2-Bromoethanol

Base Information

• Chemical Name: 2-Bromoethanol
• CAS No.: 540-51-2
• Deprecated CAS: 1867-11-4
• Molecular Formula: C2H5BrO
• Molecular Weight: 124.965
• Hs Code.: 29055900
• European Community (EC) Number: 208-748-1
• NSC Number: 2869
• UN Number: 1993
• UNII: Z33995S34R
• DSSTox Substance ID: DTXSID8020200
• Nikkaji Number: J1.597K
• Wikidata: Q26841231
• ChEMBL ID: CHEMBL468583
• Mol file: 540-51-2.mol

Synonyms:2-bromoethanol;ethylene bromohydrin;ethylene bromohydrin, 1-(13)C-labeled cpd;ethylene bromohydrin, 14C-labeled cpd;ethylene bromohydrin, 2-(14)C-labeled cpd

Chemical Property of 2-Bromoethanol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2.4 mm Hg ( 20 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 136.21 °C at 760 mmHg
• PKA: 13.82±0.10(Predicted)
• Flash Point: 57.134 °C
• PSA: 20.23000
• Density: 1.729 g/cm³
• LogP: 0.37360
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: 1-5 g/100 mL at 19°C
• Water Solubility.: 1-5 g/100 mL at 19 ºC
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 123.95238
• Heavy Atom Count: 4
• Complexity: 10
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Bromoethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,T+
• Hazard Codes: T,T+,Xn,F
• Statements: 23/24/25-34-40-36/37/38-26/27/28-10-67-65-48/20-38-11-63
• Safety Statements: 26-36/37/39-45-28A-16-62-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Alcohols
• Canonical SMILES: C(CBr)O
• Recent ClinicalTrials: Beetroot Juice Resistance Training Older Adults
• Uses: 2-Bromoethanol is used in selective reduction of nitroarenes (PcFe(II)/NaBH4/2-bromoethanol catalyst system). Ethylene bromohydrin is not used much forany commercial purpose. The risk of expo sure to this compound arises when ethyleneoxide reacts with hydrobromic acid. 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.

Technology Process of 2-Bromoethanol

There total 49 articles about 2-Bromoethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.11%

ethene (74-85-1) → 2-bromoethanol (540-51-2)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; at 45 ℃; for 0.666667h; Temperature; Reagent/catalyst;

Reference yield: 96.0%

2-(tert-butyldimethylsilyloxy)ethyl bromide (86864-60-0) → 2-bromoethanol (540-51-2)

Guidance literature:

With potassium hydrogensulfate; In methanol; at 20 ℃; for 1.5h;

DOI:10.1246/cl.2004.1146

Reference yield: 61.0%

1-bromo-2-propanol (19686-73-8) → 2-bromoethanol (540-51-2)

Guidance literature:

upstream raw materials:

oxirane

diethyl ether

3-buten-1-ynylmagnesium bromide

Iodoethanol

Downstream raw materials:

1-pyrrolidineethanol

2-(morpholin-4-yl)ethanol

2-(octahydroazocin-1-yl)ethanol

2-(2-bromoethoxy)tetrahydropyran

Refernces

• 1、 McDowall. "-". . p. 499. Retrieved 1926.
• 2、 Lin, Quan,Ma, Guobin,Gong, Hegui. "Ni-Catalyzed Formal Cross-Electrophile Coupling of Alcohols with Aryl Halides". . p. 14102 - 14109. Retrieved 2021/11/20.
• 3、 -. "Synthetic method of furazolidone metabolite AOZ". Paragraph 0022-0024. . Retrieved 2020/07/13.