Exam 7: Structure and Synthesis of Alkenes; Elimination

Draw a mechanism for the reaction shown below.

Provide the name of the major alkene product that results when (2S,3R)-2-bromo-3-methylpentane is treated with sodium methoxide in methanol.

How many elements of unsaturation do molecules with a molecular formula of C₆H₆Cl₆ have?

Provide a synthesis to convert but-1-ene to buta-1,3-diene.

Provide the major organic product in the reaction shown below.

Which of the following alkenes is the major product when 2-bromo-2-methylpentane is treated with potassium tert-butoxide in tert-butanol?

Draw an acceptable structure for 4-ethylhept-1-ene.

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Provide a model that shows why the less stable Z isomer is formed in this reaction shown.

Draw an acceptable structure for 4-phenylbut-1-ene.

How many elements of unsaturation are implied by the molecular formula

Propose a detailed, step-by-step mechanism for the reaction pathway shown below.

Which of the following alkenes can show geometric isomerism: 2,3-dichloro-2-pentene, 4-chloro-3-ethyl-3-hexene, 3-chloro-2-methyl-2-butene, and 3-chloro-2-methyl-1-butene?

Using Zaitsev's rule, choose the most stable alkene among the following.

Provide a series of steps through which 2-methylbutane is converted into 2-methylbut-1-ene.

Which base, ammonia (NH₃) or triethylamine [(CH₃CH₂)₃N], would be a better choice for use in converting 1-chlorohexane to hex-1-ene? Explain briefly.

Draw an acceptable structure for (Z)-2-chloro-4-ethylhex-2-ene.

Which of the following alkenes has the largest molar heat of hydrogenation (ie, releases the most heat upon hydrogenation)?

Provide the proper IUPAC name for the alkene shown below.

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.