{)CH}_3\] (c) 2, 4-Hexadiene: \[\text{CH}_2=\text{CHCH}=\text{CH(CH}_2)_2\text{CH}_3\] (d) 1-Iodo-2-methy1-2-pentene: \[\text{CH}_2\!=\!\text{C(ICH}_2)_2\text{CH}_3\] (e) 2-Chloro-3-methy1-2-hexane: \[\text{CH}_3\text{-CH(C}l\text{)-C(CH}_3\text{)(CH}_2)_3\text{CH}_3\] (f) 6,6-Dibromo-5-methy1-5-ethy1-2,3-heptadiene: \[\text{CH}_2=\text{CHCH}=\text{C(C}_{2}\text{H}_5\text{)(CBr}_2\text{)CH(CH}_3\text{)CH}_2\text{CH}_3\]

Step by step solution

01

(a) 1-Hexene

1-Hexene is an alkene with six carbon atoms and a double bond at carbon 1. The structure can be drawn as: \[ \text{CH}2\!=\!\text{CH(CH}_2)_4\text{CH}_3 \]
02

(b) 3-Methyl-1-butane

3-Methyl-1-butane is a hydrocarbon with a main chain of four carbon atoms (butane) and a methyl group at carbon 3. The structure can be drawn as: \[\text{CH}_3\text{-CH}_2\text{-C(CH}_3\text{)CH}_3\]
03

(c) 2, 4-Hexadiene

2, 4-Hexadiene is an alkene with six carbon atoms and double bonds at positions 2 and 4. The structure can be drawn as: \[\text{CH}_2=\text{CHCH}=\text{CH(CH}_2)_2\text{CH}_3\]
04

(d) 1-Iodo-2-methy1-2-pentene

1-Iodo-2-methy1-2-pentene is a iodo-substituted alkene with five carbons in the main chain and a double bond at carbon 2. Additionally, there is an iodine atom at carbon 1 and a methyl group at carbon 2. The structure can be drawn as: \[\text{CH}_2\!=\!\text{C(ICH}_2)_2\text{CH}_3\]
05

(e) 2-Chloro-3-methy1-2-hexane

2-Chloro-3-methy1-2-hexane is an alkane with six carbons in the main chain and a chlorine atom at position 2. Additionally, there is a methyl group at carbon 3. The structure can be drawn as: \[\text{CH}_3\text{-CH(C}l\text{)-C(CH}_3\text{)(CH}_2)_3\text{CH}_3\]
06

(f) 6,6-Dibromo-5-methy1-5-ethy1-2,3-heptadiene

6,6-Dibromo-5-methy1-5-ethy1-2,3-heptadiene is an alkene with a main chain of seven carbon atoms and double bonds at carbons 2 and 3. Additionally, there are bromine atoms at carbon 6, a methyl group at carbon 5, and an ethyl group at carbon 5 as well. The structure can be drawn as: \[\text{CH}_2=\text{CHCH}=\text{C(C}_{2}\text{H}_5\text{)(CBr}_2\text{)CH(CH}_3\text{)CH}_2\text{CH}_3\]

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Most popular questions from this chapter

In the presence of a trace of peroxide or under the influence of ultraviolet light, 1-octene reacts: (a) with \(\mathrm{CHCI}_{3}\) to form \(1,1,1\) -trichlorononane; (b) with \(\mathrm{CHBr}_{3}\) to form \(1,1,3\) -tribromononane; (c) with \(\mathrm{CBrCl}_{3}\) to form \(1,1,1\) -trichloro-3-bromononane; (d) with \(\mathrm{H}-\mathrm{S}-\mathrm{CH}_{2} \mathrm{COOH}\) (thioglycolic acid) to yield \(\mathrm{n}-\mathrm{C}_{8} \mathrm{H}_{17}-\mathrm{S}-\mathrm{CH}_{2} \mathrm{COOH}\)

What are addition reactions of alkenes?

Treatment of \(\mathrm{C}_{7} \mathrm{H}_{15} \mathrm{Br}\) with strong base gave an alkene mixture that was shown by careful gas chromatographic analysis and separation to consist of three alkenes, \(\mathrm{C}_{7} \mathrm{H}_{14}\), A, B, and C. Catalytic hydrogenation of each alkene gave 2-methythexane. Reaction of A with \(\mathrm{B}_{2} \mathrm{H}_{6}\) followed by \(\mathrm{H}_{2} \mathrm{O}_{2}\) and \(\mathrm{OH}^{-}\) gave mostly an alcohol, D. Similar reaction of \(\mathrm{B}\) or C gave approximately equal amounts of \(\mathrm{D}\) and an isomeric alcohol \(\mathrm{E}\). What structural assignments can be made for \(\mathrm{A}\) to \(E\) on the basis of these observations? What structural element is left undetermined by these data alone?

Indicate which of the following compounds show geometric (cis-trans) isomerism, draw the isomeric structures, and specify each as \(Z\) or \(E\). (a) 1-butane (g) 2 -pentene (b) 2-butane (h) 1-chloropropene (c) 1,1 -dichloroethene (i) 1 -chloro-2-methy1-2-butene (d) 1,2 -dichloroethene (j) 3 -methy \(1-4\) -ethy \(1-3\) -hexane (e) 2 -methy \(1-2\) -butane (k) 2,4 -hexadiene (f) 1-pentene \(\quad\left(\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHCH}=\mathrm{CHCH}_{3}\right)\)

Indicate how you would synthesize each of the following compounds from any one of the given organic starting materials and inorganic reagents. Specify reagents and the reaction conditions. Starting materials: propylene, isobutylene.
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