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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

Quality Level

100

Assay

96%

mp

122-125 °C (lit.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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%.
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)
Molecular Structure and Internal Rotation Barrier of Dibromocyanoacetamide.
Wang YF, et al.
Chemical Research in Chinese Universities, 3, 034-034 (1992)
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+)
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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