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Remodeling of the natural product fumagillol
Remodeling of the natural product fumagillol

... In search for new biologically active molecules, diversity-oriented synthetic (DOS) strategies break through the limitation of traditional library synthesis by sampling new chemical space. Many natural products can be regarded as intriguing starting points for DOS, wherein stereochemically rich core ...
Alcohols I Reading: Wade chapter 10, sections 10-1- 10
Alcohols I Reading: Wade chapter 10, sections 10-1- 10

... In each case, hydrogen gas is given off as a by-product; because of the high acidity of phenols, phenoxides may be formed by treatment of phenol with sodium hydroxide: OH ...
Synthetic Transformations of C=O Compounds Reaction Summary
Synthetic Transformations of C=O Compounds Reaction Summary

... o Reacts with α,β-unsaturated aldehydes and ketones to give β-substituted carbonyl compounds. This process is called 1,4-addition or conjugate addition. O R ...
Reaction of orthoesters with alcohols in the presence of acidic
Reaction of orthoesters with alcohols in the presence of acidic

... known reaction, we were curious to explore this to find out whether such a transformation could be useful as a synthetic methodology and the results are summarized in Table I. Thus the reaction of alcohols and orthoester with various acid catalysts give following products at ambient temperature; uns ...
Ethers and Epoxides
Ethers and Epoxides

... Tetrahydrofuran (THF) is a solvent that is a cyclic ether Epoxides contain a C-O-C unit which make-up a three membered ring Thiols (R–S–H) and sulfides (R–S–R) are sulfur (for oxygen) analogs of alcohols and ethers ...
Chapter 2: Nomenclature and Structure
Chapter 2: Nomenclature and Structure

... c. substituents are put into alphabetical order i. di, tri, tetra, (etc), sec, and tert ignored for alphabetizing ii. iso and cyclo count for alphabetizing iii. cyclopentyl before isobutyl, dibromo before chloro 4. numbering more than one substituent a. number from side that gives lowest first subst ...
Kinetic studies on the oxidation of cyclohexanone by potassium
Kinetic studies on the oxidation of cyclohexanone by potassium

... increase in rate may be due to increase in the active enol form concentration of the substrate. The enol form of cyclohexanone is the active form in this reaction. But the formation of enol cannot be the rate determining step since the oxidation rate had a first order dependence on chromium (VI) con ...
Micellar Catalytic Effect of Cetyltrimethylammonium Bromide
Micellar Catalytic Effect of Cetyltrimethylammonium Bromide

... presence of potassium carbonate. However, problems arise when the O-allylation reaction with eugenol. This reaction is ether compounds formation which requires heat conditions but in eugenol it will followed by Claisen rearrangement reaction. Because of that the use of heat on allylation of eugenol ...
Chapter 11: Reactions of Alcohols
Chapter 11: Reactions of Alcohols

... Mechanism of Reaction between Alcohols and PX3 ...
Chapter 24. Amines
Chapter 24. Amines

... acceptors except in very strong acid • The C=O group is strongly electron-withdrawing, making the N a very weak base • Addition of a proton occurs on O but this destroys the double bond character of C=O as a requirement of stabilization by N ...
Reactions of Alkenes and Alkynes
Reactions of Alkenes and Alkynes

... Allylic means next to a double bond When buta-1,3-diene reacts with H+ electrophile two carbocation intermediates are possible: ...
Chapter 24. Amines
Chapter 24. Amines

... acceptors except in very strong acid • The C=O group is strongly electron-withdrawing, making the N a very weak base • Addition of a proton occurs on O but this destroys the double bond character of C=O as a requirement of stabilization by N ...
Synthesis of (−)-Epibatidine - David A. Evans
Synthesis of (−)-Epibatidine - David A. Evans

... diastereomer was complicated as a result of slowly interconverting conformations as observed by 1H NMR spectroscopy, even at elevated temperatures. Ultimately, the major isomer was determined to be equatorial alcohol 16 by the straightforward conversion of minor isomer 17 to epibatadine (1) by a thr ...
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... cannot move over each other. Incorporating some plasticiser into the polymer allows the chains to move more easily and the polymer can become more flexible. ...
Ethers and Epoxides
Ethers and Epoxides

... Ethers and Their Relatives • An ether has two organic groups (alkyl, aryl, or vinyl) bonded to the same oxygen atom, R–O–R • Diethyl ether is used industrially as a solvent • Tetrahydrofuran (THF) is a solvent that is a cyclic ether ...
Organic Chemistry - Napa Valley College
Organic Chemistry - Napa Valley College

... The first double bond is neither cis nor trans but the second double bond is cis. When cis and trans are used, they always start the name. When multiple double bonds are present, you must use di-, tri, and tetra- to indicate the number. In this case, since this compound has two double bonds, it is a ...
Identification of Alcohols
Identification of Alcohols

... Finally if no precipitate is formed after the 10 minutes- standing period, dilute the solution with an equal volume of distilled water to obtain the iodoform precipitate.  It is important to proceed through all these steps so that only at the final step you can say that the test is negative.  Bot ...
Drawing Organic Structures Functional Groups
Drawing Organic Structures Functional Groups

... • Examples: Structure CH3Cl (CH3)2CHBr CH3CH2OH CH3CH2NHCH3 (CH3CH2)2NH ...
Chapter 20 reactions of carbonyls
Chapter 20 reactions of carbonyls

... Retrosynthetic Analysis of Grignard Products • To determine what carbonyl and Grignard components are needed to prepare a given compound, follow these two steps: ...
Question paper - Unit F322 - Chains, energy and resources
Question paper - Unit F322 - Chains, energy and resources

... answer = .................................... kJ mol–1 [3] (d) Suggest two reasons why standard enthalpy changes of combustion determined experimentally are less exothermic than the calculated theoretical values. ...
Chapter 24. Amines
Chapter 24. Amines

... Azo-coupled products have extended  conjugation that lead to low energy electronic transitions that occur in visible light (dyes) ...
Document
Document

... 21.7: Preparation of Amines by Alkylation of Ammonia Ammonia and other alkylamines are good nucleophiles and react with 1° and 2° alkyl halides or tosylates via an SN2 reaction yielding alkyl amines. ...
United  States Patent
United States Patent

... causes the formation of a product that is either dialkyl substituted or hydroxyalkyl substituted at the !3-position. When there are no substituents at either of the peripheral ~-positions where the benzenoid ring will be formed during cyclization. ring closure causes the formation of a reaction mixt ...
A Biocatalytic Henry Reaction-The Hydroxynitrile Lyase from Hevea
A Biocatalytic Henry Reaction-The Hydroxynitrile Lyase from Hevea

... ethene, was detected as the only by-product. By comparing optical rotation data of the product with literature values the absolute configuration of the product was determined to be S,[5] which is in agreement with the known stereopreference of HbHNL in cyanohydrin reactions. Although the nitroaldol ...
Chapter 13 - U of L Class Index
Chapter 13 - U of L Class Index

... Saytzeff’s rule states that the major product will be the alkene that is more substituted. In the example above, product A is a monosubstituted alkene while product B is a disubstituted alkene. Thus, product B would be the major product. e.g. Provide the product(s) for the following reactions. Where ...
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Tiffeneau–Demjanov rearrangement



The Tiffeneau–Demjanov rearrangement (TDR) is the chemical reaction of a 1-aminomethyl-cycloalkanol with nitrous acid to form an enlarged cycloketone.The Tiffeneau–Demjanov ring expansion, Tiffeneau–Demjanov rearrangement, or TDR, provides an easy way to increase amino-substituted cycloalkanes and cycloalkanols in size by one carbon. Ring sizes from cyclopropane through cyclooctane are able to undergo Tiffeneau–Demjanov ring expansion with some degree of success. Yields decrease as initial ring size increases, and the ideal use of TDR is for synthesis of five, six, and seven membered rings. A principal synthetic application of Tiffeneau–Demjanov ring expansion is to bicyclic or polycyclic systems. Several reviews on this reaction have been published.
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