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540978

Sigma-Aldrich

2,2-Dibromo-2-cyanoacetamide

96%

Synonym(s):

Dibromocyano acetic acid amide

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About This Item

Linear Formula:
Br2C(CN)CONH2
CAS Number:
10222-01-2
Molecular Weight:
241.87
EC Number:
233-539-7
MDL number:
MFCD00129791
UNSPSC Code:
12352100
PubChem Substance ID:
24878505
NACRES:
NA.22

Assay

96%

mp

122-125 °C (lit.)

functional group

amide
bromo
nitrile

SMILES string

NC(=O)C(Br)(Br)C#N

InChI

1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)

InChI key

UUIVKBHZENILKB-UHFFFAOYSA-N

Related Categories

General description

2,2-Dibromo-2-cyanoacetamide, also known as 2,2-dibromo-3-nitrilopropionamide (DBNPA), can be synthesized by reacting sodium bromide and cyanoacetamide. Its crystals are monoclinic and belong to the space group P21/n.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 Inhalation

Target Organs

Respiratory Tract

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
24511MIV
04312BJ
24511MI

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Maria Fernanda Campa et al.
Applied and environmental microbiology, 85(21) (2019-08-25)
Production of unconventional oil and gas continues to rise, but the effects of high-density hydraulic fracturing (HF) activity near aquatic ecosystems are not fully understood. A commonly used biocide in HF, 2,2-dibromo-3-nitrilopropionamide (DBNPA), was studied in microcosms of HF-impacted (HF+)
A Senoh et al.
Clinical and experimental dermatology, 34(8), e732-e736 (2009-08-12)
Erythema multiforme (EM)-like contact reactions are induced by exposure to various chemicals. We report two industrial workers from a paper mill who presented with generalized EM-like lesions 17 and 10 days, respectively, after accidental exposure to liquid-formulated 2,2-dibromo-3-nitrilopropionamide (DBNPA) 20%.
Molecular Structure and Internal Rotation Barrier of Dibromocyanoacetamide.
Wang YF, et al.
Chemical Research in Chinese Universities, 3, 034-034 (1992)
Synthesis of 2, 2-dibromo-2-cyanoacetamide by in situ oxidation bromination.
LI WX and LI FG.
Fine and Specialty Chemicals / Jing Xi Yu Zhuan Yong Hua Xue Pin, 11, 018-018 (2012)
Anna Rigol et al.
Environmental toxicology and chemistry, 23(2), 339-347 (2004-02-26)
The risk associated with wood extractives, biocides, and other additives in pulp and paper mill effluents was evaluated by performing a characterization of process waters and effluents in terms of toxicity and chemical analysis. The individual toxicity of 10 resin
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