aminoformonitrile

• ChemBase ID: 2404
• Molecular Formular: CH2N2
• Molecular Mass: 42.03998
• Monoisotopic Mass: 42.02179807
• SMILES: NC#N
• Canonical SMILES: NC#N
• InChI: InChI=1S/CH2N2/c2-1-3/h2H2
• InChIKey: XZMCDFZZKTWFGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: aminoformonitrile
• IUPAC Traditional name: cyanamide
• Synonyms: Amidocyanogen; carbamonitriln; carbimidn; carbodiimidn; cyanoaminn; cyanoazann; N-cyanoaminn; cyanogenamidn; cyanogen amidn; cyanogen nitridn; diiminomethann; hydrogen cyanamidn; methane diimide; Cyanamide; Hydrogen cyanamide; Cyanamide; CYANAMIDE, 50% AQUEOUS SOLUTION; Cyanamide solution; Carbimide; 氨基腈; 碳二亚胺; 氰胺; 氰胺 溶液; 氨基氰

Database IDs

• CAS Number: 420-04-2
• EC Number: 206-992-3
• MDL Number: MFCD00007572
• Beilstein Number: 1732569
• Merck Index: 142684
• PubChem SID: 24851270; 160965855; 24893106; 46506862
• PubChem CID: 9864
• CHEBI ID: 16698
• CHEMBL: 56279
• Chemspider ID: 9480
• DrugBank ID: DB02679
• KEGG ID: D00123
• Unique Ingredient Identifier: 21CP7826LC
• Wikipedia Title: Cyanamide

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.868943
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.64494234
• LogD (pH = 7.4): -0.64494234
• Log P: -0.64494234
• Molar Refractivity: 10.8777 cm^3
• Polarizability: 3.6036916 Å^3
• Polar Surface Area: 49.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.86
• LOG S: -0.19
• Solubility (Water): 2.74e+01 g/l

PROPERTIES

Physical Property

• Solubility: 85 g/100 ml (25 °C) in water; ethanol: soluble100 mg/mL, clear to hazy; soluble in organic solvents
• Apperance: Crystalline solid
• Melting Point: 43-47°C; 44 °C; 44-46°C; 45°C; 45-46 °C(lit.)
• Boiling Point: 132-138°C; 132-138°C/12mm; 260 °C (decomp.); 83 °C at 6.7 Pa; 140 °C at 2.5 kPa; 83 °C/0.5 mmHg(lit.)
• Flash Point: 141 °C; 141°C; 141°C(285°F); 285.8 °F
• Density: 1.082 g/mL at 25 °C; 1.28 g/cm^3; 1.28 g/ml; 1.282
• Refractive Index: n20/D 1.405

Safety Information

• Storage Warning: Light Sensitive & Hygroscopic; Toxic/Harmful/Irritant/Light Sensitive/Hygroscopic/Store under Argon/Keep Cold
• RTECS: GS5950000
• European Hazard Symbols: Toxic (T)
• UN Number: 2810; 2811; UN2923
• German water hazard class: 2
• Hazard Class: 6.1; 8
• Packing Group: 2; 3; III
• Risk Statements: 21-25-36/38-43; R:21-25-36/38-43; R21, R25, R36/38, R43
• Safety Statements: 26-36/37-45; 3-22-36/37-45; S:3-22-45-36/37; S1/2, S3, S22, S36/37, S45
• TSCA Listed: 是
• EU Index: 615-013-00-2
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• NFPA704:
  

  1

  4

  3
• GHS Hazard statements: H301-H311-H315-H317-H319; H301-H312-H315-H317-H319; H301-H312-H319-H317-H314
• GHS Precautionary statements: P261-P280H-P235-P305+P351+P338-P309-P310; P280-P301 + P310-P305 + P351 + P338; P280-P301 + P310-P305 + P351 + P338-P312
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2810 6.1/PG 2; UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 98+%, stab.; 99%
• Concentration: 50 wt. % in H2O
• Contains: stabilizer
• Linear Formula: NCNH2

DETAILS

MP Biomedicals - 05202128

MP Biomedicals Rare Chemical collection

DrugBank - DB02679

• Drug Groups: experimental
• Description: A cyanide compound which has been used as a fertilizer, defoliant and in many manufacturing processes. It often occurs as the calcium salt, sometimes also referred to as cyanamide. The citrated calcium salt is used in the treatment of alcoholism. [PubChem]

Sigma Aldrich - 187364

Packaging
5, 25, 100, 250 g in glass bottle

Sigma Aldrich - C87908

Packaging
1 kg in glass bottle
100, 250 g in glass bottle

REFERENCES

• One-carbon fragment which can behave as a nucleophile or an electrophile. Alkylating agents give N,N-dialkyl cyanamides which readily undergo hydrolysis to dialkylamines: Synthesis, 882 (1978).
• Useful building block for heterocyclic synthesis. Reaction with o-phenylenediamines gives 2-aminobenzimidazoles: Angew. Chem. Int. Ed., 12, 841 (1973). With 4-(1-Cyclohexen-1-yl)morpholine, B22004, and elemental sulfur, a 2-aminothiazole is formed in good yield: J. Prakt. Chem., 312, 776 (1970):
  
• In the presence of NBS, undergoes addition to alkenes. The products are converted to N-cyanoaziridines by base: Tetrahedron Lett., 1125 (1970), or in the presence of acid, cyclization gives an imidazoline, which can be converted to the vic-diamine: J. Am. Chem. Soc., 105, 4106 (1983); Tetrahedron Lett., 25, 399 (1984):