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
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.030.477 Edit this at Wikidata
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).

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 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. ^ a b "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.