230995

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

96%

• Synonyme(s) : 3-Bromopropionaldehyde ethylene acetal
• Formule empirique (notation de Hill): C₅H₉BrO₂
• Numéro CAS: 18742-02-4
• Poids moléculaire : 181.03
• Numéro Beilstein : 103516
• Numéro CE : 242-551-1
• Numéro MDL: MFCD00003216
• Code UNSPSC : 12352100
• ID de substance PubChem : 24853846
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pureté: 96%
• Forme: liquid
• Contient: sodium bicarbonate as stabilizer
• Indice de réfraction: n20/D 1.479 (lit.)
• Point d'ébullition: 68-70 °C/8 mmHg (lit.)
• Densité: 1.542 g/mL at 25 °C (lit.)
• Groupe fonctionnel: bromo; ether
• Température de stockage: 2-8°C
• Chaîne SMILES: BrCCC1OCCO1
• InChI: 1S/C5H9BrO2/c6-2-1-5-7-3-4-8-5/h5H,1-4H2
• Clé InChI: GGZQLTVZPOGLCC-UHFFFAOYSA-N

Description

Description générale

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

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 149.0 °F - closed cup
• Point d'éclair (°C): 65 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter