Chemistry:DBNPA

DBNPA

Names
Preferred IUPAC name 2,2-Dibromo-2-cyanoacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tracking categories (test):

• SizeSet

|Section1=! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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CAS Number

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• 10222-01-2 ^Y

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3D model (JSmol)

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• Interactive image

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| ChemSpider

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• 23422 ^Y

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| EC Number

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• 233-539-7

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| MeSH | 2,2-dibromo-3-nitrilopropionamide |-

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PubChem CID

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• 25059

|- | RTECS number

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• AB5956000

|- | UNII

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• 7N51QGL6MJ ^Y

|- | UN number | 1759 |-

| colspan="2" |

InChI

• InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8) ^Y

  Key: UUIVKBHZENILKB-UHFFFAOYSA-N ^Y

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| colspan="2" |

SMILES

• NC(=O)C(Br)(Br)C#N

|- |Section2=! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

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Chemical formula

| 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)

|- |Section3=! colspan=2 style="background: #f8eaba; text-align: center;" |Hazards

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| GHS pictograms | |- | GHS Signal word |DANGER

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GHS hazard statements

| H314, H317, H400 |-

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GHS precautionary statements

| P273, P280, P305+351+338, P310 |-

| colspan=2 style="text-align:left; background-color:#f1f1f1;" | Lethal dose or concentration (LD, LC): |-

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LD₅₀ (median dose)

| 10 mg kg⁻¹ (intravenous, mouse)

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|- |Section4=! colspan=2 style="background: #f8eaba; text-align: center;" |Related compounds

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Related compounds

| Cyanoacetamide |- }}

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. 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.