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... So, the first stage can be viewed as both electrophilic substitution on the ring by the electron – deficient carbon of formaldehyde , and nucleophilic addition of the aromatic ring to the carbonyl group. ...
Reduction Reactions
Reduction Reactions

J. Org. Chem. 2001, 66, 1672
J. Org. Chem. 2001, 66, 1672

... of dimeric products, thus decreasing the overall selectivity of the reduction process. It is difficult to overstate the importance of Lewis acids in various types of organic transformations involving carbonyl groups and their equivalents.1 Reduction of carbonyl compounds with hydrosilanes in the pre ...
Nucleophilic Aromatic Substitution, General Corrected Mechanism
Nucleophilic Aromatic Substitution, General Corrected Mechanism

cleavage of methyl ethers with iodotrimethylsilane
cleavage of methyl ethers with iodotrimethylsilane

... A 250-ml., three-necked, round-bottomed flask equipped with a magnetic stirring bar, a pressureequalizing dropping funnel, and a reflux condenser bearing a nitrogen inlet is charged with a solution of 7 g. (0.4 mole) of water in 72.7 g. (76.0 ml., 0.601 mole) of N,N-dimethylaniline and flushed with ...
reactions of alcohols with alkenes over an aluminum
reactions of alcohols with alkenes over an aluminum

... The ethers produced were identified by GLC-MS cracking patterns. Generally the yield of the tertiary alcohol, 2-methyl pentan-2-ol, was between 0.8 and 1.2 mole, which is less than that which could have been produced if all of the interlayer water originally in the clay had been consumed (4.2 mmole) ...
16A
16A

Chapter 19. Aldehydes and Ketones: Nucleophilic Addition Reactions
Chapter 19. Aldehydes and Ketones: Nucleophilic Addition Reactions

... The sequence converts C=O to C=C A phosphorus ylide adds to an aldehyde or ketone to yield a dipolar intermediate called a betaine The intermediate spontaneously decomposes through a four-membered ring to yield alkene and triphenylphosphine oxide, (Ph)3P=O Formation of the ylide is shown below ...
69. A general approach to the enantioselective -oxidation of aldehydes via synergistic catalysis
69. A general approach to the enantioselective -oxidation of aldehydes via synergistic catalysis

... oxidation of a transiently generated enamine (using FeCl3) produced a radical cation, which trapped the oxygen radical at the a-position. While on first inspection this mechanism seemed quite reasonable, we have recently demonstrated that this protocol does not involve SOMO-activation8 but instead a ...
Ethers and Epoxides - Delaware State University
Ethers and Epoxides - Delaware State University

... 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 Thiols (R–S–H) and sulfides (R–S–R) are sulfur (for oxygen) analogues of alcohols and ethers ...
Elimination Reactions
Elimination Reactions

... base (H2SO4, H3PO4). To favour SN1 over E1, use a good nucleophile. •To favour E2 over SN2, use a strong, bulky non-nucleophilic base. To favour SN2 over E2, use good nucleophiles that are relatively weak bases. •It is important to keep in mind that although you might choose reaction conditions that ...
Elimination Reactions
Elimination Reactions

Carbonyl Compounds - Thomas Tallis Science
Carbonyl Compounds - Thomas Tallis Science

... Alcohols are held together by van der Waals forces and dipole–dipole interactions. In addition, these molecules can form hydrogen bonds with each other, due to the slightly positive hydrogen atom of the hydroxyl group. 12 of 38 ...
Alcohols General formula R-OH hydroxyl group Nomenclature
Alcohols General formula R-OH hydroxyl group Nomenclature

... Triphenylmethanol is an interesting compound. When treated with acid, it forms a very stable carbocation ...
PDF document
PDF document

Alcohols, Ethers, Aldehydes, and Ketones
Alcohols, Ethers, Aldehydes, and Ketones

... –OH and an –OR bound to the same carbon. NOTE: An oxygen in a ring structure is considered part of an –OR group. ...
AddCorrections(KKH) - Spiral
AddCorrections(KKH) - Spiral

... homoallylarenes and 1-hexene, side-products were observed, formed from isomerisation of the C=C bond prior to reaction with the nucleophile. Four equivalents of olefin were used in all cases, although much of this could be recovered at the end of the reaction. A year later, the same group showed tha ...
Stockholm University
Stockholm University

Carbonyl Chemistry (12 Lectures) Aldehydes and Ketones
Carbonyl Chemistry (12 Lectures) Aldehydes and Ketones

- University at Albany
- University at Albany

... Factors influencing what products are formed Substrate/steric effects  Strength of nucleophile vs. basicity of ...
PPT
PPT

... • Find the longest chain that contains C=O. • Using the root alkane name, drop the –e ending and change to –one. • Number the longest carbon chain so the C=O group has the lowest number. • Name and number other substituents as before. Examples: ...
ENZYME MIMIC ASYMMETRIC ALDOL REACTIONS
ENZYME MIMIC ASYMMETRIC ALDOL REACTIONS

Solid-Phase Organic Synthesis: Creation of Carbon
Solid-Phase Organic Synthesis: Creation of Carbon

... described in refs14–16 in that they leave the desired product alkene on the support for further transformations. Other examples are reported in refs 17,18. ...
Chapter 16
Chapter 16

... If carbon based nucleophiles were used instead of nitrogen (which form imines and enamines) or oxygen (which form acetals or hydrates) then alcohols can be formed ...
Retrosynthesis - Organic Chemistry
Retrosynthesis - Organic Chemistry

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1,3-Dipolar cycloaddition

The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring. The earliest 1,3-dipolar cycloadditions were described in the late 19th century to the early 20th century, following the discovery of 1,3-dipoles. Mechanistic investigation and synthetic application were established in the 1960s, primarily through the work of Rolf Huisgen. Hence, the reaction is sometimes referred to as the Huisgen cycloaddition (this term is often used to specifically describe the 1,3-dipolar cycloaddition between an organic azide and an alkyne to generate 1,2,3-triazole). Currently, 1,3-dipolar cycloaddition is an important route to the regio- and stereoselective synthesis of five-membered heterocycles and their ring-opened acyclic derivatives.
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