Exam 11: Alcohols and Ethers

When 3-methyl-2-pentene is treated with mercuric acetate,Hg(O₂CCH₃)₂,in a THF-ethanol mixture and the resulting product reacted with NaBH₄ in basic solution,the principal product formed is which of these?

The correct IUPAC substitutive name for is:

Propose a mechanism for the following transformation:

Propose a structure for the compound with the following formula that is consistent with the IR and ¹H NMR data shown: C₆H₁₄O IR - 1120cm⁻¹,strong,broad 3H triplet at 1.1 $\delta$ 9H singlet at 1.15 $\delta$ 2H quartet at 3.45 $\delta$

A correct IUPAC name for the following compound is?

What is the relationship between alcohols I and II? They are:

Propose a mechanism for the following transformation:

If trans-2-butene is treated with meta-chloroperbenzoic acid what is the final product?

What would be the major product of the following reaction sequence?

Which of the alcohols listed below would you expect to react most rapidly with HBr,assuming the reaction pathway is predominantly S_N1?

The development of a procedure called ___ has made the use of nonpolar solvents possible in reactions involving polar reagents.

We have learned three different methods to convert alkenes into alcohols. a)The method that takes place with Markovnikov regioselectivity but is prone to rearrangement is ___. b)The method that takes place with Markovnikov regioselectivity and does not lead to rearrangement is ___. c)The method that takes place with anti-Markovnikov regioselectivity and syn stereoselectivity is ___.

What reaction is needed to accomplish the following transformation:

is properly named:

Propose a structure for the compound with the following formula that is consistent with the IR and ¹H NMR data shown: C₃H₈O IR - 3350cm⁻¹,strong,broad 6H doublet at 1.3 $\delta$ ,J = 7 Hz 1H singlet at 2.2 $\delta$ (exchangeable) 1H septet at 4.0 $\delta$ ,J = 7 Hz

Which would be the major product of the reaction shown?

What is the relationship between alcohols I and II? They are:

Complete the following reaction sequence,giving structural details of all key intermediates:

Select the structure of the major product formed from the following reaction.

What is the relationship between alcohols I and II? They are: