106224

3-Bromthiophen

97%

• Synonym(e): 3-Thienylbromid
• Empirische Formel (Hill-System): C₄H₃BrS
• CAS-Nummer: 872-31-1
• Molekulargewicht: 163.04
• Beilstein: 105338
• EG-Nummer: 212-821-3
• MDL-Nummer: MFCD00005464
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24846726
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Brechungsindex: n20/D 1.591 (lit.)
• bp: 150 °C (lit.)
• Dichte: 1.74 g/mL at 25 °C (lit.)
• SMILES String: Brc1ccsc1
• InChI: 1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
• InChIKey: XCMISAPCWHTVNG-UHFFFAOYSA-N

Beschreibung

Anwendung

3-Bromothiophene can be used as a reactant to synthesize:

• 3,3-Bithiophene via borylation followed by Suzuki coupling.
• 3-Alkylthiophenes by NiDPPP⁺⁺ catalyzed cross-coupling with Grignard reagents.
• 3-Lithiothiophene by treating with n-butyllithium in hexane.
• Derivatives of thienylenic α, ω−diformyl−α−oligothiophenes.
• N-(2-(3-bromothiophen-2-yl)phenyl)methanesulfonamides by coupling at the 2-position with N-arylmethanesulfonamides, mediated by iodobenzene diacetate (178721).

Sicherheitshinweise

• Piktogramme: GHS02,GHS06,GHS09
• Signalwort: Danger
• H-Sätze: H226,H301,H310 + H330,H317,H319,H335,H411
• P-Sätze: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Sens. 1 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 125.6 °F - closed cup
• Flammpunkt (°C): 52 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter