Dicyandiamide

Dicyandiamide Basic information
Product Name:Dicyandiamide
Synonyms:epicuredicy15;epicuredicy7;Guanidine, cyano-;Guanidine-1-carbonitrile;NCN=C(NH2)2;N-Cyanoguanidine;Pyroset DO;xb2879b
CAS:461-58-5
MF:C2H4N4
MW:84.08
EINECS:207-312-8
Product Categories:Amines;Intermediates & Fine Chemicals;Organics;Dyestuff Intermediates;Pharmaceuticals;amine series;Pharmaceutical Intermediates;INORGANIC & ORGANIC CHEMICALS;Intermediates;461-58-5
Mol File:461-58-5.mol
Dicyandiamide Structure
Dicyandiamide Chemical Properties
Melting point 208-211 °C (lit.)
Boiling point 144.35°C (rough estimate)
density 1.40
vapor pressure 0.001Pa at 20℃
refractive index 1.6260 (estimate)
storage temp. 2-8°C
solubility H2O: 0.1 g/mL, clear
pka0.73±0.70(Predicted)
form Crystalline Powder
color White
Water Solubility 32 g/L (20 ºC)
Merck 14,3092
BRN 605637
Stability:Stable. Incompatible with strong acids, strong oxidizing agents, strong bases.
InChIKeyQGBSISYHAICWAH-UHFFFAOYSA-N
LogP-1 at 20℃
CAS DataBase Reference461-58-5(CAS DataBase Reference)
NIST Chemistry ReferenceDicyandiamide(461-58-5)
EPA Substance Registry SystemDicyanodiamide (461-58-5)
Safety Information
Hazard Codes Xn,T
Risk Statements 20/21/22-43-36/38-25
Safety Statements 22-24/25-45-36-3
RIDADR UN 2811 6.1 / PGIII
WGK Germany 1
RTECS ME9950000
TSCA Yes
HS Code 29262000
Hazardous Substances Data461-58-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 2000 mg/kg
MSDS Information
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Dicyanodiamide English
ACROS English
SigmaAldrich English
ALFA English
Dicyandiamide Usage And Synthesis
Chemical Propertieswhite powder
UsesDicyandiamide is a guanidine derivative used in the synthesis of barbiturates,it is also used in the plastics industry (manufacture of melamine).
UsesIn the plastics industry (manufacture of melamine). In the pharmaceutical industry (barbiturates, guanidine derivatives).
UsesDicyandiamide is used in the synthesis of barbiturates. It is used as a stabilizer of ammonium dinitramide melt. It is used as hardener.
ApplicationDicyanodiammonia, abbreviated as dicy or DCD. It is an organic substance with the chemical formula of c2h4n4. It is a dimer of cyanamide and a cyano derivative of guanidine. Chemical formula c2h4n4. White crystalline powder. Soluble in water, alcohol, ethylene glycol and dimethylformamide, almost insoluble in ether and benzene. Stable when dry. It is a guanidine in which one of the amino hydrogens of guanidine itself is substituted by a cyano group. It is used in the manufacture of fertilizers, pharmaceuticals, explosives, oil well drilling muds, and dyestuffs. It has a role as a curing agent, a flame retardant, a fertilizer, an explosive and a nitrification inhibitor. It is a member of guanidines and a nitrile. The application of nitrification inhibitors has been used as a strategy to promote N utilization efficacy and reduce N2O emissions in paddy Dicyandiamide (DCD) as a widely used nitrification inhibitor inhibits the activity of ammonium-oxidizing bacteria which results in longer ammonium retention and reduces the production of NO2?in soils. DCD efficacy was found to be related to DCD concentration, temperature, moisture, pH, and organic matter content. Studies have shown that leaching DCD from agricultural soils into aquatic ecosystems can strongly change the community composition of benthic stream bacteria and algae and influence stream nutrient cycling stoichiometry. Literature on the mechanisms and benefits of nitrification inhibitors is extensive but there are very few studies focused on the influence of DCD application on other microbes in paddy system.
Production MethodsDicyanodiamide is manufactured by dimerization of cyanamide in aqueous solution. The 25% cyanamide solution produced is adjusted to pH 8–9 and held at approximately 80C for 2 h to give complete conversion. The hot liquor is filtered and transferred to a vacuum crystallizer, where it is cooled. The crystals or dicyanodiamide are separated in continuous centrifuges and passed to rotary driers. In 1990, the total worldwide production of dicyanodiamide was about 30,000 tons.
DefinitionChEBI: Cyanoguanidine is a guanidine in which one of the amino hydrogens of guanidine itself is substituted by a cyano group. It is used in the manufacture of fertilizers, pharmaceuticals, explosives, oil well drilling muds, and dyestuffs. It has a role as a curing agent, a flame retardant, a fertilizer, an explosive and a nitrification inhibitor. It is a member of guanidines and a nitrile.
General DescriptionDicyandiamide is commonly used for the curing of epoxy resins. It is a nitrification inhibitor that is said to be capable of reducing nitrate (NO3-) leaching and nitrous oxide (N2O) emissions from grazed pasture soils.
Flammability and ExplosibilityNonflammable
SynthesisThe calcium hydrogen cyanide suspension obtained from the hydrolysis of calcium cyanamide is filtered under reduced pressure to remove the calcium hydroxide filter residue, and then carbon dioxide is introduced into the filtrate to precipitate the calcium in the form of calcium carbonate to obtain the cyanamide solution. It is polymerized under alkaline conditions, then filtered, cooled, crystallized, separated and dried to obtain dimer cyanamide. The temperature at the maximum rate of dicyandiamide formation is related to pH: pH is 9.7 at 50 ℃; PH 9.1 at 80 ℃; The pH is 8.8 at 100 ℃. After controlled polymerization under these conditions, the finished dicyandiamide is obtained by cooling, crystallization, separation and drying. The content of dicyandiamide in industrial products is 99%, and 4239kg of lime nitrogen (more than 21% nitrogen) is consumed per ton of products.
Purification MethodsRecrystallise cyanoguanidine from water or EtOH. [Beilstein 3 IV 160.]
1,6-Bis(cyano-guanidino)hexane Acetamide, N-tert-butyl-N-(1-cyano-2-(3-pyridyl)amidino)-, hydrate N-CYANO-N',N'-DIMETHYLGUANIDINE Dicyandiamide 2-Chloro-3-cyanopyridine (4-chlorophenyl)-dicyanodiamide P1075 R8 QUANTITATION STANDARD Sodium dicyanamide SIGUAZODAN [125I]IODOAMINOPOTENTIDINE Methylene dithiocyanate Cyanoacetic acid LABOTEST-BB LT00452987 Ethyl N-cyanoethanimideate Sodium cyanoborohydride ETHYL 2-CYANOACRYLATE [N-METHYL-3H]CIMETIDINE

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