2,2-dibromoacetamide

• CAS: 598-70-9
• Catalog Number: ACM598709
• Category: Main Products
• Molecular Weight: 216.86
• Molecular Formula: C2H3Br2NO
• Synonyms: Acetamide, 2,2-Dibromo-
• Appearance: Liquid

Case Study

2,2-Dibromoacetamide as Environmental Toxicant for Reproductive Toxicity Assessment in Mammalian Oocytes

Zhang, Yi-ran, et al. Ecotoxicology and Environmental Safety 322 (2026): 120514.

2,2-Dibromoacetamide, a nitrogenous haloacetamide disinfection byproduct formed during drinking water chlorination, functions as an environmental toxicant that impairs mouse oocyte maturation through autophagy dysregulation, serving as a model compound for reproductive toxicity assessment.
Experimental Protocol: Germinal vesicle-stage oocytes from superovulated mice are cultured in M16 medium at 37 degrees Celsius under 5% CO2 for 14-16 hours with 10, 25, 50 or 100 μM of the compound; first polar body extrusion, spindle morphology, organelle distribution, reactive oxygen species and transcriptomic profiles are evaluated, and surviving MII oocytes are subjected to in vitro fertilization with 2-cell embryo formation recorded at 1.5 days post-fertilization.
Performance Evaluation: First polar body extrusion falls below 40% at 25 μM and meiotic progression is almost completely blocked above 50 μM, with more than half of treated oocytes failing to reach the MII stage; the compound also reduces 2-cell embryo formation and elevates γ-H2AX DNA damage signals. Autophagy-related pathways are significantly suppressed (for example reduced LC3 and lysosomal signals) without increased oxidative stress, while 50 μM spermidine supplementation partially restores polar body extrusion and organelle function, confirming autophagy disruption as the primary toxic mechanism.

2,2-Dibromoacetamide as Target Disinfection Byproduct for Drinking Water Treatment Monitoring

Kosaka, Koji, et al. Chemosphere 198 (2018): 68-74.

2,2-Dibromoacetamide acts as a target nitrogenous disinfection byproduct whose formation potential and persistence are monitored across water purification trains, guiding the optimization of ozone and biological activated carbon treatment for safe drinking water.
Experimental Protocol: Raw, process and finished waters from two purification plants employing rapid sand filtration, ozonation (with or without hydrogen peroxide) and biological activated carbon are sampled; haloacetamide formation potential tests are run for 24 hours at 20 degrees Celsius and pH 7 (5 mM phosphate buffer) with residual free chlorine of 1.0 ± 0.2 mg Cl₂/L, and the six haloacetamides are quantified by liquid-liquid extraction followed by gas chromatography-mass spectrometry; dissolved organic matter is fractionated into hydrophobic, hydrophilic acid and hydrophilic neutral-base fractions.
Performance Evaluation: Total haloacetamide formation potentials are reduced by 50-75% across the treatment trains, with coagulation, flocculation and sand filtration most effective (36-38% removal), yet concentrations of 2,2-dibromoacetamide formation potentials remain unchanged or increase, reaching 0.5 μg/L in finished water. Bromine incorporation factors of dihaloacetamides rise during all processes except ozonation. The preferential persistence of the brominated species, which carry higher predicted genotoxicity, highlights the need for targeted control of brominated disinfection byproducts.

Custom Q&A

What is the molecular formula of 2,2-dibromoacetamide?

The molecular formula of 2,2-dibromoacetamide is C2H3Br2NO.

What is the synonym for 2,2-dibromoacetamide?

The synonym for 2,2-dibromoacetamide is dibromoacetamide.

What is the molecular weight of 2,2-dibromoacetamide?

The molecular weight of 2,2-dibromoacetamide is 216.86 g/mol.

When was 2,2-dibromoacetamide created?

2,2-dibromoacetamide was created on March 26, 2005.

What is the IUPAC name of 2,2-dibromoacetamide?

The IUPAC name of 2,2-dibromoacetamide is 2,2-dibromoacetamide.

What is the InChI key of 2,2-dibromoacetamide?

The InChI key of 2,2-dibromoacetamide is YUIKPESWSMJSMP-UHFFFAOYSA-N.

What is the CAS number of 2,2-dibromoacetamide?

The CAS number of 2,2-dibromoacetamide is 598-70-9.

What is the UNII of 2,2-dibromoacetamide?

The UNII of 2,2-dibromoacetamide is 2196J847P9.

What is the ChEMBL ID of 2,2-dibromoacetamide?

The ChEMBL ID of 2,2-dibromoacetamide is CHEMBL156196.

What is the topological polar surface area of 2,2-dibromoacetamide?

The topological polar surface area of 2,2-dibromoacetamide is 43.1Ų.