CHEM 222 Lab 6

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orgo chem questions

lls 02/18/19 41% ehhedrick0507 This is a Molecule Drawing question/Itis worth 1 point/ You have 1 of 3attempts remaining/Thereis n ttempt penalty 13 Question (1 point) e See page 605 Carbenes can add to alkenes to give a cyclopropane derivative. Draw the alkene (unknown X) that reacts with the carbene to give the following product. 3rd attempt VIEW SOLUTION 13/20 7 OF 20 QUESTIONS COMPLETED MacBook Air

Review topics] [References) 1. CI NaOH NH2 NaCI H20 2. OH NAHCO3 12 H20 CO2 Nal a = Proton transfer d = Electrophilic addition g = SN1 Nucleophilic substitution b = Lewis acid/base c = Radical chain substitution e = El Elimination h = SN2 Nucleophilic substitution f= E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. Retry Entire Group 9 more group attempts remaining nswer

methanol + CH3OH Suppose you were told that the above reaction was a substitution reaction but you were not told the mechanism. Evaluate the following categories to determine the reaction mechanism and then draw the structure of the major organic product. Type of alkyl halide: Type of nucleophile: Solvent: Is the product racemic?

A Grades for Angela Winston: CHEM-2 0 0 C ← caps lock 52 Heavy rain soon A Choose the reagent(s) that would be most likely to complete this reaction. - . S Aktiv Chemistry alt app.101edu.co E # D م Aktiv Chemistry 8888 R ه الكاكاك الكاكاك الكاك G B H N ASUS VivoBook OOOO U ل Answered: se the reagent(s) that wou Question 11 of 27 - M الشان K alt L (1586) Oldies music playing from ctrl 1.OsO. (catalytic) 2 NMO Bra HO 1. BH-THE 2 H.O., NaOH الحالات الالالالالكاك الالالال الكاك تات 1. Hg(OAC), M.O 2. NaBH., NaOH ه + enter, shift

An organic chemistry experiment involves a nucleophilic substitution (SN2) reaction using 1-iodobutane and 2-naphthoxide ion. The 2-naphthoxide ion is generated from 2-naphthol and sodium hydroxide in an ethanol solvent. The experiment includes steps like generating the nucleophile, conducting the SN2 reaction, and analyzing the product using 1H NMR spectroscopy. Question: Write the structure of the undesired side product if CH3CH2O‾ (ethoxide) reacts with 1-iodobutane.

Which is the MAJOR product of the following reaction? Et 1) BH3:THF 2) H2O2, NaOH Which of the following best describes a key step in the mechanism for the reaction below? HO ... CH3 -CH3 dihydroxylation + en H3C- H3C- HO. electrophilic addition reaction to form a carbocation intermediate B nucleophilic attack by an alkene to form a cyclic (epoxide) intermediate elimination reaction by abstraction of a beta-hydrogen D free-radical substitution at the carbonyl carbon Which alkene will produce the HIGHEST yield of the alkyl halide below? Br. alkene HBr |

Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI H₂N OH • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na+, I, in your answer. • In cases where there is more than one answer, just draw one. Sn [F

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Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CH3OH H3C CI • • • • You do not have to consider stereochemistry. Include all valence lone pairs in your answer. Do not include counter-ions, e.g., Na+, I", in your answer. In cases where there is more than one answer, just draw one.

3. Propose a reasonable mechanism for the reaction. Remember to: 1) Draw out the Lewis structure 2) Use arrows to indicate electron flow, clearly identifying the bond making and bond breaking steps. 3) Propose reasonable intermediates for the reaction conditions. Hint: One of the intermediates is a "dienol" which leads to an interesting tautomerization. For practice include the tautomerization in your mechanism. (Ph= phenyl = C6Hs) Ph 4. a. b. C. d. OH + H₂O H,CO. f. Ph cat. H₂SO4 For the reactions below, choose an appropriate reagent for the transformation. HO HICO. Reagent OH S HO Reagent + CO₂ Reagent Reagent Reagent H Ph Reagent -Ph

[Review Topics] [References] HO pyridine 1. SOCIl, + sO2 + H. Aqueous acetone H3C H20 H3C HBr 2. Br H OH optically active racemic f = SN1 Nucleophilic substitution g = SN2 Nucleophilic substitution a = Proton transfer d = E1 Elimination b = Lewis acid/base e = E2 Elimination c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - g for your answers. 1. 2.

In this reaction with bromine, monosubstitution of lakane A forms a mixture of organic product. Show the structures of two monosubstituted organic products that are formed.

Write the complete mechanism for the hydroxide ion catalyze reaction of cyclohexanone and 1-methylcyclohexanecarbaldehyde

b. Design the syntheses of the following three compounds, i, ii, and iii using the starting materials provided along with any reagents discussed in CHEM2401 and CHEM2402. The starting materials need to be transformed for the development of the reaction pathways and cannot be used directly to form the products. These are multiple step syntheses. Starting materials: ΌΗ مجھ ہم مجھ لة

Subject: Organic Chemistry Topic: Synthesis of Aspirin Question: Show the reaction scheme and mechanism in the synthesis of aspirin.

Possible alternative brominations include: Veratrole (1,2-dimethoxybenzene) to 1,2-dibromo-4,5-dimethoxybenzene; 4-Methylacetanilide to 2-bromo-4-methylacetanilide; 2-Methylacetanilide (made in experiment S.1) to 4-bromo-2-methylacetanilide; Vanillin to 5-bromovanillin; Acetanilide to 4-bromoacetanilide; a. b. C. d. e. EXPERIMENT S4: BROMINATION OF AROMATIC COMPOUNDS Certain other acetanilides made in experiment S.1 may also be used as precursors in this experiment. Estimated time: 1 afternoon Associated learning goals: Section 6, LG 6.6; Section 7, LG 7.2 and 7.4 Pre-lab report: complete the standard report form, and answer the following questions. In this experiment, molecular bromine (Br2) is generated from the redox reaction of potassium bromate with hydrobromic acid. Write a balanced equation for this process. Briefly outline the mechanism by which Br2 brominates your aromatic compound. Why do the bromine atoms end up at the positions indicated rather than anywhere else in the…

3) Draw the structures of the major organic product(s) for the following reactions. HI in CH₂Cl₂ 3 excess Cl₂ in H₂O H₂SO4 in H₂O (Two products) Br-Cl in THF 1) BH3 2) alkaline H₂O₂ OSO4 + HOOH

1) Nucleophilic substitution reaction of alkyl halide is a process when nucleophile replace the leaving group of alkyl halide. Propose the mechanism and product(s) for the following substitution reaction.

Show how you would synthesize each compound from benzene, toluene, or phenol using the following reactions: Reactions 1. Halogenation 2. Nitration 3. Sulfonation 4. Friedel-Crafts acylation 5. Friedel-Crafts alkylation 6. Oxidation of methyl group 7. Reduction of nitro group • Choose the starting material from the drop-down list • Enter the number(s) of the desired reactions in the order that you wish to use them without commas between • If a reaction is used more than once, enter its number each time you wish to use it Compound 1: 5-chloro-2-methylbenzenesulfonic acid Starting material: toluene Reaction(s): 31 Compound 2: m-bromobenzoic acid Starting material: [benzene Reaction(s): Submit Answer Try Another Version 1 item attempt remaining

Subject-- chemistry

OH NaOH H3C CH3 H3C CH3 Alkyl halides undergo nucleophilic substitution and elimination reactions. When the kinetics of the reaction are measured, if the rate of the reaction is found to be dependent only upon the concentration of the alkyl halide the reaction is first order. The substitution reaction is thus termed Sy1, and the elimination reaction is termed E1. These reactions are unimolecular and occur in two steps. The first step is rate-limiting and involves the loss of the leaving group to form a carbocation. In the second, fast, step the nucleophile adds to the carbocation in the SN1 reaction or elimination occurs to give an alkene in the E1 reaction. Because the carbocation is planar, the nucleophile can add to either face and therefore racemization is usually observed although solvent effects can influence this somewhat. E1 elimination follows Zaitsev's rule and typically yields the most substituted alkene as the major product. Conditions which favor the Sy1/E1 pathway include…