230995

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

96%

• Sinonimo/i: 3-Bromopropionaldehyde ethylene acetal
• Formula empirica (notazione di Hill): C₅H₉BrO₂
• Numero CAS: 18742-02-4
• Peso molecolare: 181.03
• Beilstein: 103516
• Numero CE: 242-551-1
• Numero MDL: MFCD00003216
• Codice UNSPSC: 12352100
• ID PubChem: 24853846
• NACRES: NA.22

Proprietà

• Livello qualitativo: 200
• Saggio: 96%
• Forma fisica: liquid
• contiene: sodium bicarbonate as stabilizer
• Indice di rifrazione: n20/D 1.479 (lit.)
• P. eboll.: 68-70 °C/8 mmHg (lit.)
• Densità: 1.542 g/mL at 25 °C (lit.)
• Gruppo funzionale: bromo; ether
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: BrCCC1OCCO1
• InChI: 1S/C5H9BrO2/c6-2-1-5-7-3-4-8-5/h5H,1-4H2; GGZQLTVZPOGLCC-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H315,H319,H335
• Consigli di prudenza: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): 149.0 °F - closed cup
• Punto d’infiammabilità (°C): 65 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter