• Study Resource
  • Explore Categories
    • Arts & Humanities
    • Business
    • Engineering & Technology
    • Foreign Language
    • History
    • Math
    • Science
    • Social Science

    Top subcategories

    • Advanced Math
    • Algebra
    • Basic Math
    • Calculus
    • Geometry
    • Linear Algebra
    • Pre-Algebra
    • Pre-Calculus
    • Statistics And Probability
    • Trigonometry
    • other →

    Top subcategories

    • Astronomy
    • Astrophysics
    • Biology
    • Chemistry
    • Earth Science
    • Environmental Science
    • Health Science
    • Physics
    • other →

    Top subcategories

    • Anthropology
    • Law
    • Political Science
    • Psychology
    • Sociology
    • other →

    Top subcategories

    • Accounting
    • Economics
    • Finance
    • Management
    • other →

    Top subcategories

    • Aerospace Engineering
    • Bioengineering
    • Chemical Engineering
    • Civil Engineering
    • Computer Science
    • Electrical Engineering
    • Industrial Engineering
    • Mechanical Engineering
    • Web Design
    • other →

    Top subcategories

    • Architecture
    • Communications
    • English
    • Gender Studies
    • Music
    • Performing Arts
    • Philosophy
    • Religious Studies
    • Writing
    • other →

    Top subcategories

    • Ancient History
    • European History
    • US History
    • World History
    • other →

    Top subcategories

    • Croatian
    • Czech
    • Finnish
    • Greek
    • Hindi
    • Japanese
    • Korean
    • Persian
    • Swedish
    • Turkish
    • other →
 
Profile Documents Logout
Upload
Carbonyl Compounds_ Properties and Reactions
Carbonyl Compounds_ Properties and Reactions

... Alternative reagents for HCN reaction Reagent: Hydrogen cyanide - HCN (in the presence of trace amounts of base [NaOH]). NaOH helps generate CN- ions as HCN only very weakly acidic Conditions: Room temperature The reaction proceeds as previously described. ...
Thermochemistry 3 - Canvas by Instructure
Thermochemistry 3 - Canvas by Instructure

... Write the reaction for which the reaction enthalpy is equal to the standard heat of formation for C 5H8O3(l). ...
Mechanism
Mechanism

... has come up with a strange and unexpected product. Give a mechanism to explain his reaction. ...
Aldehid dan Keton
Aldehid dan Keton

... Boiling Points • More polar, so higher boiling point than comparable alkane or ether. • Cannot H-bond to each other, so lower boiling point than comparable alcohol. ...
Oxacyclopropane (Epoxide) Synthesis: Epoxidation by
Oxacyclopropane (Epoxide) Synthesis: Epoxidation by

... This reagent is less useful than OsO4 because of its tendency towards overoxidation. The deep purple KMnO4 is converted into a brown precipitate, (MnO2) during the reaction, which can serve as a useful test for the presence of alkenes. ...
Part (d) The Birch Reduction of Nitrogen
Part (d) The Birch Reduction of Nitrogen

... A simple way of making substituted amines involves coupling of an acid chloride with an amine to give an amide, followed by ...
Preparation of Aldehydes and Ketones
Preparation of Aldehydes and Ketones

... NaBH4 and LiAlH4 reduce carbonyl groups but not carbon-carbon double bonds: ...
Chemistry 218, Winter 2007 Exam 2 Name: 1.
Chemistry 218, Winter 2007 Exam 2 Name: 1.

... 2. In the following reaction, one of the products is formed preferentially over the other one. Circle the product that is more likely to be formed, and explain why using resonance forms. (10 pts) O ...
TYPES OF REACTIONS IN ORGANIC CHEMISTRY
TYPES OF REACTIONS IN ORGANIC CHEMISTRY

... ~ Esters are formed when an alcohol and a carboxylic acid react together, (condensation reaction) ~ The H attached to the -OH group in the carboxylic acid molecule has been replaced by the alkyl group, it is a type of substitution reaction. ~ The reverse reaction of esterification is called hydrolys ...
Answer on Question#52196 - Chemistry
Answer on Question#52196 - Chemistry

... alkenes was instrumental in the study of free-radical additions. Early chemists discovered that the reason for the variability of the ratio of Markovnikov to anti-Markovnikov reaction products was due to the unrealized presence of free radical generating substances such as peroxides. The explanation ...
CH19 Aldehydes and Ketones
CH19 Aldehydes and Ketones

... Negatively charged Nucleophile ...
Nucleophilic Substitution Reaction
Nucleophilic Substitution Reaction

... There are a few reactions in which both the groups are lost from the same carbon atom. These are called -elimination reactions and the most common example of this type is the generation of dichlorocarbene from chloroform. In analogy with substitution reaction,b-elimination reactions are divided into ...
Redox reactions
Redox reactions

... forming carbon dioxide and water • The structure of the compounds’ molecules is completely destroyed, with the carbon and hydrogen atoms in each molecule being oxidised • Combustion is exothermic, and ethanol is used as a fuel where it can be produced cheaply ...
2d Oxidation of Food Homework
2d Oxidation of Food Homework

... a) Using information from the table, describe two ways in which differences in the structures affect boiling point of isomeric alcohols. b) Predict a boiling point for hexan-2-ol. ...
Reactions of Carbonyl compounds
Reactions of Carbonyl compounds

... CARBONYL COMPOUNDS - NUCLEOPHILIC ADDITION Watch out for the possibility of optical isomerism in hydroxynitriles CN¯ attacks from above ...
Reactions of Hydrocarbons & their functional groups
Reactions of Hydrocarbons & their functional groups

... • Carbon atom forces more bonds to Oxygen or less to Hydrogen • For example: formation of C=O bond • Occurs in presence of oxidizing agents [O] such as KMnO4, K2Cr2O7, and O3 • For now, focus on organic reactant only ...
Lecture 9a - University of California, Los Angeles
Lecture 9a - University of California, Los Angeles

... -OH (pKa~16-18 (alcohol), pKa~8-12 (phenols)), -NHx (pKa~35), -C≡CH (pKa~25), -SH (pKa~9-12), -COOH (pKa~3-5)  Some functional groups react with the reagent because they ...
The carbonyl group
The carbonyl group

... nitrogen containing compounds through nucleophilic addition and subsequent loss of water to give products that have a carbon nitrogen double bond. These reactions are useful in distinguishing an aldehyde or ketone from other functional groups. (General test) ...
orgchem rev integ odd numbers
orgchem rev integ odd numbers

...  Inductive Effect – is an electronic effect due to the polarization of sigma bonds within a molecule or ion. Typically due to an electronegativity difference between the atoms at either end of the bond. ...
Answer Key for Final Exam
Answer Key for Final Exam

... Wittig reaction forms an alkene where the carbonyl used to be  ...
Protecting Groups Introduction to Carbonyl
Protecting Groups Introduction to Carbonyl

... Reagents; Oxidation and Reduction Protecting Groups Solving this problem requires a three-step strategy: [1] Convert the OH group into another functional group that does not interfere with the desired reaction. This new blocking group is called a protecting group, and the reaction that creates it is ...
Chemguide – answers ALCOHOLS: THE TRIIODOMETHANE
Chemguide – answers ALCOHOLS: THE TRIIODOMETHANE

... 1. a) Either: Add iodine solution followed by enough sodium hydroxide solution to remove the colour of the iodine. Warm very gently if nothing happens in the cold. Or: Add potassium iodide solution followed by sodium chlorate(I) solution (sodium hypochlorite solution). Warm very gently if nothing ha ...
Redox Reactions
Redox Reactions

... are reduced all the way to the alcohol with LiAlH4. Is there a way to stop at the aldehyde, and reduce these molecules “half-way”? The reduction still requires a hydride reagent, but one that has been modified to control stoichiometry. This reagent, DIBALH, is also used specifically with esters, whi ...
aldehydes and ketones
aldehydes and ketones

... • The carbonyl carbon of an aldehyde is more accessible to the nucleophile because the hydrogen attached to the carbonyl carbon of an aldehyde is smaller than the second alkyl group to carbonyl carbon of a ketone. • Ketones have greater steric crowding in their transition states, so they have less s ...
Carboxylic Acid
Carboxylic Acid

... You know Alkanes and Benzenes, and Alkynes and Alkenes, Amines and Alcohols, Aldehydes and Ketones...... But do you recall, the most famous functional group of all Carboxylic Acid, Has a carbonyl and a hydroxyl It loves to donate protons Then an anion is formed Of all the other acids It’s the most c ...
< 1 ... 90 91 92 93 94 95 96 97 >

Wolff–Kishner reduction



The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step. As such, there is no obvious retron for this reaction. Originally reported by Nikolai Kischner in 1911 and Ludwig Wolff in 1912, it has been applied to the total synthesis of scopadulcic acid B, aspidospermidine and dysidiolide.In general, the reaction mechanism first involves the in situ generation of a hydrazone by condensation of hydrazine with the ketone or aldehyde substrate. Sometimes it is however advantageous to use a pre-formed hydrazone as substrate (see modifications). The hydrazone is deprotonated by alkoxide base followed by a concerted, rate-determining step in which a diimide anion is formed. Collapse of this alkyldiimde with loss of N2 leads to formation of an alkylanion which can be protonated by solvent to give the desired product.Because the Wolff–Kishner reduction requires highly basic conditions, it is unsuitable for base-sensitive substrates. However, this method can be superior over the related Clemmensen reduction for acid-sensitive compounds such as pyrroles and for high-molecular weight compounds.
  • studyres.com © 2026
  • DMCA
  • Privacy
  • Terms
  • Report