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The mechanism for the reduction of a nitrile to an aldehyde with DIBAL-H. The hydride reagent Diisobutylaluminium hydride, or DIBAL-H, is commonly used to convert nitriles to the aldehyde. [14] Regarding the proposed mechanism, DIBAL forms a Lewis acid-base adduct with the nitrile by formation of an N-Al bond. The hydride is then transferred to ...
Stephen aldehyde synthesis, a named reaction in chemistry, was invented by Henry Stephen (OBE / MBE). This reaction involves the preparation of aldehydes (R-CHO) from nitriles (R-CN) using tin (II) chloride (SnCl 2), hydrochloric acid (HCl) and quenching the resulting iminium salt ( [R-CH=NH 2] + Cl −) with water (H 2 O). [1][2] During the ...
The Barton reaction, also known as the Barton nitrite ester reaction, is a photochemical reaction that involves the photolysis of an alkyl nitrite to form a δ- nitroso alcohol. Discovered in 1960, the reaction is named for its discoverer, Nobel laureate Sir Derek Barton. [1] Barton's Nobel Prize in Chemistry in 1969 was awarded for his work on ...
Nitrilase was first discovered in the early 1960s for its ability to catalyze the hydration of a nitrile to a carboxylic acid. [2] Although it was known at the time that nitrilase could operate with wide substrate specificity in producing the corresponding acid, later studies reported the first NHase (nitrile hydratase) activity exhibited by nitrilase.
Henry reaction. The Henry reaction is a classic carbon–carbon bond formation reaction in organic chemistry. Discovered in 1895 by the Belgian chemist Louis Henry (1834–1913), it is the combination of a nitroalkane and an aldehyde or ketone in the presence of a base to form β-nitro alcohols. [1][2][3] This type of reaction is also referred ...
RXNO:0000498. The Béchamp reduction (or Béchamp process) is a chemical reaction that converts aromatic nitro compounds to their corresponding anilines using iron as the reductant: [1] 4 C6H5NO2 + 9 Fe + 4 H2O → 4 C6H5NH2 + 3 Fe3O4. This reaction was once a major route to aniline, but catalytic hydrogenation is the preferred method.
ritter-reaction. RSC ontology ID. RXNO:0000058. The Ritter reaction is a chemical reaction that transforms a nitrile into an N -alkyl amide using various electrophilic alkylating reagents. The original reaction formed the alkylating agent using an alkene in the presence of a strong acid. [1][2][3][4]
Pinner reaction. The Pinner reaction refers to the acid catalysed reaction of a nitrile with an alcohol to form an imino ester salt (alkyl imidate salt); this is sometimes referred to as a Pinner salt. [1] The reaction is named after Adolf Pinner, who first described it in 1877. [2][3][4] Pinner salts are themselves reactive and undergo ...