DBNPA

DBNPA or 2,2-dibromo-3-nitrilopropionamide is a quick-kill biocide that easily hydrolyzes under both acidic and alkaline conditions. It is preferred for its instability in water as it quickly kills and then quickly degrades to form a number of products, depending on the conditions, including ammonia, bromide ions, dibromoacetonitrile, and dibromoacetic acid.[2] DBNPA acts similar to the typical halogen biocides.

DBNPA
Skeletal formula of DBNPA
Ball and stick model of DBNPA
Ball and stick model of DBNPA
Spacefill model of DBNPA
Spacefill model of DBNPA
Names
Preferred IUPAC name
2,2-Dibromo-2-cyanoacetamide[1]
Other names
  • Dibromocyano acetic acid amide
  • 2,2-Dibromo-3-nitrilopropionamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.030.477
EC Number
  • 233-539-7
MeSH 2,2-dibromo-3-nitrilopropionamide
RTECS number
  • AB5956000
UNII
UN number 1759
  • InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8) checkY
    Key: UUIVKBHZENILKB-UHFFFAOYSA-N checkY
  • NC(=O)C(Br)(Br)C#N
Properties
C3H2Br2N2O
Molar mass 241.870 g·mol−1
Appearance White, translucent crystals
Melting point 122 to 125 °C (252 to 257 °F; 395 to 398 K)
Hazards
GHS labelling:
GHS05: Corrosive GHS07: Exclamation mark GHS09: Environmental hazard
Danger
H314, H317, H400
P273, P280, P305+P351+P338, P310
Lethal dose or concentration (LD, LC):
10 mg kg−1 (intravenous, mouse)
Related compounds
Related compounds
 Cyanoacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

DBNPA is used in a wide variety of applications. Some examples are in papermaking as a preservative in paper coating and slurries. It is also used as slime control on papermachines, and as a biocide in hydraulic fracturing wells and in cooling water.[2]

References
  1. "2,2-dibromo-3-nitrilopropionamide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 9 June 2012.
  2. "Reregistration Eligibility Decision (RED) 2,2-dibromo-3-nitrilopropionamide (DBNPA)" (PDF). "EPA 738-R-94-026". US EPA. September 1994. p. 179. Archived from the original (PDF) on 2014-10-16. Retrieved 2012-06-14.
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