Write the Ky reactions for pyridine, for sodium 2-mercaptoethanol, and for cyanide. H+ binds to S in sodium 2-mercaptoethanol and to C in cyanide. (Hint: Spectator ions, which do not react in solution, appear on both sides of the reaction and can be removed.) N: HOCH.CHS: Na+ CN Pyridine Sodium 2-mercaptoethanol Cyanide Refer to the Ka values below for their conjugate acids. Which of the three bases shown above is the strongest? NH HOCH.CH.SH HCN Pyridinium ion K. = 6.3 x 10-6 2-Mercaptoethanol K. = 1.9 X 10-10 Hydrogen cyanide K = 6.2 x 10-10

Write the Ky reactions for pyridine, for sodium 2-mercaptoethanol, and for cyanide. H+ binds to S in sodium 2-mercaptoethanol and to C in cyanide. (Hint: Spectator ions, which do not react in solution, appear on both sides of the reaction and can be removed.) N: HOCH.CHS: Na+ CN Pyridine Sodium 2-mercaptoethanol Cyanide Refer to the Ka values below for their conjugate acids. Which of the three bases shown above is the strongest? NH HOCH.CH.SH HCN Pyridinium ion K. = 6.3 x 10-6 2-Mercaptoethanol K. = 1.9 X 10-10 Hydrogen cyanide K = 6.2 x 10-10

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter10: Gas Chromatography: Analyzing Alkene Isomers

Section: Chapter Questions

Problem 9Q

See similar textbooks

Similar questions

2 (a) Allylation is a powerful way to make compounds such as 8 and 9 diastereoselectively. OH он allylation Ph or Ph Ph 8 9 (i) Allyl Grignard reagents [RCH=CHCH,MgBr] cannot be used to make 8 and 9 selectively. With the aid of a diagram explain why. (ii) Which isomer of the allyl boronate 10 would you require to synthesise 8 selectively? Draw and provide comments on the transition state of the allylation reaction of 10 with benzaldehyde to support your answer. B-O 10
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 8*8 Ph THF A 1 Santande B H₂SO4 100 °C 3 OH Using curly arrows, provide full mechanistic details accounting how methylenecyclohexane 2 was synthesised according to both Methods A and B.
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) Ph THF A Ph Ph B H₂SO4 100 °C 3 OH (iii) In analysing both these methods, are there other possible alkene products other than methylenecyclohexane 2? Use mechanistic details to support your answer.
4. A student has prepared 0.05 M solution of CH3-C=CH and has added to it 0.05 M solution of potassium tert-butoxide (K" O-C(CH3)3). (iv) Calculate the percentage of deprotonated methyl acetylene taking into account that pKa of the conjugate acid of potassium tert-butoxide equals 18 and pKa of methyl acetylene equals 24.
3. Provide the products, intermediates, and/or reagents for the following reactions: (a) CH3 (i) H2N CH3 pyridine Ph (b) он PBr3 PPh, кови (ii) (iii) (iv) then (c) Ph Br. (v) CH3 (d) HNO, (excess) (vi) CH3 H2SO4 (e) 2 Li(s) Ph-CEN (vii) (viii) then HCI, H20 HO (x) (1) DIBAL-H HO t-Bu, (ix) then NaOH, H20 p-TSOH (g) NH2 CH3 (xi) Но pyridine Но
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 836 Ph THF A 1 B H₂SO4 100 °C 3 OH Which of the two methods (A or B) is more likely give high yield of methylenecyclohexane 2? Briefly explain.
(b) Predict the suitable solvent (H2O or CH3COCH3) to increase the reaction of bromopropane (CH3CH2CH2B1) with sodium hydroxide (NaOH). Two reactions are shown below: NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + NaBr H,O (i) NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH NaBr H,C CH (ii)
(b) Predict the suitable solvent (H2O or CH3COCH:) to increase the reaction of bromopropane (CH3CH2CH2B1) with sodium hydroxide (NaOH). Two reactions are shown below: NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + + NaBr H,O (i) NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + NaBr (ii) H,C- CH3
A student attempted to prepare 1-chlorobutane by mixing 1-butanol with NaCl in acetone. Was the student succesful? Explain.
6) If you are given a mixture consisting of following 3 compounds, explain how you would separate the components by solvent extraction method NH2 ÇOOH (A) Cyclopentylamine (B) 2,4-Cyclopentadiene-1-carboxylic acid (C) Benzene
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) 1 Ph THF A Ph Ph B H₂SO4 100 °C 3 OH What is the name of the reaction that is followed by reaction Method A?
Which of the following reactions will synthesize phenol from benzene? 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) warm H2SO4 and H2O 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) CuCN; 5) dilute acid and heat 1) Acetyl chloride & AlCl3; 2) bleach 1) Ph-N2+ + KI; 2) BrMgCH=CH2 in ether, followed by H3O+; 3) warm, conc'd KMnO4 1) Cl-CH(CH3)-CH2CH2CH3 + FeBr3; 2) hot, conc'd KMnO4