CHM 206 Expt 8, 9 Report

Can you explain it? Provide examples with the various steps and explanations. How halogens affect the boiling/melting point? Does number of halogens affect it? For example, Ch3-Ch3 vs Ch3-Br vs Br-Ch3-Br

From the table of available reagents select the one(s) you would use to convert:3-pentanol to 3-bromopentane:cyclopentanol to trans-2-methylcyclopentanol:Use the minimum number of steps; in no case are more than four steps necessary.List reagents by letter in the order that they are used; example: fa.

7. The reaction of methoxide anion with bromoethane to yield the ether ethyl methyl ether and the bromide anon (Br-) is an excellent example of a general reaction type called Sy2 (substitution nucleophilic bimolecular): CH,0+ CH,СH-Br a CH3-0-CH,СH; + Br- a. Change in enthalpy is -103 kJ/mol; the change in entropy is + 0.025 kJ/mol-K. Calculate DG at 300K. b. Is the reaction endergonic or exergonic? c. Is the reaction endothermic or exothermic? d. Use curved arrows to show the complete mechanism. Reaction of 2-methyl-1-butene with H-Cl could yield TWO alkyl chloride products. Draw and name 8. them.

Choose the two alkyl bromides and the hydrogenation method that must be used to synthesize these alkenes from acetylene. Enter your answer as two letters in alphabetical order, followed by a number; i.e. ac2, not ca2. Do not use punctuation. Alkyl Halides а. СHзCH2Br b. CH3(CH2)4Br c. CH3(CH2)5Br d. CH3(CH2)§Br e. CH3(CH2);Br f. CH3(CH2)¿Br g. CH3(CH2)12Br Hydrogenation Method 1. H2, Lindlar's catalyst 2. Na, NH3 (1) Alkene #1: CH3 H3C bb1 Alkene #2: H3C, CH3 df1

10) Synthesis: Make the following products from a suitable cyclic alkene starting material. Look at the functional group PATTERN present in the molecule, including stereochemistry. Br CH3 Br CH3

2. For each of the chemical substitution reactions below identify the major products and whether the reaction is likely an SN1 or SN2. Br NACN ethanol-water CH,OH / H,0 Nal (1 equiv.) acetone CI CH;CH,OH 25°C 3. For each of the following compounds provide appropriate reactants and solvent systems to synthesize them by a substitution reaction. Show which type of substitution: Sn1 or SN2. Br NH2 Br NACN NH, аcetone CN Br OH HBr I . Il.. NASH DMSO SH

1. You are planning to carry out a reaction between butyne CH3CH₂C=CH, and sodium methoxide, CH3ONa. You also need to choose an appropriate solvent for the reaction. Would H₂O be an appropriate solvent? Explain your rationale.

Make a discussion of these results. Topic: Tests for hydrocarbons

Use the following reagent table for the reaction of: cyclohexanol + H2 SO4 → cyclohexene Chemical MW (g/mol). Density (g/mL) mmols used Amount used cyclohexanol 100.16 0.9624 1.50 mL Sulfuric Acid 98.08 1.83 1.00 mL cyclohexene 82.14 Based on your answers in the previous two questions, identify what the Limiting Reagent for the reaction is:

10. Terpene is a class of naturally occurring molecules, found in many essential oils from plants, that share the same alkene features. All terpenes have a similar 5 carbon unit that includes an alkene thought to be biologically synthesized from the molecule isoprene. All terpenes are biosynthesized from molecules with the good leaving group: pyrophosphate (OPP). Loss of this OPP leads to the formation of a resonance stabilized carbocation. The new carbocation can undergo a nucleophilic attack from a T-bond as seen in acid-catalyzed hydration and hydrohalogenation, forming a new carbocation. This new carbocation can undergo an E1 reaction to form a new alkene. Add the curved arrows of the following reaction. hopp COPP D 5 R-carvone (spearmint oil) - Q Search 40 6 & COPP 1 COPP COPP

465 Qualitative Tests for Alkenes 01 1/23/22 section date aboratory Assignment en han- 3. Write an equation that represents the reaction of 2% aqueous KMNO4 solution with 3-hexene, CH3-CH2-CH=CH-CH2-CH3. JAL 4. Write the structure of the product resulting from the reaction of 12% n Un H,C- CH3 CH2 de or (a) With 2% ethanolic PBP solution.

Draw the line-angle formula of the enol formed in the following alkyne hydration reaction and then draw the structural formula of the carbonyl compound with which this enol is in equilibrium. -C=CH 1. (sia)2BH 2. NaOH/H₂O₂ an enol carbonyl compound • You do not have to consider stereochemistry. • Draw both the enol and the carbonyl forms. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures using the sign from the drop-down menu. ChemDoodleⓇ <

Alkenes undergo an addition reaction with borane in tetrahydrofuran (THF). For the reaction below: BH3 THF (solvent) a Draw the structure of the major organic product. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Use wedge and hash bonds ONLY when needed to show reaction stereochemistry. If the reaction produces a racemic mixture, just draw one stereoisomer. opy aste ChemDoodle

What is the reaction mechanisms and how do I satisfy the other wanted conditions?

3 9 $ 4 R H₂C B % 5 1. Aqueous ethanol HBr CH₁ 2. OH a Proton transfer d E1 Elimination. f = SN1 Nucleophilic substitution b Lewis acid/base. e E2 Elimination g= SN2 Nucleophilic substitution 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. Submit Answer Retry Entire Group 9 more group attempts remaining Previous Next> Save and Exit Cengage Learning Cengage Technical Support O 8:15 AM 6/20/2022 PrtScn PgDn F5 F6 T B CH₂ Nà Nha ^ 6 Y H N & 7 [Review Topics] H₂C U 8 M CH₂ NH₂ K [References] H₂C 73°F Sunny Home ( 9 O L End 0 G F10 P PgUp 4x F12 □

3A. During the workup portion of the reaction of alkenes with HBr as described in the experiment provided, a student transferred the reaction mixture to a separatory funnel, rinsed the reaction flask with diethyl ether, and added the ether rinses to the separatory funnel. The student then added sodium bicarbonate to the separatory funnel. Extremely vigorous bubbling occurred. What did the student do wrong? Can they still isolate the product? If so describe the next steps the student should take to isolate the product.

From the table of available reagents select the one(s) you would use to convert: 3-pentanol to 3-bromopentane. 3-pentanol to 3-methylpentane. Use the minimum number of steps; in no case are more than four steps necessary. List reagents by letter in the order that they are used; example: fa. Reagents available а. ВН3, ТHF; then H2O2, OH f. Н2, Pd b. Br2 g. Mg c. CH3MgBr; then H30+ h. NABH4; then H3O+ d. i. PB13 CrO3, H, SO4, H20 e. CH2=0; then H3O+ j. POC1 , pyridine

The compound below is treated with chlorine in the presence of light. CH3 CH3 CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest C-H bond. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. Sn [F ?

what is the product(s) of the reaction of p-bromoaniline with HNO2, H2SO4, then CuCl and HCl

$ [References] H₂O + CO₂ + Nal CH₂ HỌC CHO a = Proton transfer d E1 Elimination - f SN1 Nucleophilic substitution = b = Lewis acid/base e E2 Elimination g = SN2 Nucleophilic substitution 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. Submit Answer Retry Entire Group 9 more group attempts remaining Previous Next> Save and Exit Cengage Learning Cengage Technical Support PrtScn F6 F7 1. 2. O F4 % 5 T OH you. ♫ F5 ^ 6 Y H 1₂ H₂O NaHCO3 & 7 [Review Topics] into * 8 CH₂ H₂CH₂ CH₂ I F8 K + 73°F Sunny Home 9 O F9 L ) End 0 8:14 AM □ 6/20/2022 PgDn E = P P B F10 PgUp 4x F11 F12 Ins

Choose the two alkyl bromides and the hydrogenation method that must be used to synthesize these alkenes from acetylene. Enter your answer as two letters in alphabetical order, followed by a number; i.e. ac2, not ca2. Do not use punctuation. Alkyl Halides a. CH3CH₂Br b. CH3(CH₂)4Br c. CH3(CH2)sBr d. CH3(CH₂) Br e. CH3(CH₂)7Br f. CH₂(CH₂) Br g. CH3(CH₂)12Br Hydrogenation Method 1. H₂, Lindlar's catalyst 2. Na, NH3 (1) CH3 Alkene #1: H₂C Alkene #2: H₂C CH3