In organic chemistry, an acyl cyanide is a functional group with the formula R−C(O)CN and structure R−C(=O)−C≡N. It consists of an acyl group (R−C=O) attached to cyanide (−C≡N). Examples include acetyl cyanide, formyl cyanide, and oxalyl dicyanide. Acyl cyanides are reagents in organic synthesis.[1][2]
an acylcyanide is a functional group with the formula R−C(O)CN and structure R−C(=O)−C≡N. It consists of an acyl group (R−C=O) attached to cyanide (−C≡N)...
inorganic cyanides, the cyanide group is present as the cyanide anion −C≡N. This anion is extremely poisonous. Soluble salts such as sodium cyanide (NaCN)...
Acetyl cyanide is the organic compound with the formula CH3C(O)CN. It is an acylcyanide. Acetyl cyanide is a colorless liquid. Its structure was determined...
Formyl cyanide is the simplest member of the acylcyanide family. It is known to occur in space in the Sgr B2 molecular cloud. Formyl cyanide was first...
1980. 2,3-Dichlorobenzoyl chloride is treated with cuprous cyanide to form an acylcyanide. This is then reacted with the nitrate salt of aminoguanidine...
to treat and prevent vitamin B 12 deficiency except in the presence of cyanide toxicity. The deficiency may occur in pernicious anemia, following surgical...
group are not called nitriles, but cyanides instead. Though both nitriles and cyanides can be derived from cyanide salts, most nitriles are not nearly...
organic solvents. Cyanogen bromide can be prepared by oxidation of sodium cyanide with bromine, which proceeds in two steps via the intermediate cyanogen...
group is an acyl cation and the dithiane is a masked acyl anion. When the dithiane is derived from an aldehyde such as acetaldehyde the acyl proton can...
M. Mark; Lee, Penny E. (1985). "Efficient Asymmetric Reduction of AcylCyanides with B-3-Pinanyl 9-BBN (Alpine-Borane)". The Journal of Organic Chemistry...
stable cycloadducts. They also undergo insertion into the C–Cl bonds of acyl chlorides in the Nef isocyanide reaction, a process that is believed to be...
"halocarbonyl-". Acid anhydrides (R−C(=O)−O−C(=O)−R) have two acyl groups linked by an oxygen atom. If both acyl groups are the same, then the name of the carboxylic...
thienyllithium and cuprous cyanide followed by the organic group to be transferred. In this higher order mixed cuprate, both the cyanide and thienyl groups do...
[1][2] Quinolines will react with acid chlorides and potassium cyanide to give 1-acyl-2-cyano-1,2-dihydroquinolines, also known as Reissert compounds...
51 2262–2266. A. Burger and E. D. Hornbacker (1952). "Reduction of acylcyanides with lithium aluminum hydride." J. Am. Chem. Soc. 74 5514. M. L. Tainter...
heteroaromatic aldehydes, and benzoins can all be used as acyl anion precursors with thiazolium salt and cyanide catalysts. However, aliphatic aldehydes can only...
CH2=C(CH3)2 → H2NC(CH3)3 The Ritter reaction of isobutene with hydrogen cyanide is not useful in this case because it produces too much waste. Usually...
scale. It is used for the bleaching of pulp and for the detoxification of cyanide in the mining industry. It is produced by treating sulfuric acid with hydrogen...
ketene-like geometry. Additionally, deprotonated cyanohydrins can act as masked acyl anions, giving products impossible to access with enolates alone. The pKas...
the acyl group may undergo nucleophilic acyl substitution. This is the normal mode of substitution with carboxylic acid derivatives such as acyl chlorides...
reaction is accompanied by an elimination the reaction type is nucleophilic acyl substitution or an addition-elimination reaction. With a carbonyl compound...
chromium(VI) oxide, and chromic acid. The combination of manganese dioxide, cyanide, acetic acid and methanol will convert the aldehyde to a methyl ester....
thermal dehydration of acetic acid. Substituted ketenes can be prepared from acyl chlorides by an elimination reaction in which HCl is lost: In this reaction...
herbicide atrazine. Cyanuric chloride is prepared in two steps from hydrogen cyanide via the intermediacy of cyanogen chloride, which is trimerized at elevated...
below) and other products As a safe cyanide-donor reagent Nucleophilic attack at the ester group, as part of acyl substitution: reaction with ammonia...
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