2-Bromothiophene

• Catalog No.: A11959
• CAS Number: 1003-09-4
• M. F.: C4H3BrS
• M. W.: 163.03562
• Purity: 98+%

SYNONYMS

• Title: 2-溴噻吩
• IUPAC name: 2-bromothiophene
• IUPAC Traditional name: 2-bromothiophene
• Synonyms: 2-Thienyl bromide

DATABASE IDS

• CAS Number: 1003-09-4
• Beilstein Number: 104663
• MDL Number: MFCD00005417
• EC Number: 213-699-4

PROPERTIES

• Purity: 98+%
• Boiling Point: 149-152°C
• Density: 1.701
• Flash Point: 58°C(136°F)
• Melting Point: <-10°C
• Refractive Index: 1.5860
• GHS Hazard statements: H300-H310-H330-H315-H319-H226
• European Hazard Symbols: Toxic (T)
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A
• Risk Statements: 23/24/25-36/38
• Safety Statements: 9-26-27-36/37/39-45-60
• Storage Warning: Light Sensitive
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2929
• Packing Group: II

REFERENCES

• The bromo-substituent can be readily displaced by methoxide in methanol in the presence of a Cu(I) catalyst: Synth. Commun., 20, 213 (1990). For coupling reaction with Thiophene-2-thiol, B22642, in the presence of Cu₂O, to give 2,2'-dithienyl sulfide, see: Org. Synth. Coll., 6, 558 (1988).
• Allylic alcohols are thienylated by means of a Heck-type, Pd-catalyzed coupling reaction; the products are ketones formed by rearrangement: Chem. Lett., 423 (1977). Coupling with iodoarenes can be induced at the 5-position by the use of a palladium(II) catalyst in the presence of silver nitrate and potassium fluoride, providing access to 5-aryl-2-bromothiophene derivatives, which may be further elaborated by reaction with the available 2-bromo-substituent: Org. Lett., 7, 5083 (2005).