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Organic Reactions

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

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

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.

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.

Identifying Reactions Using IR Spectroscopy

When 2-bromopropane reacts with ethoxide ion, two products are formed; one is the product of Sn2 substitution and the other is the product of E2 elimination. What is the the structures of both products and how can you distinguished them using IR spectroscopy?

Detailed synthesis of aromatic organic compounds

I have to perform two synthesises of the compounds shown in the attatchment. I have to use the following starting materials as sources of carbon: benzene, acetylene, diidomethane, carbon dioxide, sodium cyanide, and any monofunctional alcohol with three carbons or less. What are some good suggestions as to the methods/routes I s

Organic Chemistry

1.5 The alkene structure that upon ozonolysis-reduction yields CH3COCH3 + CH3CH2CHO is a. CH3CH2CH2CH2CH=CH2 b. (CH3)2 C = C(CH3)2 c. (CH3)2CH2CH=CHCH3 d. (CH3)2C=CHCH2CH3 1.6 The best reagent to use to obtain 2-methyl-1-cyclohexanol from 1-methyl-1-cyclohexene is a. H20 plus dilute acid b. O3 follo

Organic Chemistry

1. Which of the following intermediates is believed to occur in the mechanism by which alkenes are hydrated in the presence of acid? a. carbocation b. free radical c. carbanion d. carbene 2. HBr can be added to an alkene in the presence of peroxides (ROOR). What function does the peroxide serve in this react

Esters, sulfuric acid, and gas chromatographic analyses

1. In the preparation of the esters given in this experiment, the reaction product was extracted with 5% sodium bicarbonate solution (NaHCO3) in the isolation step. Why? What gas was evolved during this washing step? Write a balanced equation for the reaction that produced it. 2. Why is a large excess of acetic acid used in t

Structure of Compounds

8. A compound with a formula C11H20 is found to decolorize bromine in carbon tetrachloride. Following treatment of one mole with ozone and dimethylsulfide, the following products were obtained. See attached What is the structure of the compound? Explain your reasoning.

Chemical Structures of Major Alkene Products

Give the structures of the major products corresponding to each number see attached Hearing the alcohol shown below with aqueous acid gives the alkene shown Give a detailed mechanism to account for this product formation

OrgDesigning synthesis for propane, calculating saturation, boiling point

Design a synthesis for the following product. Use the starting materials that are indicated and any other reagents that you might need. a. 2-propanol (CH3CHOHCH3) from propane 1. Calculate the degree of unsaturation in C4H6 and draw at least 4 isomers with this formula. 2. Explain why dichloroethene has a boiling point of

Organic Chemistry

4. Use the bond dissociation energies (kcal/mole) listed below to predict which of the following statements 1 or 2) would be expected to yield the most product. Be sure to show your work. R-H (98) R-C (81) RI (53) Cl-Cl (58) I-I (36) H-Cl (103) H-I (71) 1) RH (g) + Cl 2 (g) - > RCL(g) + HCL (g) 2) RH (g) + I2 (g) -> R

Organic Chemistry - Stepwise mechanism, relative reactivity

1. Write a detailed, stepwise mechanism to account for the following reaction. Be sure to include ALL the components of the mechanism. hr CH3CH2CH3 + BR2 -> CH3CHBrCH3 + HBr 2. When 2, 2-dimethylbutane is subjected to free radical chlorination, the relative reactivity of the types of hy

Experimental analysis

The attached document gives the procedure and results for a hypothetical experiment. Four questions follow the information provided. Please answer those four questions. (See attached file for full problem description) --- A certain experimental procedure is as follows: 1. You react an unknown alcohol with acetic anhyd

Organic Reactions - Cyclopentadiene

Why is cyclopentadiene monomer more stable at higher temperatures although dicyclopentadiene (dimer) is more stable at lower temperatures? Also, given that cyclopentadiene monomer is more stable at higher temps, why is it necessary to keep monomer cold in order to prevent its conversion back to dimer?

Identifying an Unknown Liquid and Precipitate

A high-boiling bp = 202 - 204 degrees C, burns with a yellow, sooty flame. Sodium fusion indicates that halogens, nitrogen and sulfur are not present. It is not soluble in water, dilute sodium bicarbonate solution, or dilute hydrochloric acid. However, it proved to be soluble in 5% aqueous sodium hydroxide solution. The compound

Synthesis: Claisen Condensation

Suggest a synthesis for each of the four compounds (view attachment) utilizing Claisen condensation. Any necessary organic or inorganic reagents may be used.

General Chemistry: Energy, Volume, Mass, Molarity, and Moles

Benzene is an organic solvent with the formula C6H6. It boils at 80.1 degrees celcius and melts at 5.5 degrees Celsius. Benzene's density is 0.88gm/ml; its heat of vaporization is 30.0 Kjoules per mole; its heat of fusion is 7500 Joules per mole; and its heat capicity is 120 Joules per mole degree C for liquid benzene, 75 Joules