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2-Bromoethyl ether

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Category Small-molecule Homobifunctional PEG
Catalog NO. BPG-1798
Product Name 2-Bromoethyl ether
CAS 5414-19-7
Molecular Formula C4H8Br2O
Molecular Weight 231.91
2-Bromoethyl ether
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Product Information

Description 2-Bromoethyl ether (CAS# 5414-19-7) is used as a reagent in the synthesis of AZD 3147, a selective dual inhibitor of mTORC1 and mTORC2. Bis(2-bromoethyl) Ether is also used in the preparation of (2S)-2-Amino-3-(4-morpholin-4-ylphenyl)propanoic Acid (A618690); an impurity of Melphalan (M216900) which is an antineoplastic.
Synonyms 1-bromo-2-(2-bromoethoxy)ethane
IUPAC Name 1-bromo-2-(2-bromoethoxy)ethane
Canonical SMILES C(CBr)OCCBr
InChI InChI=1S/C4H8Br2O/c5-1-3-7-4-2-6/h1-4H2
InChIKey FOZVXADQAHVUSV-UHFFFAOYSA-N
Boiling Point 92-93 °C (12 mmHg)
Purity 98 %
Density 1.845 g/cm3
Appearance Colourless liquid
Storage Pure form, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Exact Mass 231.89214
LogP 1.79280
Pictogram(s) Corrosive, Irritant
Signal Danger
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501

2-Bromoethyl ether, also known as ethylene bromide oxide, is a chemical compound with a variety of applications in the biosciences and chemical industries. Here are some key applications of 2-Bromoethyl ether:

Intermediate in Organic Synthesis: 2-Bromoethyl ether serves as an important intermediate in the synthesis of various chemical compounds. It is used in the preparation of pharmaceuticals, agrochemicals, and other organic substances. This compound's reactivity makes it valuable for forming carbon-carbon bonds and introducing bromine atoms into complex molecules.

Cross-Linking in Polymer Chemistry: In polymer chemistry, 2-Bromoethyl ether is utilized as a cross-linking agent to form three-dimensional polymer networks. It reacts with functional groups on polymer chains to create strong covalent bonds, enhancing the mechanical and thermal properties of the resulting materials. This application is especially useful in the development of high-performance plastics and resins.

Research in Biological Systems: 2-Bromoethyl ether can be employed in biological research to modify biomolecules and study their interactions. For example, it can be used to introduce bromine atoms into proteins or nucleic acids, facilitating studies on structure-function relationships. This helps in understanding biological processes and developing new biotechnological applications.

Solvent in Laboratory Settings: 2-Bromoethyl ether can be used as a solvent in various laboratory experiments due to its ability to dissolve a wide range of organic compounds. It is particularly useful in reactions that require a non-polar or weakly polar solvent. This application supports a multitude of chemical processes and reactions in research and development laboratories.

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