A Cyanohydrin reaction is an organic reaction by an aldehyde or ketone with a cyanide anion or a nitrile to form a cyanohydrin. This nucleophilic addition is a reversible reaction but with aliphatic carbonyl compounds equilibrium is in favor of the reaction products. The cyanide source can be potassium cyanide, sodium cyanide or trimethylsilylcyanide. With aromatic aldehydes such as benzaldehyde the benzoin condensation is a competing reaction. The reaction is used in carbohydrate chemistry as a chain extention method for example that of D-xylose. Organic reactions are chemical reactions between organic compounds. ... An aldehyde is either a functional group consisting of a terminal carbonyl group or a compound containing a terminal carbonyl group. ... A ketone is either the functional group characterized by a carbonyl group linked to two other carbon atoms or a compound that contains this functional group. ... A cyanide is any chemical compound that contains the cyano group C≡N, with the carbon atom triple-bonded to the nitrogen atom. ... An anion is an ion with negative charge. ... A nitrile is any organic compound which has a -CN functional group. ... Cyanohydrin is any of several compounds that contain both the CN and OH radicals. ... In organic chemistry, a nucleophilic addition reaction is an addition reaction where in a chemical compound a pi bond is removed by the creation of two new covalent bonds by the addition of a nucleophile. ... A reversible reaction is a chemical reaction that may be reversed. ... In chemistry, non-aromatic and non-cyclic (acyclic) organic compounds are called aliphatic. ... In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom. ... Sodium cyanide is a highly toxic chemical compound, also known as sodium salt of hydrocyanic acid and cyanogran. ... The chemical compound benzaldehyde (C6H5CHO) consists of a benzene ring with an aldehyde group attached to one carbon. ... The Benzoin condensation is a condensation reaction between two aromatic aldehydes, especially benzaldehyde that is catalyzed by a cyanide. ... Xylose is an aldopentose - a simple sugar containing five carbon atoms, and including an aldehyde functional group. ...

The asymmetric cyanohydrin reaction of benzaldehyde with trimethylsilylcyanide is made possible by employment of (R)-Binol ¹ at 1 to 10% catalyst loading. This ligand firsts reacts with a lithium alcoxy compound to form a lithium binaphtholate Complex. R-phrases , , , S-phrases , , , Flash point -20 °C Autoignition temperature 465 °C RTECS number AL31500000 Supplementary data page Structure & properties n, εr, etc. ... Sodium cyanide is a highly toxic chemical compound, also known as sodium salt of hydrocyanic acid and cyanogran. ... Quinone is generally defined as an aromatic beneze molecule containing a double ketone functional group. ... Carbon tetrachloride CCl4 is a synthetic chemical compound formerly widely used in fire extinguishers and refrigeration, but now largely abandoned due to its toxicity. ... Crown ethers are heterocyclic chemical compounds that, in their simplest form, are cyclic oligomers of ethylene oxide. ... Xylose is an aldopentose - a simple sugar containing five carbon atoms, and including an aldehyde functional group. ... A hemiacetal is a functional group or compound containing the function group in the form of: where R and R are any carbon backbones. ... General formula of an ester of a carboxylic acid. ... The two optical isomers of bromochlorofluoromethane Chiral synthesis (also called asymmetric synthesis) is organic synthesis which preserves or introduces a desired chirality. ... The chemical compound benzaldehyde (C6H5CHO) consists of a benzene ring with an aldehyde group attached to one carbon. ... A catalyst (Greek: καταλύτης, catalytÄ“s) is a substance that accelerates the rate (speed) of a chemical reaction (see also catalysis). ... It has been suggested that this article or section be merged with Ligand (biochemistry). ...

In chemistry two stereoisomers are said to be enantiomers if they are mirror images of each other. ...

External links

• Cyanohydrin reaction of formaldehyde to hydroxyacetonitrile or glycolonitrile with sodium cyanide in Organic Syntheses Coll. Vol. 2, p.387; Vol. 13, p.56 Article
• Cyanohydrin reaction of formaldehyde with potassium cyanide Organic Syntheses Coll. Vol. 3, p.436; Vol. 27, p.41Article
• Cyanohydrin reaction of acetophenone with potassium cyanide Organic Syntheses Coll. Vol. 4, p.58; Vol. 33, p.7 Article
• Cyanohydrin reaction of D-xylose with potassium cyanide Organic Syntheses Coll. Vol. 4, p.506; Vol. 36, p.38 Article
• Cyanohydrin reaction of acetone with potassium cyanide Organic Syntheses Coll. Vol. 2, p.7; Vol. 15, p.1 Article
• Cyanohydrin reaction of benzoquinone with trimethylsilylcyanide Organic Syntheses Coll. Vol. 7, p.517; Vol. 60, p.126 Article

The chemical compound formaldehyde (also known as methanal), is a gas with a strong pungent smell. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... The chemical compound formaldehyde (also known as methanal), is a gas with a strong pungent smell. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Acetophenone (C6H5-C(=O)-CH3) (1-phenylethanone) is a crystalline ketone that is used as a solvent for cellulose ethers and esters in the making of alcohol-soluble resins. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Xylose is an aldopentose - a simple sugar containing five carbon atoms, and including an aldehyde functional group. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... R-phrases , , , S-phrases , , , Flash point -20 °C Autoignition temperature 465 °C RTECS number AL31500000 Supplementary data page Structure & properties n, εr, etc. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Quinone is generally defined as an aromatic beneze molecule containing a double ketone functional group. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ...

References

• ¹ Chiral Lithium Binaphtholate Aqua Complex as a Highly Effective Asymmetric Catalyst for Cyanohydrin Synthesis Manabu Hatano, Takumi Ikeno, Takashi Miyamoto, and Kazuaki Ishihara J. Am. Chem. Soc.; 2005; 127(31) pp 10776 - 10777 AbstractSupport info plus proposed transition state