2,2-dibromo-2-cyanoacetamide

• ChemBase ID: 126873
• Molecular Formular: C3H2Br2N2O
• Molecular Mass: 241.86878
• Monoisotopic Mass: 239.85338669
• SMILES: NC(=O)C(Br)(Br)C#N
• Canonical SMILES: N#CC(C(=O)N)(Br)Br
• InChI: InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)
• InChIKey: UUIVKBHZENILKB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dibromo-2-cyanoacetamide
• IUPAC Traditional name: 2,2-dibromo-2-cyanoacetamide
• Synonyms: Dibromocyano acetic acid amide; 2,2-Dibromo-3-nitrilopropionamide; DBNPA; 2,2-Dibromo-2-cyanoacetamide; 2,2-Dibromo-3-nitrilopropanamide; Amerstat 300; BE 3S; Biomate 723; Busan 94; DBNPA; DBNPA 7287; Dibromonitrilopropionamide; Dowicil QK 20; Mucosin NT; NSC 98283; X-CIDE 508; Dibromocyanoacetamide; 2,2-Dibromo-2-cyanoacetamide; 2,2-Dibromo-2-cyanoacetamide; 二溴氰基乙酰胺; 2,2-二溴-2-氰基乙酰胺

Database IDs

• CAS Number: 10222-01-2
• EC Number: 233-539-7
• MDL Number: MFCD00129791
• PubChem SID: 24878505; 162221200
• PubChem CID: 25059
• Chemspider ID: 23422
• MeSH Name: 2,2-dibromo-3-nitrilopropionamide
• Wikipedia Title: DBNPA

CALCULATED PROPERTIES

• Acid pKa: 4.435937
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.1519977
• LogD (pH = 7.4): -0.21067019
• Log P: 0.24330147
• Molar Refractivity: 35.3783 cm^3
• Polarizability: 13.68118 Å^3
• Polar Surface Area: 66.88 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid; White, translucent crystals
• Melting Point: 120-122°C; 122 - 125°C; 122-125 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: AB5956000
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34-43; R34, R43
• Safety Statements: 26-36/37/39-45; S26, S36/37/39, S45
• GHS Pictograms: GHS corrosion; GHS environment; GHS exclamation mark; GHS05; GHS07; GHS09
• GHS Signal Word: DANGER; Danger
• LD50: 10 mg kg^-1 (intravenous, mouse)
• GHS Hazard statements: 314, 317, 400; H314-H317-H400
• GHS Precautionary statements: 273, 280, 305+351+338, 310; P273-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 3

Product Information

• Purity: 95+%; 96%
• Linear Formula: Br2C(CN)CONH2

DETAILS

Sigma Aldrich - 540978

Packaging
5 g in glass bottle

Toronto Research Chemicals - D425310

A chemical additive to control bacterial contamination in ethanol fermentation.

REFERENCES

• Vaisanen, O., et al.: J. Ind. Microbio., 4, 419 (1989)
• Costerton, J., et al.: J. Bacteriol., 176, 2137 (1989)
• Pirttijarvi, T., et al.: J. Appl. Bacteriol., 81, 445 (1989)