SynthesisProblemsKey

SynthesisProblemsKey - CH 3 O OCH 3 O O OH OH O HO OH O O...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
Use any needed inorganic reagents to effect the following transformation: Diels-Alder heat H 3 PO 4 Jones Reagent O OH OH O O Use any needed reagents to effect the following transformations: CH 3 NO 2 CH 3 NH 2 CH 3 N 2 + Na 2 S 2 O 4 NaNO 2 , HCl(aq) (0 - 5 0 C) N N HO CH 3 CH 3 CH 3 OH H 2 O CH 3 NO 2 N N HO CH 3 CH 3 ---------------------------------------------------------------------------------------------------------------------------
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
(the product tautomerizes) N N OH OH Me Me N N O O H H Me NHCCH 3 O NHCCH 3 O Me NHCCH 3 O Me NO 2 NHCCH 3 O Me NH 2 NH 2 Me NH 2 Me N N O O H H HNO 3 H 2 SO 4 Na 2 S 2 O 4 1) H 3 O + , heat 2) OH - Cl C C Cl O O CH 3 CO 2 Na H 2 O CHO Ph Ph CO 2 H CHO Ph CHO Ph Ph CHO Ph CO 2 H NaOH(aq) heat CH 2 CHCH CH 2 Diels-Alder 1) Tollen's, 2) H 3 O + or Jones Reagent CH 2 O ----------------------------------------------------------------------------------------------------------------------------
Background image of page 2
Cl O O Cl H 2 O Na 2 S 2 O 4 (excess) H 2 SO 4 HNO 3 n O O N H N H NH 2 H 2 N NO 2 O 2 N O O N H N H n ----------------------------------------------------------------------------------------------------------------------------
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 4
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: CH 3 O OCH 3 O O OH OH O HO OH O O CH 3 O OCH 3 O O Jones 1) KMnO 4 , NaOH, H 2 O, heat 2) H 3 O + CH 3 OH (excess), H + , heat Cl Cl N N NMe 2 Cl Cl NO 2 Cl NH 2 Cl N 2 + Cl N N NMe 2 HNO 3 H 2 SO 4 Na 2 S 2 O 4 H 2 O NaNO 2 , HCl(aq) (0 - 5 C) NMe 2----------------------------------------------------------------------------------------------------------------------------CH 2 O and OH OH O OH OH O O O NaOH(aq) heat Diels-Alder heat H 3 PO 4 Jones Reagent----------------------------------------------------------------------------------------------------------------------------Diels-Alder NaOH (aq), heat + CO 2-CH 2 OH OH CH 2 OH CO 2-+ CHO OH H 3 PO 4 heat CHO...
View Full Document

This note was uploaded on 11/30/2008 for the course CHEM 2364 taught by Professor Davila during the Spring '08 term at LSU.

Page1 / 4

SynthesisProblemsKey - CH 3 O OCH 3 O O OH OH O HO OH O O...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online