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Ochem 2 ch 22
Ch 22 Amines (100 pts) Chemistry 2320 p) H&NO3/H2SO 1) Fe, HCI...
Ochem 2 ch 22 Chemistry 2320 Ch 22 Amines (100 pts) h) HN CH2CI2 i) 1)...
Ochem 2 ch 22
Chemistry 2320 Ch 22 Amines (100 pts) h) HN CH2CI2 i) 1) KOH/DMF H2NNH2 N-H E1OH 2) CI NaN3 LAH THF k) NaCN LAH THF DMSO I) HONO2 H2/Ni CH3OH H2SO m) 1) SOCI2 /pyr LAH THF NH2 2) n) H2/ Ni NH2 CHO+ CH-он o) H* (cat) NABH3CN NH2 -H2O CHОH Page 6 of 8
Ochem 2 ch 22 istry 2320 Chemistry 2320 Ch 22 Amines (100 pts) Complete the acid-base...
Ochem 2 ch 22
istry 2320 Chemistry 2320 Ch 22 Amines (100 pts) Complete the acid-base equilibrium reactions below by filling in the boxes Show the flow of electrons with curly arrows and indicate on which side the equilibrium lies by drawing an arrow in the box provided a. Example: H₂C-NH₂ + HEDEN H₂O-NH, ican pka 9.1 pka - 10,6 pka = 10 pka = 4.6 pka = 10.3 pka = 52 HH OXO "NH pka = 10.3 pka =...
Ochem 2 ch 22 720 Ch 22 Amines (100 pts) y 2320 aior product for each...
Ochem 2 ch 22
720 Ch 22 Amines (100 pts) y 2320 aior product for each of the following reactions or reaction sequences. Show chemistry where appropriate. Assume aqueous workup. stereochemist NaCN DMSO Nang DMSO H.NCHE HO H+ (cat.) HAN ~ CHO benzene -H,O H₂N P-TOH benzene -HO HN(CH3)2 p-TSOH benzene -H₂O NH но ROH Page 5 of 8
Ochem 2 ch 22 Chemistry 2320 Ch 22 Amines (100 ne 2. Draw an arrow from...
Ochem 2 ch 22
Chemistry 2320 Ch 22 Amines (100 ne 2. Draw an arrow from arrow from the corresponding carbonyl compound and amine from which that product dhe synthesized via reductive amination. Some substrates may be used more than once and some products may be synthesized in more than one Product OHCỐ CHO in HC-NH₂ O CH CHO CHO Page 2 of 8
Ochem 2 ch 22 Ch 22 Amines (100 pts) Chemistry 2320 7. Provide an efficient multi-step...
Ochem 2 ch 22
Ch 22 Amines (100 pts) Chemistry 2320 7. Provide an efficient multi-step synthesis of 2 starting with 1. In your forward synthesis, indicate the reagents used for each step by writing them over the arrow leading to each of the specified products. At some point in your synthesis you must utilize arrows. chemical(s) specified over the OH 2 8. Provide an efficient multi-step synthesis of 2 starting with 1. In your forward synthesis, indicate the reagents...
Ochem 2 ch 19-20 Che Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts)...
Ochem 2 ch 19-20
Che Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts) Draw the major product for each of the following reactions. 7. a) 1.) Mg /Et O Br 2.) CO2 3.) Hg0 b) CN Но H2SO4 heat c) NaCN DMSO d) 1.) NaCN, DMSO 2.) H3O e) 1.) CH3OH, H2SO4 (cat) -cO-H 2.) LIAIH THF 3.) H20 OH Но- coH g) 1.) NaCN, DMSO 2.) H30 3.) HCI(aq), heat Page 4 of 6
Ochem 2 ch 19-20 Chemistry 2320 Ch 19 and 20 - Carboxylic Acids and Derivatives (100...
Ochem 2 ch 19-20
Chemistry 2320 Ch 19 and 20 - Carboxylic Acids and Derivatives (100 pts) & Provide the products for each of the following reaction sequences. P 2010 Na,Cro H SO, heat 1.) SOCI 2.) NHS pBrs NaCN H2SO (aq) OH heat HCMgBr H SO (aq) heat imine- not isolated H.SO (aq) PCC NaCN OH heat CH,Cl2 (solvent) NBS, hv 1.) Mg 2.) CO2 3.) H3O+ CH,OH Na Oro Huso, heat H2O(cat) -H2O H: C-P(ph)s PDC 1.) LAH...
Ochem 2 ch 19-20 Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts) Select...
Ochem 2 ch 19-20
Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts) Select the products and the reagents for the following sequence by writing the numbers of the products formed in the box and the letter of the reagents used over the arrows. The order of steps is important. Not all products or reagents will be used. 4. A. CH OH, H2SO, (cat) Number: OH Letter B. Na Cr O H2SO C. Br CO-CH C D. O...
Chemistry 2320 Ch 18 Aldehydes and Ketones (100 pts) 3. Provide the most efficient synthesis possible...
Chemistry 2320 Ch 18 Aldehydes and Ketones (100 pts) 3. Provide the most efficient synthesis possible by matching the reagents to the reaction. Write the letter (3) over or adjacent to the corresponding reaction arrow. As many as three steps represented by each letter may be needed. Assume intermediate products are isolated and purified or used in situ as appropriate. A. HOVOH B. HN(CH3)2, H' OH XCN C. Na2Cr2O, H2SO4 LOH Ph D. CH,MgBr, Eto E. HCN F. LiAIH, THE...
Ochem 2 ch 22
Chemistry 2320 Ch 22 Amines (100 pts) h) HN CH2CI2 i) 1) KOH/DMF H2NNH2 N-H E1OH 2) CI NaN3 LAH THF k) NaCN LAH THF DMSO I) HONO2 H2/Ni CH3OH H2SO m) 1) SOCI2 /pyr LAH THF NH2 2) n) H2/ Ni NH2 CHO+ CH-он o) H* (cat) NABH3CN NH2 -H2O CHОH Page 6 of 8
Ochem 2 ch 22
istry 2320 Chemistry 2320 Ch 22 Amines (100 pts) Complete the acid-base equilibrium reactions below by filling in the boxes Show the flow of electrons with curly arrows and indicate on which side the equilibrium lies by drawing an arrow in the box provided a. Example: H₂C-NH₂ + HEDEN H₂O-NH, ican pka 9.1 pka - 10,6 pka = 10 pka = 4.6 pka = 10.3 pka = 52 HH OXO "NH pka = 10.3 pka =...
Ochem 2 ch 22
720 Ch 22 Amines (100 pts) y 2320 aior product for each of the following reactions or reaction sequences. Show chemistry where appropriate. Assume aqueous workup. stereochemist NaCN DMSO Nang DMSO H.NCHE HO H+ (cat.) HAN ~ CHO benzene -H,O H₂N P-TOH benzene -HO HN(CH3)2 p-TSOH benzene -H₂O NH но ROH Page 5 of 8
Ochem 2 ch 22
Chemistry 2320 Ch 22 Amines (100 ne 2. Draw an arrow from arrow from the corresponding carbonyl compound and amine from which that product dhe synthesized via reductive amination. Some substrates may be used more than once and some products may be synthesized in more than one Product OHCỐ CHO in HC-NH₂ O CH CHO CHO Page 2 of 8
Ochem 2 ch 22
Ch 22 Amines (100 pts) Chemistry 2320 7. Provide an efficient multi-step synthesis of 2 starting with 1. In your forward synthesis, indicate the reagents used for each step by writing them over the arrow leading to each of the specified products. At some point in your synthesis you must utilize arrows. chemical(s) specified over the OH 2 8. Provide an efficient multi-step synthesis of 2 starting with 1. In your forward synthesis, indicate the reagents...
Ochem 2 ch 19-20
Che Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts) Draw the major product for each of the following reactions. 7. a) 1.) Mg /Et O Br 2.) CO2 3.) Hg0 b) CN Но H2SO4 heat c) NaCN DMSO d) 1.) NaCN, DMSO 2.) H3O e) 1.) CH3OH, H2SO4 (cat) -cO-H 2.) LIAIH THF 3.) H20 OH Но- coH g) 1.) NaCN, DMSO 2.) H30 3.) HCI(aq), heat Page 4 of 6
Ochem 2 ch 19-20
Chemistry 2320 Ch 19 and 20 - Carboxylic Acids and Derivatives (100 pts) & Provide the products for each of the following reaction sequences. P 2010 Na,Cro H SO, heat 1.) SOCI 2.) NHS pBrs NaCN H2SO (aq) OH heat HCMgBr H SO (aq) heat imine- not isolated H.SO (aq) PCC NaCN OH heat CH,Cl2 (solvent) NBS, hv 1.) Mg 2.) CO2 3.) H3O+ CH,OH Na Oro Huso, heat H2O(cat) -H2O H: C-P(ph)s PDC 1.) LAH...
Ochem 2 ch 19-20
Chemistry 2320 Ch 19 and 20-Carboxylic Acids and Derivatives (100 pts) Select the products and the reagents for the following sequence by writing the numbers of the products formed in the box and the letter of the reagents used over the arrows. The order of steps is important. Not all products or reagents will be used. 4. A. CH OH, H2SO, (cat) Number: OH Letter B. Na Cr O H2SO C. Br CO-CH C D. O...
Chemistry 2320 Ch 18 Aldehydes and Ketones (100 pts) 3. Provide the most efficient synthesis possible by matching the reagents to the reaction. Write the letter (3) over or adjacent to the corresponding reaction arrow. As many as three steps represented by each letter may be needed. Assume intermediate products are isolated and purified or used in situ as appropriate. A. HOVOH B. HN(CH3)2, H' OH XCN C. Na2Cr2O, H2SO4 LOH Ph D. CH,MgBr, Eto E. HCN F. LiAIH, THE...
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