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10 Introduction to organic chemistry
10 Introduction to organic chemistry

... ethane, all the bonds are σ-bonds, so there is no centre of high-electron density. The propagation step of the photochemical substitution reaction with ethane involves the reaction of a bromine radical with an ethane molecule. This is a slow reaction. It is energetically unfavourable because of the ...
Chapter 3 Properties of organic compounds
Chapter 3 Properties of organic compounds

... substitution of alcohols is increased by heating the reaction mixture under reflux – this way the reaction mixture can be heated for a period of time without material (reactant, product or solvent) evaporating and being lost from the flask. Oxidation – using acidified KMnO4 or acidified K2Cr2O7. Pri ...
CHM 260 – Fundamentals of Organic Chemistry
CHM 260 – Fundamentals of Organic Chemistry

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... alcohols and the desired N-monoalkylated products were isolated in excellent yields (Table 1, entries 113). Benzyl alcohol derivatives bearing electron-donating substituents in the meta or para positions on the aromatic rings as well as 2naphthylmethanol were well-tolerated (Entries 2, 3 and 5). Mo ...
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Chapter 20: Carboxylic Acids and Nitriles
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Chapter 6: Chemical Reactions – Study Guide
Chapter 6: Chemical Reactions – Study Guide

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... 16. What is the name of the bond indicated by the arrow in the lipid above? 17. What type of fatty acid is shown in the lipid above? 18. How would a polyunsaturated fatty acid differ? 19. How would a saturated fatty acid differ? 20. If the lipid above was a triglyceride, how many fatty acids would b ...
Oxidation of Cyclohexanol to Cyclohexanone
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... You are required to calculate a theoretical and a percent yield for this experiment. For instructions and examples on how to do this, see the examples in the Percent Yield Instruction sheet. Note that one of the starting materials was added as a neat liquid, the other material was added as an aqueou ...
Ch 21 Carboxylic Acid Derivatives
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... Ch 21 Carboxylic Acid Derivatives and Nu Acyl Subst’n Acid Derivatives and their Names - Acid Halides have a Cl or Br instead of OH. Replace “ic acid” with “yl halide”, such as propionyl chloride (a common name) and propanoyl bromide (a systematic name). Replace “carboxylic acid” with “carbonyl hali ...
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... • Soaps are salts of carboxylic acids that have many C atoms in a long hydrocarbon chain. • A soap molecule has two parts: 1. The ionic end is called the polar head. ...
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... carbon double bond, are prepared by hydroboration using catecholborane, a commercially available reagent. • Hydroboration adds H and B in a syn fashion to form a trans vinylborane. • With terminal alkynes, hydroboration always places the boron atom on the less substituted terminal carbon. ...
Test 3 Test Skills/Competencies
Test 3 Test Skills/Competencies

... f. Amines (reversible aminol and imine formation, including cyclic aminols and imines, and the reverse reaction involving imine hydrolysis) Mechanisms: Be able to draw mechanisms for carbonyl reactions listed above, including the reverse reaction, including those involving rings. Major mechanisms in ...
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Petasis reaction



The Petasis reaction (alternatively called the Petasis borono–Mannich (PBM) reaction) is the chemical reaction of an amine, aldehyde, and vinyl- or aryl-boronic acid to form substituted amines.Reported in 1993 by Nicos Petasis as a practical method towards the synthesis of a geometrically pure antifungal agent, naftifine, the Petasis reaction can be described as a variation of the Mannich reaction. Rather than generating an enolate to form the substituted amine product, in the Petasis reaction, the vinyl group of the organoboronic acid serves as the nucleophile. In comparison to other methods of generating allyl amines, the Petasis reaction tolerates a multifunctional scaffold, with a variety of amines and organoboronic acids as potential starting materials. Additionally, the reaction does not require anhydrous or inert conditions. As a mild, selective synthesis, the Petasis reaction is useful in generating α-amino acids, and is utilized in combinatorial chemistry and drug discovery.
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