Bromoacetonitrile
Product Information
Molecular Formula
C2H2BrN
Molecular Weight
119.95
Description
Bromoacetonitrile (CAS# 590-17-0) is a water disinfectant byproduct. 2-Bromoacetonitrile has been found to show mutagenic activity on Salmonella typhimurium strain TA100.
Synonyms
2-bromoacetonitrile
IUPAC Name
2-bromoacetonitrile
SMILES
C(C#N)Br
InChI
InChI=1S/C2H2BrN/c3-1-2-4/h1H2
InChI Key
REXUYBKPWIPONM-UHFFFAOYSA-N
Boiling Point
150 °C
Flash Point
greater than 200 °F
Purity
99 %
Density
1.722 g/cm3
Solubility
50 to 100 mg/mL at 70.7 °F
Appearance
Pale yellow to light amber liquid.
Refractive Index
1.48
LogP
0.90488
Vapor Pressure
24 mm Hg at 60-62 °C
Henry's Law Constant
3.52X10-5 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic vapors of /oxides of nitrogen and bromines
Safety Information
Hazards
H301 + H311 + H331 H315 H319
Precautionary Statement
P260, P261, P264, P270, P271, P280, P284, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
0.8
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
118.93706 g/mol
Monoisotopic Mass
118.93706 g/mol
Topological Polar Surface Area
23.8Ų
Heavy Atom Count
4
Formal Charge
0
Complexity
41.2
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113979963-A | Compound as thyroid hormone beta receptor agonist and application thereof | 2021-12-24 |
| CN-113979963-B | Compound as thyroid hormone beta receptor agonist and application thereof | 2021-12-24 |
| CN-114105907-A | Pyrrolidine ionic liquid and preparation method and application thereof | 2021-12-14 |
| CN-113999138-A | Method for rapidly synthesizing citral from methylheptenone | 2021-11-26 |
| CN-113929610-A | Method for catalyzing nitrogen heterocycle aerobic dehydrogenation based on ionic liquid porous carbon material | 2021-11-17 |
| CN-114082447-A | Preparation method and application of imidazole ionic liquid monatomic catalyst | 2021-11-17 |
| CN-113861193-A | Method for preparing indolopyridyl tetralone and derivatives thereof by photoinitiated free radical series reaction and products | 2021-11-04 |
| CN-113929719-A | Metal complex, organic electroluminescent element and consumer product thereof | 2021-11-03 |
| CN-113717545-A | Deep red fluorescent dye with high brightness and high light stability and synthesis method thereof | 2021-10-08 |
| CN-113582874-A | Synthesis method of bromoacetonitrile | 2021-09-10 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 35842135 | 2022-09-01 | NRF2-ARE signaling is responsive to haloacetonitrile-induced oxidative stress in human keratinocytes | Toxicology and applied pharmacology |
| 31755747 | 2019-11-01 | Global Transcriptional Analysis of Nontransformed Human Intestinal Epithelial Cells (FHs 74 Int) after Exposure to Selected Drinking Water Disinfection By-Products | Environmental health perspectives |
| 22383311 | 2012-05-01 | Synthesis, characterization, and energetic properties of salts of the 1-cyanomethyl-1,1-dimethylhydrazinium cation | Chemistry, an Asian journal |
| 22589770 | 2012-04-01 | Poly[μ(2)-aqua-bis-[μ(4)-2-(1H-1,2,3-benzotriazol-1-yl)acetato]-dipotassium] | Acta crystallographica. Section E, Structure reports online |
| 21522335 | 2011-02-05 | 2-Methyl-6-(trifluoro-meth-yl)imidazo[1,2-a]pyridine-3-carbonitrile | Acta crystallographica. Section E, Structure reports online |
| 21589331 | 2010-11-27 | 1-Cyano-methyl-1,4-diazo-niabicyclo-[2.2.2]octane tetra-bromidocadmate(II) | Acta crystallographica. Section E, Structure reports online |
| 21587743 | 2010-06-23 | 1-Cyano-meth-yl-1,4-diazo-niabicyclo-[2.2.2]octane tetra-bromidocuprate(II) | Acta crystallographica. Section E, Structure reports online |
| 21587777 | 2010-06-05 | 1-Cyano-methyl-4-aza-1-azonia-bicyclo-[2.2.2]octane bromide dihydrate | Acta crystallographica. Section E, Structure reports online |
| 21579492 | 2010-05-22 | 1-Cyano-methyl-4-aza-1-azoniabicyclo-[2.2.2]octane tetra-fluoro-borate monohydrate | Acta crystallographica. Section E, Structure reports online |
| 19863154 | 2009-11-05 | Selective synthesis of 1-functionalized-alkyl-1H-indazoles | Organic letters |
