A synthetic route for conversion of compound 1 into compound 2 has to be identified where a Wittig reaction is involved. Concept introduction: In a reaction, PCC (pyridinium chlorochromate) is used to oxidize alcohols to carbonyls. Primary alcohols get converted to aldehydes whereas secondary alcohols get converted to ketones when treated with PCC. Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a C = C bond. A phosphorous ylide is used for this conversion. It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged Hydroboration reaction: The reaction involves addition of B H 3 over alkene which makes B H 2 to bond with less substituted position of carbon-carbon double bonds and H to more substituted position of carbon-carbon double bonds which finally carbon containing B H 2 gets oxidized in order to achieve the product with less substitution. Oxidation: If electrons are moved from a species or oxygen atoms are added to a species or hydrogen atom gets removed from a species during a chemical reaction is known as oxidation. Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.

Question

Want to see the full answer?

Answer 1

Question

Chapter 19, Problem 88IP

Interpretation Introduction

Interpretation: A synthetic route for conversion of compound 1 into compound 2 has to be identified where a Wittig reaction is involved.

Concept introduction:

In a reaction, PCC (pyridinium chlorochromate) is used to oxidize alcohols to carbonyls. Primary alcohols get converted to aldehydes whereas secondary alcohols get converted to ketones when treated with PCC.

Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a C=C bond. A phosphorous ylide is used for this conversion. It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged

Hydroboration reaction: The reaction involves addition of BH3 over alkene which makes BH2 to bond with less substituted position of carbon-carbon double bonds and H to more substituted position of carbon-carbon double bonds which finally carbon containing BH2 gets oxidized in order to achieve the product with less substitution.

Oxidation: If electrons are moved from a species or oxygen atoms are added to a species or hydrogen atom gets removed from a species during a chemical reaction is known as oxidation.

Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

יווי 10 20 30 40 50 60 70 3.5 3 2.5 2 1.5 1 [ppm] 3.5 3 2.5 2 1.5 1 6 [ppm] 1 1.5 -2.5 3.5

2H2S(g)+3O2(g)→2SO2(g)+2H2O(g) A 1.2mol sample of H2S(g) is combined with excess O2(g), and the reaction goes to completion. Question Which of the following predicts the theoretical yield of SO2(g) from the reaction? Responses 1.2 g Answer A: 1.2 grams A 41 g Answer B: 41 grams B 77 g Answer C: 77 grams C 154 g Answer D: 154 grams D

Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10