Synthesis of trans-9-(2-phenylethenyl)-anthracene via a Wittig reaction which in
ID: 1062547 • Letter: S
Question
Synthesis of trans-9-(2-phenylethenyl)-anthracene via a Wittig reaction which involves treating an aldehyde with a phosphorous ylide, creating an oxaphosphetane intermediate and ending with an olefin.
What is the function of your NaOH solution in this reaction?
Why the product precipitates with 1-propanol/water solution? (think of polarity….)
eittig nn LAB VG 23-16 Microsoft Ward nk Tools Word Hom nsert Page Layout ng xa Subscript Calibri A A Superscript Bbc AaBbce x' n List Pa nNormal n No spaci... Change Editing ding Heading 2 Change Editing New Pa I U abe x Styli Group Style pboard Font New Group Style Navigation olefin culations, with units, 1 point for MP;2 points on; 2 points for NMR spectra interpretatio Click the arrows to continue you Overall Chemical Equation Lab Handout dof "I She/He when writing the discussion You arch for text in your document by typing in equence below): the search box above. Click the X button to can your search. at was provided to you. How cananylide be synth tion in this reaction check the handout mechani opanol water solution? (think of polarity....) ghazisomer could potentially beformed. Whatis 50% NaOH roup priority is established? DMF ally formed (tp:considerthe stablization of you Why? he literature valuefor9-anthraldehyde. Do your c the reaction? (look at the peaks expected forthe ra support the success of your reaction Double-click to Edit CS ChemDraw Drawing E BAR 2 E 100% Ask me anything 4x /29/2016Explanation / Answer
(a) NaOH deprotonates the alkylphosphonium salt, which futher attacks carbonyl group.
(b) Because of non polar in nature it precipitates in polar solvents like water and propanol
Related Questions
Navigate
Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.