Friedel Prelabs

1. Reaction of 2,3-dimethyl-1-butene with HBr leads to an alkyl bromide, C6H13Br. On treatment of this alkyl halide with KOH in methanol, elimination of HBr occurs and a hydrocarbon that is isometric with the starting alkene is formed. What is the structure of this hydrocarbon and how do you think it is formed from an alkyl bromide? 2. 1-Octen-3-ol is a potent mosquito attractant commonly used in mosquito traps. A number of reactions, including hydrogenation, will transform 1-Octen-3-ol into a less effective molecule. Write a complete reaction equation for the hydrogenation of this alkenol.

The compound below is treated with chlorine in the presence of light. H3C CH3 H3C° `CH2CH3 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.

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Adipic acid is an important bifunctional molecule that can be HO. HO. used as a linker between proteins or as monomer in nylon synthesis. Propose a synthesis of adipic acid from a hydrocarbon. в IU x, х? в IU x, х? Rxn #4 Rxn #1 в I U x, х? 1) O3 2) (CH3),S Rxn #2

HOOCH H CH₂NH2 Tranexamic acid, a drug useful against blood clotting, is prepared commercially from p-methylbenzonitrile. Following is one of the steps in its synthesis, draw the structure of the product of this step. COOH 0 CH₂Br 989 ་་་ 1. excess NH3. 2. H3O+ ? n ? Previous Next

HW9 #2

to 1. conc. HBr H20 Br OH O Na 2. Na NH2 NH3 d = El Elimination f = SN1 Nucleophilic substitution a = Proton transfer 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 8 more group attempts remaining

↑ ↓ Inbox - ss997 app.101edu.co Orgo H₂O Orgo - Googl X Drawing will readily Unexpectedly, 7-bromocyclohepta-1,3,5-triene dissolve in water. Draw the aromatic structure that forms in aqueous solution. Include all lone pairs in your structure. Br: Window B Grades - Org x Q Help Benzer

May you please help me with this ochem question?

orgo chem questions

Rank these alkyl halides in order of increasing reactivity in an SN2 reaction

Nitration of an aromatic ring involves an electrophilic substitution reaction. Draw the structure of the electrophile that is attacked by the aromatic ring and the intermediate formed after attachment of the electrophile to the ring. Be sure to show formal charges.

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Nitesh

[Review Topics] [References] 1. H3C-O +. Li H3C-0-Li +. OH2 Br OH +. HBr a = Proton transfer e = Electrophilic addition h = Sy1 Nucleophilic substitution b= Lewis acid/base f=El Elimination i = SN2 Nucleophilic substitution c= Radical chain substitution g = E2 Elimination j=Electrophilic aromatic substitution d Radical chain addition Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a -j for your answers. 1. 2. Submit Answer Retry Entire Group 8 more group attempts remaining 2.

6. Select the most hydrophobic (non-polar) aromatic compound that has the least water solubility. a) c) CH3 OH B b) с d) LOCH3 7. Select the electrophile in the following electrophilic aromatic substitution rea A CO₂H NO₂

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Ⓡ <

10. A compound X of molecular formula C8H12 with no triple bonds reacts with one equivalent of H2 to give a new compound having molecular formula CaH14. What can be inferred about the structure of compound X? A) Compound X has 3 rings. B) Compound X has 3 pi bonds. Compound X has 1 ring and 2 pi bonds. D) Compound X has 2 rings and 1 pi bond. 11. Determine the product of the following reaction. H, Lindlar's cat. %3D IV A)I B) II C) III D) IV Type here to search 互i | A C 三D

Please help in answering this organic chemistry question - please be as detailed as possible.

1. CN Br 2. LIAIH4 3. H₂O σ NH2 Primary amines can be prepared from nitriles by reduction with LiAlH4. The two-step sequence involves SN2 displacement of halide ion by cyanide ion followed by reduction, and yields a primary amine with one more carbon than was present in the alkyl halide. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions X 2- H-OH NH + OH 2 C

b Assuming that halogens add to alkynes in the same manner that they add to alkenes, write a mechanism for the reaction step below. Use curved arrows to show electron reorganization. Arrow-pushing Instructions H3C C↔X ™ Br: CH3 Br

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

Consider the substitution reaction of (R)-3-chloro-3-methylhexane with methanol and heat. H₂C- CH₂ H₂C H₂C Cl CH₂ D No Reaction MeOH Identify the substitution product(s). A a H₂C с H₂C НО CH₂ CH₂ CH₂ B H₂C D H₂C H₂C OH H₂C O CH₂ -CH₂ CH₂

Ketones and aldehydes are hydrated under acidic or basic conditions. An example of the acid-catalyzed hydration is shown. Complete the first step of this mechanism. Include all lone pairs of electrons, curved arrows, and nonzero formal charges in your mechanism.

7:51 PM Sun Oct 16 ← Question 9 of 15 HO Curved arrows are used to illustrate the flow of electrons. Follow the curved arrows and draw the hydrocarbon product of the following reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. H3C. CH3 CH3 @ 100% Select to Draw Submit

Questão 10A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis resulted in CH3(CH2)4CO2H and HO2CCH2CH2CO2H as the only products. What is the reasonable structure for this hydrocarbon? Hexadec-6,10-dino undec-1,5-dino Hept-1,5-dino hex-1,5-dino nah

OH 21. ORGANIC SYNTHESIS. Starting with ethene (C₂H4) and methane (CH4) as your ONLY organic substrates and any necessary reagents, propose a synthesis of cis-1-ethyl-2-methylcyclopropane (as shown below). If any substrates besides ethene and methane are used you MUST show how they could be made from ethene or methane Et Me of carbon and using any reaction conditions covered so far