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
Canonical 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

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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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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