540-51-2 Usage
Toxicity
2-Bromoethanol can damage human body. The invasive ways of 2-bromoethanol include inhalation, ingestion and percutaneous absorption. 2-Bromoethanol has strong irritation to mucosa, upper respiratory tract, eyes and skin. Inhalation of 2-bromoethanol can cause death due to spasm, inflammation and edema of larynx and bronchus, chemical pneumonia and pulmonary edema. The manifestations of 2-bromoethanol poisoning include burning sensation, cough, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.
Chemical Properties
Different sources of media describe the Chemical Properties of 540-51-2 differently. You can refer to the following data:
1. 2-Bromoethanol is a colorless or light yellow hygroscopic liquid with relatively stable and toxic chemical properties. It plays a role in industrial and chemical experiments. It shall be stored in a ventilated, low-temperature and dry warehouse and separated from oxidants, acids and food additives. It is miscible with water and forms an azeotrope with water. The boiling point is 99.1 ℃ (101.35kpa). The aqueous solution has a sweet burning taste. It can be miscible with most organic solvents such as ethanol and ether, but insoluble in petroleum ether. The hydrolysis of aqueous solution can be accelerated when it meets acid, alkali and heating.
2. colourless liquid
Uses
Different sources of media describe the Uses of 540-51-2 differently. You can refer to the following data:
1. 2-Bromoethanol is used in selective reduction of nitroarenes (PcFe(II)/NaBH4/2-bromoethanol catalyst system).
2. Ethylene bromohydrin is not used much forany commercial purpose. The risk of expo sure to this compound arises when ethyleneoxide reacts with hydrobromic acid.
3. 2-Bromoethanol is utilized in selective reduction of nitroarenes. It is used as a solvent and organic synthetic raw material. It finds application in the synthesis of 2-piperidin-1-yl-ethanol by reacting with piperidine. It is used in selective reduction of nitroarenes.
General Description
Colorless to dark brown liquid. Sweet burning taste.
Air & Water Reactions
Hygroscopic. Water soluble.
Reactivity Profile
2-Bromoethanol forms an azeotrope with water; hydrolysis of aqueous solutions is accelerated by heat, alkalis and acids.
Hazard
Irritant to eyes and mucous membranes.
Health Hazard
The vapors of ethylene bromohydrin are anirritant to the eyes and mucous membranes.It is corrosive to the skin. Ingestion of thiscompound can produce moderate to severetoxic effects. The target organs are the CNS,gastrointestinal tract, and liver. The lethaldose in mice by the intraperitoneal route was80 mg/kg.Ethylene bromohydrin manifested car cinogenicity in test animals. It caused tumorsin lungs and the gastrointestinal tract in micefrom intraperitoneal (150 mg/kg/8 weeks)and oral (43 mg/kg/80 weeks) dosages,respectively. It is a mutagen, positive to thehistidine reversion–Ames test.
Fire Hazard
2-Bromoethanol is combustible.
Safety Profile
Poison by
intraperitoneal route. Questionable
carcinogen with experimental neoplastigenic
and tumorigenic data. Mutation data
reported. When heated to decomposition it
emits toxic fumes of Br-. See also
Waste Disposal
Ethylene bromohydrin is mixed with a combustible solvent and burned in a chemicalincinerator.
Check Digit Verification of cas no
The CAS Registry Mumber 540-51-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 0 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 540-51:
(5*5)+(4*4)+(3*0)+(2*5)+(1*1)=52
52 % 10 = 2
So 540-51-2 is a valid CAS Registry Number.
InChI:InChI=1/C2H5BrO/c1-2(3)4/h2,4H,1H3
540-51-2Relevant articles and documents
A practical synthesis of 3-butyn-1-ol
Yu, Xiao-Chun,Gu, Haining,Xu, Wei-Ming
, p. 467 - 469 (2006)
-
Molecular Gating of an Engineered Enzyme Captured in Real Time
Kokkonen, Piia,Sykora, Jan,Prokop, Zbynek,Ghose, Avisek,Bednar, David,Amaro, Mariana,Beerens, Koen,Bidmanova, Sarka,Slanska, Michaela,Brezovsky, Jan,Damborsky, Jiri,Hof, Martin
, p. 17999 - 18008 (2018)
Enzyme engineering tends to focus on the design of active sites for the chemical steps, while the physical steps of the catalytic cycle are often overlooked. Tight binding of a substrate in an active site is beneficial for the chemical steps, whereas good accessibility benefits substrate binding and product release. Many enzymes control the accessibility of their active sites by molecular gates. Here we analyzed the dynamics of a molecular gate artificially introduced into an access tunnel of the most efficient haloalkane dehalogenase using pre-steady-state kinetics, single-molecule fluorescence spectroscopy, and molecular dynamics. Photoinduced electron-transfer-fluorescence correlation spectroscopy (PET-FCS) has enabled real-time observation of molecular gating at the single-molecule level with rate constants (kon = 1822 s-1, koff = 60 s-1) corresponding well with those from the pre-steady-state kinetics (k-1 = 1100 s-1, k1 = 20 s-1). The PET-FCS technique is used here to study the conformational dynamics in a soluble enzyme, thus demonstrating an additional application for this method. Engineering dynamical molecular gates represents a widely applicable strategy for designing efficient biocatalysts.
Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles
Carlson, Emily,Ho, Angel,Koh, Samuel,Macleod, Matthew P.,Pounder, Austin,Tam, William
, (2021/12/02)
The present work demonstrates the ability of carboxylic acid tethered cyclopropanated oxabenzonorbornadienes (CPOBDs) to undergo ring-opening reactions in mild acidic conditions. The optimized reaction conditions involve the use of pTsOH in DCE at 90 °C. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C5 and aryl positions of CPOBD significantly hinders the ring-opening reactions leading to decreased yields of ring-opened products, although high regioselectivity for the Type 3 ring-opened products is still maintained. Herein, the first examples of acid-catalyzed intramolecular ring-opening reactions of CPOBD with carboxylic acid nucleophiles are reported.
Synthetic method of furazolidone metabolite AOZ
-
Paragraph 0028-0030, (2020/07/13)
The invention discloses a preparation method of 3-amino-2-oxazolidinone (AOZ). The method comprises the following steps: 1) carrying out a reaction on ethylene glycol and PBr3 to obtain 2-bromoethanol; 2) in the presence of an alkali, carrying out a reaction on NH2NH2Boc and 2-bromoethanol to obtain Boc protected 2-hydrazinoethanol; 3) in the presence of an alkali, carrying out a reaction on Boc protected 2-hydrazinoethanol and diethyl carbonate to obtain Boc protected 3-amino-2-oxazolidinone; and 4) performing deprotection on the Boc group in the Boc protected 3-amino-2-oxazolidinone to obtain 3-amino-2-oxazolidinone. According to the method, the yield of AOZ in the synthesis process is obviously increased, and separation and purification are facilitated.
