CYANAMID
cyanogen chloride
A
sodium N-cyanoisourea
B
sodium dicyanamide
C
sodium chloride
Conditions | Yield |
---|---|
With sodium hydroxide In water at 70 - 75℃; under 1050.11 Torr; pH=7.2 - 8.0; Purification / work up; | A n/a B 94% C n/a |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 50 - 55℃; under 1050.11 Torr; pH=7.2 - 8.0; | 87% |
With sodium hydroxide In water at 70 - 75℃; under 1050.11 Torr; pH=7.2 - 8.0; Product distribution / selectivity; | 83% |
With sodium hydroxide In water at 70 - 75℃; under 1050.11 Torr; pH=7.2 - 8.0; Product distribution / selectivity; | 82% |
With sodium hydroxide In water at 50 - 55℃; under 1050.11 Torr; pH=7.2 - 8.0; Product distribution / selectivity; | 79% |
With sodium hydroxide In water at 70 - 75℃; for 1.58333h; pH=7.5 - 8.0; | 76% |
Conditions | Yield |
---|---|
Stage #1: CYANAMID With sodium In ethanol at 20℃; for 1.5h; Stage #2: bromocyane In ethanol for 2.5h; | 72% |
bromocyane
sodium cyanamide
sodium dicyanamide
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With sodium amide in der Kugelmuehle; |
sodium dicyanamide
Conditions | Yield |
---|---|
With sodium amide In not given byproducts: NH3, NaCl; at room temp., in ball mill; |
Conditions | Yield |
---|---|
byproducts: NH3, NaCl; in ball mill; reactn. complete after 60 h at room temp.; | |
byproducts: NH3, NaCl; in ball mill; reactn. complete after 60 h at room temp.; |
Conditions | Yield |
---|---|
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; | |
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; |
disodium cyanamide
sodium dicyanamide
Conditions | Yield |
---|---|
With NCBr In neat (no solvent) grinding in ball mill;; | |
With NCBr In neat (no solvent) grinding in ball mill;; |
Conditions | Yield |
---|---|
In water addn. of aq. Na2NCN soln. to CNBr with cooling up to neutral soln.; evapn. on the water-bath;; recrystn. from ethanol;; |
copper(II) dicyanamide
sodium dicyanamide
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
Conditions | Yield |
---|---|
byproducts: NH3, NaBr; in ball mill; reactn. complete after 60 h at room temp.; | |
byproducts: NH3, NaBr; in ball mill; reactn. complete after 60 h at room temp.; |
Conditions | Yield |
---|---|
With Na-alcoholate In ethanol | |
With Na-alcoholate In ethanol |
Conditions | Yield |
---|---|
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; | |
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; |
Conditions | Yield |
---|---|
With sodium amide In neat (no solvent) byproducts: NH3, NaI; at room temp., in ball mill, extn. with water; |
Conditions | Yield |
---|---|
byproducts: NH3, NaI; in ball mill; reactn. complete after 60 h at room temp.; | |
byproducts: NH3, NaI; in ball mill; reactn. complete after 60 h at room temp.; |
Conditions | Yield |
---|---|
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; | |
In neat (no solvent) constantly grinding in ball mill at ambient temp., 60h; complete exclusion of air;; |
Conditions | Yield |
---|---|
In water crystn. from hot MeOH; |
copper(II) dicyanamide
sodium hydroxide
sodium dicyanamide
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
dicyanamide; calcium-bis-(dicyano-amide)
sodium hydroxide
sodium dicyanamide
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
copper(II) dicyanamide
sodium carbonate
sodium dicyanamide
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
dicyanamide; calcium-bis-(dicyano-amide)
sodium carbonate
sodium dicyanamide
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In water | |
In water |
dicyanamide; calcium-bis-(dicyano-amide)
sodium sulfate
sodium dicyanamide
Conditions | Yield |
---|---|
In water | |
In water |
Conditions | Yield |
---|---|
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; | |
In not given synthesis from dicyanamide suspn. and Na salt soln.; filtration; evapn. under reduced pressure up to crystn.;; |
sodium dicyanamide
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: H2O; at 160°C;; | |
In neat (no solvent) byproducts: H2O; at 160°C;; |
sodium dicyanamide
4-chloro-aniline
1-(4-chlorophenyl)-3-cyanoguanidine
Conditions | Yield |
---|---|
oxonium; acetic acid In water at 40℃; Rate constant; Mechanism; | 100% |
With hydrogenchloride In water at 60℃; for 3h; | 87% |
Stage #1: sodium dicyanamide; 4-chloro-aniline With hydrogenchloride In water at 50 - 90℃; for 18h; Stage #2: With sodium hydrogencarbonate In water for 0.25h; | 78.3% |
sodium dicyanamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 4h; | 100% |
Methyl 3-aminobenzoate
sodium dicyanamide
methyl 3-[amino(cyanoiminomethyl)]aminobenzoate
Conditions | Yield |
---|---|
With hydrogenchloride at 80 - 90℃; for 2h; | 100% |
sodium dicyanamide
1-n-butyl-3-methylimidazolim bromide
1-buthyl-3-methylimidazolium dicyanamide
Conditions | Yield |
---|---|
In acetone at 20℃; for 2h; | 100% |
Stage #1: sodium dicyanamide With silver nitrate Stage #2: 1-n-butyl-3-methylimidazolim bromide In water |
Conditions | Yield |
---|---|
With ion-exchange resin; silver nitrate In water ion exchange of aq. NH4(N(CN)2) with acidic form of ion-exchange resin umtil the pH is 4-5, washing the resin with water, chloride removal with AgNO3, pouring soln. of sodium dicyanamide onto the column; evapn. the eluate at room temp.; | 100% |
In water loading aq. soln. of NH4Cl on a column with ion exchange resin (Merck, Ionenaustauscher I, H(+)-Form, Art. 4765), washing with water, loading with a soln. of sodium salt; evapn. at room temp.; | 99% |
In water ion-exchange column was charged with NH4Cl and NaN(CN)2 soln. was passedthrough; soln. was evapd. at room temp.; |
Conditions | Yield |
---|---|
In water pptn. on addn. of Zn-salt to 2 equiv. cyanamide (stirring); collection (filtration), drying (vac., over P2O5, 2 h); single crystals from mother liquor; | 100% |
water
sodium dicyanamide
[Cu(bis(2-pyrimidylcarbonyl)amidate)(dicyanamide)(H2O)]2
Conditions | Yield |
---|---|
In water equimolar aq. soln. of Cu-compound slowly diffused into aq. Na-compound for 1 month at room temp.; elem. anal.; | 100% |
Conditions | Yield |
---|---|
In butan-1-ol Reflux; | 100% |
1,2-diaminoethane dihydrochloride
sodium dicyanamide
1,2-bis(N3-cyano-N1-guanidino)ethane
Conditions | Yield |
---|---|
In butan-1-ol for 15h; Reflux; | 99% |
With butan-1-ol |
sodium dicyanamide
2-(1H-imidazolyl)pyridine
Conditions | Yield |
---|---|
In water elem. anal.; | 99% |
Conditions | Yield |
---|---|
In water elem. anal.; | 99% |
sodium dicyanamide
2,2'-Bipyrimidine
Conditions | Yield |
---|---|
In water elem. anal.; | 99% |
Conditions | Yield |
---|---|
In water elem. anal.; | 99% |
diaqua{bis(2-pyridylcarbonyl)-amido}copper(II) nitrate dihydrate
sodium dicyanamide
[Cu(bis(2-pyridylcarbonyl)amidate)(H2O)(dicyanamide)]2
Conditions | Yield |
---|---|
In water react. stoich. amts. (Cu(bpca)(H2O)2)NO3*2H2O and sodium dicyanamide; elem. anal.; | 99% |
2.9-dimethyl-1,10-phenanthroline
sodium dicyanamide
[Cu2(2,9-dimethyl-1,10-phenanthroline)2(dicyanamide)4]
Conditions | Yield |
---|---|
In water addn. of aq. soln. of NaN(CN)2 to aq. soln. of Cu(NO3)2*3H2O and 2,9-dimethyl-1,10-phenanthroline; crystn., elem. anal.; | 99% |
4,4'-dimethyl-2,2'-bipyridines
sodium dicyanamide
[Cu(4,4'-dimethyl-2,2'-bipyridine)(dicyanamide)2(H2O)]
Conditions | Yield |
---|---|
In water slow diffusion in an H-shaped tube containing aq. soln. Cu(4,4'-dimethyl-2,2'-bipyridine)(NO3)2 (mixt. of Cu(NO3)2*3H2O and 4,4'-dimethyl-2,2'-bipyridine in stoich. amts) in one arm and NaN(CN)2 in the other for 15 days; crystn., elem. anal.; | 99% |
Conditions | Yield |
---|---|
In methanol; water; acetonitrile powder X-ray diffraction; | 99% |
In methanol; water; acetonitrile soln. 3-CNpy and Na(N(CN)2) in MeCN-MeOH was heated for 5 min, aq. soln.Fe(ClO4)2*6H2O was added; soln. was filtered and left to stand at room temp. for 3 weeks; elem. anal.; | 15% |
3-methyl-1-(ethoxyethoxycarbonylmethyl)imidazolium bromide
sodium dicyanamide
3-methyl-1-(ethoxyethoxycarbonylmethyl)imidazolium dicyanoamide
Conditions | Yield |
---|---|
In acetonitrile for 96h; Reflux; | 99% |
3-methyl-1-(ethoxyethoxyethoxycarbonylmethyl)imidazolium bromide
sodium dicyanamide
3-methyl-1-(ethoxyethoxyethoxycarbonylmethyl)imidazolium dicyanoamide
Conditions | Yield |
---|---|
In acetonitrile for 96h; Reflux; | 99% |
2,3-dimethyl-1-(methoxyethoxyethoxycarbonylmethyl)imidazolium bromide
sodium dicyanamide
2,3-dimethyl-1-(methoxyethoxyethoxycarbonylmethyl)imidazolium dicyanoamide
Conditions | Yield |
---|---|
In acetonitrile for 96h; Reflux; | 99% |
1-methyl-3-(11-ethoxycarbonyl-undecyl)imidazolium bromide
sodium dicyanamide
[C10O2EtMIM][DCA]
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 48h; | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 18h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In water at 20℃; | 98% |
In water at 20℃; for 1h; Darkness; | 97% |
In water | 95% |
N-methoxylamine hydrochloride
sodium dicyanamide
1-cyano-2-methoxyguanidine
Conditions | Yield |
---|---|
In ethanol at 20℃; | 98% |
1-methyl-3-(pentoxycarbonylmethyl)imidazolium bromide
sodium dicyanamide
Conditions | Yield |
---|---|
In acetonitrile for 96h; Reflux; | 98% |
3-{2-[2-(2-butoxyethoxy)ethoxy]-2-oxoethyl}-1-methyl-1H-imidazol-3-ium bromide
sodium dicyanamide
3-methyl-1-(butoxyethoxyethoxycarbonylmethyl)imidazolium dicyanoamide
Conditions | Yield |
---|---|
In acetonitrile for 96h; Reflux; | 98% |
sodium dicyanamide
Conditions | Yield |
---|---|
In acetonitrile for 0.166667h; Microwave irradiation; | 98% |
sodium dicyanamide
Conditions | Yield |
---|---|
In acetonitrile for 0.166667h; Microwave irradiation; | 98% |
sodium dicyanamide
Conditions | Yield |
---|---|
In water at 20℃; for 48h; | 98% |
The Sodium dicyanamide, with the CAS registry number 1934-75-4, is a kind of white to off-white powder, with the product categories including C-X Bond Formation (Non-Halogen); Others; Synthetic Reagents; Hydrocyanic acid derivatives; Various hydrocyanic acid derivatives.
The physical properties of this chemical are as below: (1)ACD/LogP: 0.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.43; (4)ACD/LogD (pH 7.4): 0.43; (5)ACD/BCF (pH 5.5): 1.26; (6)ACD/BCF (pH 7.4): 1.26; (7)ACD/KOC (pH 5.5): 41; (8)ACD/KOC (pH 7.4): 41; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 60; (13)Flash Point: 8.5 °C; (14)Enthalpy of Vaporization: 28.58 kJ/mol; (15)Boiling Point: 41.5 °C at 760 mmHg; (16)Vapour Pressure: 407 mmHg at 25°C; (17)Exact Mass: 88.998992; (18)MonoIsotopic Mass: 88.998992; (19)Topological Polar Surface Area: 48.6; (20)Heavy Atom Count: 6; (21)Complexity: 86.5.
Use of this chemical is below: Sodium dicyanamide could react with 4-fluoro-aniline; hydrochloride to produce 2-Cyan-1-(4-fluorphenyl)guanidin. This reaction could happen in the presence of the solvent of H2O, and it needs the reaction temperature of 60 ℃ with its yield of 67%.
When you deal with this chemical, you should be careful. For one thing, it is irritant to eyes, respiratory system and skin, which may also cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health. Wear suitable gloves and eye/face protection and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(#N)[N-]C#N.[Na+]
(2)InChI: InChI=1S/C2N3.Na/c3-1-5-2-4;/q-1;+1
(3)InChIKey: IXBPPZBJIFNGJJ-UHFFFAOYSA-N
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