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Organic Reactions


By some measure, TNB (Trinitrobenzene) is a better explosive than TNT because it has greater brisance (shattering power). TNT, however, is preferred because it is easier to synthesize. Why would TNT be easier tomake? Explain.

Steps during Synthesis and Writing a Mechanism for Reaction

I am writing a paper on an article and it shows many different compounds and I want a better understanding of where each originated and what steps were made in their synthesis. I would also like to know how to write a mechanism for this reaction. When (4R,4S)-hydroxy-4-(4'-nitrophenyl)butan-2-one is in methylene chloride at -

Chair Conformation Problem

I am very confused on a few things regarding chair conformation (mainly in regards to hoe axial vs. equatorial positioning affects the structure). I guess what I am looking for is a general tutorial of how quite a few things work. I have encountered quite a few questions on homework assignments that require knowledge of the f

Organic Chemistry Reaction: Example Problem

When bromobenzene is treated with NaNH2 in liquid ammonia and in the presence of cyclopetidiene, the product is: (see attachment for figure). a) What reaction is involved? b) Give the mechanism of the reaction; c) Draw the structure of the intermediate which is formed showing the reactive orbitals. See the attached file.

Best Reagent or Sequence of Reagents

1. Choose the best reagent or sequence of reagents from the list provided below to carry out the following synthetic transformations. Place the letter of your response to the left of the reaction. ( 9 pts.) a. PBr3 d. SOCl2, pyridine b. HCl(gas), ether e. HBr(gas), ether c. 1. Mg, ether f. 1. Mg, ether 2. D

Oxidation of alcohols

Explain how the body can oxidize ethanol to carboxylic acid even though the body does not posses chromic acid?

Origins of Life on Earth: Francis Crick

An interesting topic relevant to organic chemistry is the origins of life on Earth, Francis Crick, co-discoverer of the structure of DNA, believes that life couldn't have possibly formed on Earth, and supports the notion of panspermia. What types of limitations and obstacles must any plausible origin of life scenario overcome

Addition to Double Bonds and Oxidation of Double Bonds

Draw the structure/structures for the major organic product/products formed when 1-methylcyclohexene reacts with: a) bromine in carbon tetrachloride b) osmium tetroxide followed by treatment with sodium bisulphite c) ozone followed by treatment with Zn and acetic acid.

IUPAC Product Reactions

1. Provide proper IUPAC names for each of the following compounds or structures for each of the following names of organic compounds as appropriate. (a) (2Z,4Z)-hexadiene (b) (E)-1-chloropropene 2. MATCH each definition to the term it describes. Place the letter corresponding to the term in the blank to the left of

Two substitution reactions of triphenylmethanol

NMR, Ir, MP, and a beilstein test were performed. rx1)(hbr) beilstein test was positive. mp. 125-129 C. rx2)(HI) beilstein test was negative. mp. was 145-148 C. I dont understand what was hapening in this reaction. I need a detailed description of the mechanims.

Properties and Reactions of Organic Compounds

1. Outline a mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid. 2. What major product is produced by the dehydration of the following alcohols? a. Cyclohexanol b. 1-Methylcyclohexanol c. 2-Methylcyclohexanol d. 2,2-Dimethylcyclohexanol e. 1,2-Cyclohexanediol (Consider keto-

Organic Chemistry Reactions

I really need help with these five organic chemistry problems. I am lost on how to begin and how to do them. 1. Propose a mechanism for the entire reaction of 1-pentyne with HBr. Show why Markovnikov's rule should be observed in this addition. 2. Propose a mechanism for the entire reaction of 1-pentyne with HBr in the pres

Alkene Addition Reactions

Complete the reaction including all steps, including any additions reagents/conditions needed and the products formed. 1. CH3CH2CH=CHCH3 KMnO4-> 2. CH3CH2CHOHCHOHCH3 HIO4-> 3. 1-ETHYLCYCLOPENTENE + CL2 -> 4. 1-ETHYLCYCLOPENTENE + HBR -> 5. 1-ETHYLCYCLOPENTENE + Hg(OAc)2/NaBH4 -> 6. 1-ETHYLCYCLOPENTENE +

Stereochemical Analysis on Molecules

CHEM 433 Turn your work in on a separate set of paper. Your sheets must be stapled, and if torn from a spiral-bound notebook, must be free of the little paper frills that are present if you just rip it out of the book without using the perforations. 1. Label the hybridization of the non-hydrogen atoms in the following st

Nomenclature and IUPAC of Mononitration

What are the names and structures of the principal products in the ring mononitration [ HNO3 --> H2SO4 should be written over arrow) of the following. Then state if nitration occurs faster or slower than benzene itself. A. iodobenzene B. benzotrifluoride C. sec-butylbenzene D. diphenylmethane

Organic Structures, Reactions and Nomenclature

Write the structural formula for the compounds cited below. Be sure to include all carbon and hydrogen! (a) Ethylpropyl ether (b) 2 ethyl 2,4,4-trimethylpentanoic acid (c) methyl pentanoate (d) hexachlorobenzene (e) 2,4,6-trichloro-3,5-dimethylphenol (f) Propylamine Esterification is the reaction of a

Organic and Nuclear Chemistry

1.A compound containing 4 carbons and a bromine would be named________? 2. The type of nuclear reaction shown below is _______and the nuclear symbol of the missing material is _____ 14N7 + 4He2 ? + 1H1

Organic Chemistry : Carboxylic Acids

1. Which reaction sequence represents the best synthesis of benzoic acid (C6H5COOH)? a. 1 b. 2 c. 3 d. 4 e. 5 2. What is the product of the following reaction sequence? a. 1 b. 2 c. 3 d. 4 3. Which one of the following is the strongest acid? a. 1 b. 2 c. 3 d. 4 e. 5 4. Compare the two

Laboratory : Reaction of Hydrogen Peroxide with Potassium Permanganate

1. For the NEW bottle of hydrogen peroxide, record and calculate the following: (a) Initial burette reading of potassium permanganate used in each titration (mL) and concentration: (b) The volume of potassium permanganate required to titrate each 10.00 mL portion of the new hydrogen peroxide (mL): (record all thr

Organic Chemistry Reactions

Here are the three questions. I need to know which ones they match up to on the attached. Please explain how you arrived at your answer so I can understand. Thanks. 1 - When compound A undergoes hydrolysis, what is one of the products? 2 - When compound A undergoes hydrolysis, what is ANOTHER of the products? 3 - When compo

Organic Synthesis Transformations

A. Provide four different one pot synthesis of see attached B. Design a concise synthesis for the following transformation. Show all reactants, reagents and products for each step. see attached.

Bromine Water and the Wacker Oxidation

1. In the reaction of bromine and water to form a halohydrin the reaction goes through a bromonium ion, Why does water attack the more substituted carbon? 2. In the Wacker oxidation, why does water attack the more substituted carbon of the alkene If the water had attacked the less substituted alkene to form an alehyde, ho

Organic Synthesis : Identify the Products Word Problem and Mechanisms

Please see the attached file for the fully formatted problems. 10. A compound C10H13NO (A) has the following 1H NMR spectrum: delta (ppm) Integration Multiplicity 7.4-7.2 4H multiplet 3.2 3H singlet 2.3 3H singlet 1.8 3H singlet Compound A was insoluble in 5% aqueous HCl, but dissolved slowly on heating with aqueous sod

Organic Synthesis : Assigning Structures - Roadmap Problems

Please see the attached file for the fully formatted problems. 1. A compound A had the formula C10H8, and showed two H NMR peaks (which were both broad multiplets) at 7.70 and 7.86ppm, in the ratio 1:1. When treated with alkaline KMnO4, compound A gave CO2, Water and compound B, which had the formula C8H4O3. Compound B react

Acid-Catalyzed Conversion and Self-Condensation

1. Refer to attached rxn. Write the complete stepwise mechanism for the acid-catalyzed conversion of the enol into its keto form, Compound C. 2. Give major organic products. Show all relevant stereochemistry. 3 and 4. Draw the structure of the aldol self-condensation product for each of the following compounds. If a compou

Aliphatic Hydrocarbon Questions (Chang)

24.11) Draw all possible structural isomers for the following alkane: C7H16 24.27) Write the structural formulas for the following organic compounds: (a) 3-methylhexane (b) 1,3,5, trichlorocyclohexane (c) 2, 3 dimethylpentane (d) 2 bromo 4 phenylpentane (e) 3,4,5, trimethyloctane 24.31) Write structures for the

Synthesis Using the Claisen Condensation

Task: Suggest a synthesis for each of the following four compounds using the Claisen condensation reaction type. Any necessary organic or inorganic reagents may be used. Please see the attachment to view the compounds.

Aldol Reactions: Benzalacetophenone and Dibenzalacetone

Procedure: "In a 125-mL Erlenmeyer flask containing a magnetic stirring bar, mix 0.05 mol of benzaldehyde with the theoretical quantity of acetone, and add one-half the mixture to a solution of 5 g of sodium hydroxide dissolved in 50 mL of water and 40 mL of ethanol at room temperature (<25oC). After 15 min of stirring, add th