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Organic Reactions

Alcohol Structure, Classification and Formation: Compounds

1. Give structural formulas for the following compounds: a) 2-methyl 3-pentaone b) propyl ethanoate c) 3-hexanol d) 2,2-dimethylbutanol e) triethylamine 2. Draw structural formulas for all the alcohols that have the molecular formula C5H11OH. Name each one and classify them as primary, secondary, or tertiary alcohols. De

Neutralization of organic acids

The high temperature pulping/digesting of wood generates methanoic, ethanoic, benzoic, and butanoic acids in solution. It is believed that under higher temperatures, these organic acids volatilize to their aldehyde or alcohol equivalents such as methanol, formaldehyde, benzene, butane etc. etc. It has been suggested that carb

Synthesis of Aspirin

1. Draw the structures of salicylic acid and aspirin. Circle and identify the functional groups present in each compound. 3. Sulfuric acid is a catalyst. What does that mean? 5. What safety, environmental and economic considerations would be important to a company manufacturing 1 million pounds of aspirin each year by this

The Bignelli Reaction

1. Draw the product structure in this experiment: See attached file for full problem description. 2. Draw and explain the detailed mechanism for the Biginelli Reaction performed in this experiment: 3. Nifedipine exerts a potent vasodilatory effect on both coronary and peripheral vasculatures. Compare the structure o

Reactions of benzene with isobutene & Acetylchloride

Draw the product of the reaction of benzene with: reaction between benzene and 2-methylpropene (isobutene) Draw the major product of the following reaction: Reaction of cumene and acetyl chloride in the presence of aluminum chloride. See attached file for full problem description.

Microscale Organic Chemistry Lab Questions

1. Identify four moisture-protected reaction apparatus. I have identified 2 apparatus (Moisture-protected Claisen head with 3 or 5mL conical vial, arranged for syringe addition and magnetic stirring, and Moisture-protected water-jacketed condenser with 3 or 5mL conical vial, arranged for heating and magnet stirring). I may be

Reactions

See attached file for full problem description. Draw the product of this reaction (after aqueous workup). In some cases, the starting material may be recovered unchanged.

Michael & Aldol Condensation Reaction

We are preparing an a,b-unsaturated ketone via Michael and aldol condensation reactions. The reactants are trans-chalcone and ethyl acetoacetate (in ethanol and NaOH). This creates 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone. What I'm wondering is: Why is it possible to separate the product from sodium hydroxide using a

Multi-step synthesis from benzene

Propose a multi-step synthesis for the compound shown here with a minimum of steps starting from benzene and using any other organic and inorganic reagents. (see attachment for full description)

Williamson Ether Synthesis

Williamson ether synthesis is one of the popular methods to make ethers. How will you make ethoxybenzene using this method?

Organic Chemistry Problems

Organic Chemistry Problems The basicity of aromatic amines depends on the electron donation or electron withdrawing groups attached to the benzene ring, the more the number of electron donating group attached to the ring the more basic the compound will be. Nitration of toluene gives three products. The rearrangement products

Drawing Molecules & Mechanisms

1. Draw 6,6-dimethyl-2-cyclohexenone 2. Draw 3-chloro-2-phenylpropanal 3. When 4-hydroxybutanal is treated with methanol in the presence of an acid catalyst, 2-methoxytetrahyrofuran is formed. Show the mechanism for this reaction. 4. Propose syntheses for the following compound using the indicated starting materials. 2-

Imidazole Reaction Properties

I need some help with these question on imidazole: 5. Imidazole is a weak acid, and thus reacts with strong bases to form the corresponding anion. Show this reaction, and draw resonance structures that account for the stability of conjugate base. 6. Suggest a mechanism for the dehydration involved in the last step in the s

Constructing a Nylon polymer molecule

Using this reaction sentence, how would you construct a portion of a Nylon polymer molecule consisting of 3 amine monomers and 2 organic chloride links? O O H H O O || || | |

Cesium Salts in Organic Synthesis

One of the many approaches to ester synthesis is the SN2 reaction of a carboxylate anion with an unhindered alkyl halide. For instance, the reaction of trans-4-methoxycinnamic acid to ethyl trans-4-methoxycinnamate (refer to attached document for mechanism of reaction). 1. Although the sodium salt of trans-4-methoxycinnamic

Organic Oxygen Compounds - Structural Formulas

How would you write a balanced chemical equation using structural formulas to show how acetic acid reacts weakly with water to transfer a proton and produce a hydronium and an acidic ion? What is the balanced reaction sentence using structural formulas to show how salicylic acid reacts with a 6 M NaOH base to form sodium sali

Relative acidity prediction

7. Predict the relative acidities of the two compounds shown below by circling the more acidic compound. Underline the acidic hydrogen. Explain your choice. (See attachment) 8. Synthesize the following compounds using the indicated starting materials. a) Decane from acetylene and any alkyl halide b) See attachment c) 2,2

Synthesis and Recrystallization of Asprin

I have attached two documents: 1. The first document includes the problems that I need to answer. 2. The second document contains some background information and procedures that may be helpful in answering the questions.

5 questions (L6)

20. Discuss what you would observe after elution and visualization of a TLC plate having made the following mistakes in carrying out the analysis. a. The solvent level in the developing jar was higher than the original line on which the samples were spotted. b. Too much sample was applied to the TLC plate. 14. Suggest a

4 questions (L6) Lab

13. What chemical tests might be used to distinguish between pentanal and 2- pentanone; between benzyl alcohol and diphenylmethanol? 17. The haloform reaction using 12 and NaOH is referred to as the "iodoform" test for methyl ketones. The test also gives positive results for compounds containing the -CH(OH)CH3 group. This

Ozonolysis from unknown compound

A compound, A, c6h8, yields a single organic product, B, upon ozonolysis and absorbs two moles of hydrogen on catalytic hydrogenation to give C. Further reaction of B with chromic acid converts B into carboxylic acid D. Give the structures of A,B,C,and D

Capture the essential aspects of Hammond Postulate

A younger student is contemplating taking Advanced Organic Chemistry CHM 338 next year and asks you about the course. To help your friend capture the essential aspects of Hammond Postulate clearly illustrate with appropriately drawn diagrams, mechanism that help clarify your explanation.

Organic Products and Reactions

What organic product(s) are formed when 1-methylcyclopentanol is heated in the presence of an acid catalyst? Write an equation for the oxidation of 2-propanethiol.

Isotope Effects in Advanced Organic Chemistry

A younger student is contemplating taking Advanced Organic Chemistry CHM 338 next year and asks you about the course. To help your friend capture the essential aspects of Isotope Effects (primary and secondary), clearly illustrate in 200-300 words with appropriately drawn diagrams, mechanism that help clarify your explanation.