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2-(2-Bromoethyl)-1,3-dioxolane, 95%, stab. with silver, Thermo Scientific Chemicals
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Catalog number A11441.09
also known as A11441-09
Price (USD)/ Each
52.40
-
Quantity:
10 g
Price (USD)/ Each
52.40
2-(2-Bromoethyl)-1,3-dioxolane, 95%, stab. with silver, Thermo Scientific Chemicals
Catalog numberA11441.09
Price (USD)/ Each
52.40
-
Chemical Identifiers
CAS18742-02-4
IUPAC Name2-(2-bromoethyl)-1,3-dioxolane
Molecular FormulaC5H9BrO2
InChI KeyGGZQLTVZPOGLCC-UHFFFAOYSA-N
SMILESBrCCC1OCCO1
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Specifications
Specification Sheet
Specification SheetAssay (GC)≥94.0%
Refractive Index1.4760-1.4820 @ 20?C
Appearance (Color)Clear colorless to yellow or pale brown
Identification (FTIR)Conforms
FormLiquid
2-(2-Bromoethyl)-1,3-dioxolane is used as a pharmaceutical intermediate, dioxolanes, acetals, ketals, building blocks, chemical synthesis, organic building blocks and oxygen compounds. 1,1-(Ethylenedioxy)-3-bromopropane is used in the synthesis of EGFR inhibitors. Also used in the synthesis of orally active agents of cancer and cell proliferation with quinoline substructures. It is also used as flavouring agent.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2-(2-Bromoethyl)-1,3-dioxolane is used as a pharmaceutical intermediate, dioxolanes, acetals, ketals, building blocks, chemical synthesis, organic building blocks and oxygen compounds. 1,1-(Ethylenedioxy)-3-bromopropane is used in the synthesis of EGFR inhibitors. Also used in the synthesis of orally active agents of cancer and cell proliferation with quinoline substructures. It is also used as flavouring agent.
Solubility
It is immiscible with water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8°C. Light sensitive. Store under inert gas.
2-(2-Bromoethyl)-1,3-dioxolane is used as a pharmaceutical intermediate, dioxolanes, acetals, ketals, building blocks, chemical synthesis, organic building blocks and oxygen compounds. 1,1-(Ethylenedioxy)-3-bromopropane is used in the synthesis of EGFR inhibitors. Also used in the synthesis of orally active agents of cancer and cell proliferation with quinoline substructures. It is also used as flavouring agent.
Solubility
It is immiscible with water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8°C. Light sensitive. Store under inert gas.
RUO – Research Use Only
General References:
- George Buechi.; Hans Wuest. Synthesis of (+-)-nuciferal. J. Org. Chem.196934, (4), 1122-1123.
- Ehud Keinan.; Zeev Roth. Regioselectivity in organo-transition-metal chemistry. A new indicator substrate for classification of nucleophiles. J. Org. Chem.198348, (10), 1769-1772.
- Masked ß-formylethyl synthon, compare preceding entry. The derived Grignard, which, unlike the dioxane analogue, is unstable above room temperature, shows similar attenuated reactivity in comparison with simple alkyl Grignard reagents, reacting with acid chlorides to give -ketoaldehydes without carbinol formation, and with enones to give, at low temperatures, predominantly the 1,4-addition product without the need for Cu catalysis:Tetrahedron Lett., 28, 3217 (1987).
- The Grignard undergoes coupling reactions (CuBr2 + LiCl catalysis) with allylic halides: Tetrahedron Lett., 4549 (1979); J. Org. Chem., 46, 1504 (1981), allylic acetates: J. Am. Chem. Soc., 104, 2269 (1982), and primary alkyl bromides: J. Org. Chem., 48, 1767 (1983).
- For a review of 3-carbon homologating reagents, including many examples of Grignard and organocuprate reactions of these molecules, see: Chem. Rev., 84, 409 (1984).