CHEM 372 Lecture Notes - Lecture 21: Robinson Annulation, Reductive Amination, Isopropylamine

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11 Aug 2015

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Chapter 23, 3rd edition: 1, 5-20, 21-28, 30, 32-34, 45-54, 58, 59, 64, 65. Chapter 23, 4th edition: 1, 2, 4-6, 10-13, 16-20, 21-28, 32-36, 38, 39, 44-48, 50-53, 58, 62. Chapter 24, 3rd edition: 1-10, 12-16, 18-24, 25-26, 27-33, 35-39, 43, 44-45, 47, 48, 54, 62-62 (synthesis problems!) Chapter 24, 4th edition: 1-10, 12, 13, 15-18, 20-25, 28-30, 31, 32, 35, 37, 38-42, 43-47, 49, 54, 56, 62-64. Chapter 25, 3rd edition: 1, 4, 5, 11, 12, 13, 17-19, 41, 42, 55-57. Chapter 25, 4th edition: 1, 4, 5, 9, 10, 11, 15-17, 42, 43, 56, 57. Draw the products or reactions for the following robinson annulations: Classification: 1o, 2 o, 3 o, and 4o ammonium salt. Nomenclature: simple amines are named using the root amine , alkyl substituents on the 2o or 3o nitrogen are identified using n, symmetrical amines are named by adding the prefix di- or tri- to the name.

Related Questions

Give It Some Thought 6.16

Valence electron configurations of the elements.

Part A

The elements Ni, Pd, and Pt are all in the same group. By examining the electron configurations for these elements in the following figure, what can you conclude about the relative energies of the nd and (n+1)s orbitals for this group?

nd > (n+1)s

nd < (n+1)s

nd = (n+1)s

It is impossible to conclude.

Make a small table of the K_{\alpha } values from table 9.1 (included below), the K_{\alpha }(calc) value and the corrected value K_{\alpha }^{*} (calc) along with the \lambda_{K_{\alpha }} value from the experimental value and the value calculated from K_{\alpha }^{*} (calc) energy for the following elements: B, Na, Cl, Fe, and Ag. (note this is college upper level physical chemistry; I expect a full answer)

Please answer all the questions!

Nitrobenzene + Br_2/Fe + heat yields which product(s): a. m-bromonitrobenzene b. o-bromonitrobenzene c. p-bromonitrobenzene d. both b & c acetophenone + Br_2/Fe + heat yields which product(s): a. m-bromoacetophenone b. o- bromoacetophenone c. p- bromoacetophcnone d. both b & c cumene + HNO-3/H_2SO_4 + heat rightarrow a. m-nitrocumene b. o-(2-CH(CH_3)_2)benzenesulfonic acid c. o & p-nitrocumene d. something else! Which is the most acidic? a. cumene b. 4-nitroaniline c. 4-nitrophenol d. 4-methoxyphenol e. 4-methylphenol Which is the most basic? a. cumene b. 4-nitroaniline c. 4-methoxyaniline d. 4-chlorophenol c. 4-methylphenol nitrobenzene + acetyl chloride - AICl_3 rightarrow a. o-CH_3(C = O)NO_2benzene b. p-CH_3(C = O)NO_2 benzene c. p-CH_3 -(C = O)NO_2 benzene d. a & b e. no rxn benzene + 1. Br_2/FeBr_2 followed by 2. H_2SO_4/SO_3 rightarrow a. o-bromobenzenesulfonic acid b. p-bromobenzenesulfonic acid c. both a & b d m isomer e. no rxn benzene + 1.. H_2SO_4/SO_3 followed by 2. Br_2/FeBr_3 a. o-bromobenzenesulfonic acid b. p-bromobenzenesulfonic acid c. both a & b d m isomer e. no rxn benzene + acetyl chloride + AlCl_3 followed by Cl_2/AlCI_3/heat rightarrow a. o-chloroacetophenone b. p-chloroacetophenone c. m-chloroacetophenone d. a & b e. no reaction! p-methylanisole + HNO-3/H_2SO_4/heal rightarrow a. 2-nitro-4-methylanisole b. 3-nitro-4-methylanisole c. 3-nitro-5-methylanisole d. no rxn e. something else toluene + KMnO_4/OH^-/heat, then dilute acid quench, followed by HNO_3/H_2SO_4 rightarrow a. 3-nitrotoluene b. 4-nitrobenzenoic acid c. 3-nitrobenzoic acid d 2-nitrotoluene e. something else! a. 3-ehloroacetophenone b. 3-chlorophenol c. 4-chlorophenol d. 4-Chlorophenyl-l-ethanol e. a-d incorrect toluence + NBS/light, followed by NBS /light (repeat reaction a total of 3 times), then HNO_3/H_2SO_4 rightarrow a. 3-NO_2(Ph)CBr_3 b. 4-NO_2(Ph)CBr_3 c. 4-nitrotoluene d. 4-nitro-1, 3, 5-tribromobenzene e. a-d incorrect aniline + NaNO_2/HCI/zero degrees, then CuCN rightarrow a. benzonitrile b 2-cyanoaniline c. 4-cyancaniline d. both b & c e. 3-chloroaniline aniline + NaNO_2/HCI/zero degrees, then Cul a. 4-iodoaniline b. 4-nitroiodobenzene c. iodobenzene d. both a & b. e. something else! Do the following text problems: 1, 2., 3, 4, 5, 6, 7, 10, 11, 13, 14, 15, 17, 18, 23, 26, 28, 29, 30, 31, 36, 38, 39, 40, 42, 43, 45, 46, 48, 49, 50, 51, 55, 56, 61, 62

CHEM 372 Lecture Notes - Lecture 21: Robinson Annulation, Reductive Amination, Isopropylamine

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