{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Dolbier HW Solutions 323

Dolbier HW Solutions 323 - 417 ETHERS EPOXIDES AND SULFIDES...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
Diethylene glycol then undergoes intramolecular ether formation to yield 1,4-dioxane. ( b ) The substrate is a primary alkyl halide and reacts with aqueous sodium hydroxide by nucle- ophilic substitution. The product of this reaction now has an alcohol function and a primary chloride built into the same molecule. It contains the requisite functionality to undergo an intramolecular Williamson reaction. 16.33 ( a ) The f rst step is a standard Grignard synthesis of a primary alcohol using formaldehyde. Compound A is 3-buten-1-ol. Addition of bromine to the carbon carbon double bond of 3-buten-1-ol takes place readily to yield the vicinal dibromide. When compound B is treated with potassium hydroxide, it loses the elements of HBr to give compound C. Because further treatment of compound C with potassium hydroxide converts it to D by a second dehydrobromination, a reasonable candidate for C is 3-bromotetrahydrofuran.
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

Ask a homework question - tutors are online