230995

2-(2-Bromoethyl)-1,3-dioxolane

96%

• Synonim(y): 3-Bromopropionaldehyde ethylene acetal
• Wzór empiryczny (zapis Hilla): C₅H₉BrO₂
• Numer CAS: 18742-02-4
• Masa cząsteczkowa: 181.03
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24853846
• EC Number: 242-551-1
• Beilstein/REAXYS Number: 103516
• MDL number: MFCD00003216
• Assay: 96%
• Form: liquid

Właściwości

• Quality Segment: 200
• assay: 96%
• form: liquid
• contains: sodium bicarbonate as stabilizer
• refractive index: n20/D 1.479 (lit.)
• bp: 68-70 °C/8 mmHg (lit.)
• density: 1.542 g/mL at 25 °C (lit.)
• functional group: bromo, ether
• storage temp.: 2-8°C
• SMILES string: BrCCC1OCCO1
• InChI: 1S/C5H9BrO2/c6-2-1-5-7-3-4-8-5/h5H,1-4H2
• InChI key: GGZQLTVZPOGLCC-UHFFFAOYSA-N

Opis

General description

Copper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride affords the key organotrifluoroborate reagent.

2-(2-Bromoethyl)-1,3-dioxolane is a cyclic ether derivative with a dioxolane ring, used as a building block in organic synthesis and polymer industry.

Application

2-(2-Bromoethyl)-1,3-dioxolane was used:

• as starting reagent for the synthesis of (5Z,9Z)-5,9-hexadecadienoic acid, (5Z,9Z)-5,9-nonadecadienoic acid and (5Z,9Z)-5,9-eicosadienoic acid
• in synthesis of 1-deoxy-castanospermine and 1-deoxy-8a-epi-castanospermine
• in asymmetric total synthesis of both enantiomers of marine mollusk metabolite pulo′upone via Evans′ asymmetric Diels-Alder reaction
• as alkylating agent for amines, dithianes and carboximides
• with eynamides and sodium azide in a "one-pot" synthesis of triazoles

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06
• Słowo ostrzegawcze: Danger
• Kody zagrożeń: H301,H315,H319,H335
• Ostrzeżenia: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Narządy docelowe: Respiratory system
• Klasa składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Temperatura zapłonu (°F): 149.0 °F - closed cup
• Temperatura zapłonu (°C): 65 °C - closed cup
• PPE (środki ochrony indywidualnej): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter