Question

Looking for the answers to Questions 1, 4 & 6!! Thank you!!

HOMEWORK 6 ORGANIC CHEMISTRY II Due Date: 10/29/2019 Question 1: Provide the IUPAC names for the products obtained by the reaction of Butan-2-one under five conditions outlined below. 1. Sodium Borohydride followed by work up. Al 2. Methyl lithium followed by work up. [B] 3. Isopropyl magnesium bromide followed by work up. [C] 4. Methyl triphenylphosphonium bromide and a base. [D] 5. Two equivalents of methanol in the presence of an acid catalyst. [E] 6. Zinc amalgam and hydrochloric acid. (IF) Question 2: Provide the IUPAC names for the products obtained by the reaction of propanal under five conditions outlined below. 1. Sodium Borohydride followed by work up. (A) 2. Methyl lithium followed by work up. [B] 3. Isopropyl magnesium bromide followed by work up. [C] 4. Methyl triphenylphosphonium bromide and a base. [D] 5. Two equivalents of methanol in the presence of an acid catalyst. [E] 6. Zinc amalgam and hydrochloric acid. [F] Question 3: Provide the IUPAC names for the products obtained by the reaction of cyclohexylmethylketone under five conditions outlined below. 1. Sodium Borohydride followed by work up. (A) 2. Methyl lithium followed by work up. [B] 3. Isopropyl magnesium bromide followed by work up. [C] 4. Methyl triphenylphosphonium bromide and a base. [D] 5. Two equivalents of methanol in the presence of an acid catalyst. [E] 6. Zinc amalgam and hydrochloric acid. [F] Question 4: Provide the IUPAC names for the products obtained by the reaction of cyclohexanecarbaldehyde under five conditions outlined below. 1. Sodium Borohydride followed by work up. [A] 2. Methyl lithium followed by work up. [B] 3. Isopropyl magnesium bromide followed by work up. [C] 4. Methyl triphenylphosphonium bromide and a base. [D] 5. Two equivalents of methanol in the presence of an acid catalyst. [E] 6. Zinc amalgam and hydrochloric acid. [F] Question 5: Provide the IUPAC names for the products obtained by the reaction of methylvinylketone under five conditions outlined below. 1. Sodium Borohydride followed by work up. [A] 2. Methyl lithium followed by work up. [B] 3. Isopropyl magnesium bromide followed by work up. [C] 4. Methyl triphenylphosphonium bromide and a base. [D] 5. Two equivalents of methanol in the presence of an acid catalyst. E 6. Zinc amalgam and hydrochloric acid. [F] Question 6: How do you convert cyclopentanone to the following compounds using a combination of reagents provided below. (Note: You are allowed to use a combination of more than one reagent to carry out these transformations. Please enter alphabet corresponding to the reagent only. For a combination of reagents, use the letters corresponding to the correct order of reagents without separated by any commas, for example: DCBA) Compounds ) Cyclopentanol (ii) 1-Isopropylcyclopentan-1-ol (iii) Cyclopentene oxide (iv) cis-Cyclopentane-1,2-diol (v) Chlorocyclopentane (vi) 1-Methylcyclopentan-1-ol (vii) Cyclopentene (viii) trans-Cyclopentane-1,2-diol

Answer 1

17 IUPAC names for the products obtained by the reaction A bufan-2-me enn dejo fine conditions outlined below IUPAC names 4 products s nabity/wook up, Butan2-me CH3 Lė (aook up [B] X CHg 2-methylobutan-2-4 mg Br / work up OH Butan-2-ol OH (c) 2,3-dimetty lopentan-3-01 phat the Br / work up 07 Tore 2-methyl-but-1-ene - 2 e90.cf CH3OH/acid catalyst, [E] Ochy Ochlz 2 Oct 2, 2-dimethony Cn33 butane ©y 3 [F] zine amalgam (Hel, HA 290L 3ONIS Butane

name 4) The IUPAC names for the products stained by the reaction of cycloheranecerbaldehyde undeso five conditions outlined below prasduets with IDPAC t in & eo Ket. O -CH2-OH (cyclonocane Cambal LA CH2-OH (dehyde Cyclohexyl metíand & Azli (work up, де, әуеkоlskyimshy Canbind Cyclohenylesopropyl carbönd págpictz jasorkes myeH=ete et & base, [A ] Cyclohenyl ethelene 44 2 equ.of CH3OH! et OCH3 work up, (E a eh cyclohenane Carbaldehyde dimethylaatal H zine amalgam/Hel. Methylcycloherone