DBNPA

DBNPA

Names
IUPAC name 2,2-Dibromo-2-cyanoacetamide[1]
Other names Dibromocyano acetic acid amide 2,2-Dibromo-3-nitrilopropionamide
Identifiers
CAS Number	10222-01-2
ChemSpider	23422
EC Number	233-539-7
Jmol interactive 3D	Image Image
MeSH	2,2-dibromo-3-nitrilopropionamide
PubChem	25059
RTECS number	AB5956000
UN number	1759
InChI InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8) Key: UUIVKBHZENILKB-UHFFFAOYSA-N
SMILES BrC(Br)(C#N)c(:[nH2]):[o] NC(=O)C(Br)(Br)C#N
Properties
Chemical formula	C3H2Br2N2O
Molar mass	241.87 g·mol^−1
Appearance	White, translucent crystals
Melting point	122 to 125 °C (252 to 257 °F; 395 to 398 K)
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H314, H317, H400
GHS precautionary statements	P273, P280, P305+351+338, P310
EU classification (DSD)	C
R-phrases	R34, R43
S-phrases	S26, S36/37/39, S45
Lethal dose or concentration (LD, LC):
LD50 (Median dose)	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 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, bromine 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. "Reregistration Eligibility Decision (RED) 2,2-dibromo-3-nitrilopropionamide (DBNPA)" (PDF). "EPA 738-R-94-026". US EPA. September 1994. p. 179. Retrieved 2012-06-14.