ChemicalBook > CAS DataBase List > 2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product Name
2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.
942070-22-6
Chemical Name
2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Synonyms
2,5-Dibromothiophene-3-boronic acid pinacol ester;(2,5-DIBROMOTHIOPHEN-3-YL)BORONIC ACID PINACOL ESTER;2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-(2,5-dibromo-3-thienyl)-4,4,5,5-tetramethyl-;2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CBNumber
CB32546525
Molecular Formula
C10H13BBr2O2S
Formula Weight
367.89
MOL File
942070-22-6.mol
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2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Property

Melting point:
72-73 °C
Boiling point:
371℃
Density 
1.66
Flash point:
178℃
storage temp. 
2-8°C(protect from light)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
D426060
Product name
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Packaging
25mg
Price
$70
Updated
2021/12/16
TRC
Product number
D426060
Product name
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Packaging
50mg
Price
$110
Updated
2021/12/16
AK Scientific
Product number
6071AC
Product name
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Packaging
250mg
Price
$93
Updated
2021/12/16
Matrix Scientific
Product number
096798
Product name
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity
95+%
Packaging
250mg
Price
$265
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0006369
Product name
2-(2,5-DIBROMOTHIOPHEN-3-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
Purity
95.00%
Packaging
250MG
Price
$278.25
Updated
2021/12/16
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2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical Properties,Usage,Production

Synthesis

214360-70-0

942070-22-6

General procedure for the synthesis of 2,5-dibromothiophene-3-boronic acid pinacol ester from thiophene-3-boronic acid pinacol ester: General method: to a solution of thiophene-3-boronic acid pinacol ester (50 mg, 0.21 mmol) in DMF (1 mL) was added N-bromosuccinimide (82 mg, 0.46 mmol). The reaction mixture was stirred at room temperature for 14 hours before the reaction was quenched with 10% Na2S2O3 aqueous solution (10 mL) and extracted with ether (10 mL x 3). The combined organic phases were washed sequentially with deionized water (10 mL x 2) and saturated saline (10 mL x 1) and dried over anhydrous magnesium sulfate. After the solvent was removed by concentration under reduced pressure, the residue was purified by silica gel column chromatography using hexane as eluent to afford 2,5-dibromothiophene-3-boronic acid pinacol ester (57.3 mg, 87% yield) as a colorless oil.

References

[1] Organic Letters, 2010, vol. 12, # 23, p. 5474 - 5477
[2] Tetrahedron Letters, 2014, vol. 55, # 30, p. 4245 - 4247

2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Suppliers

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942070-22-6, 2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneRelated Search:


  • 2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2,5-Dibromothiophene-3-boronic acid pinacol ester
  • 2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • (2,5-DIBROMOTHIOPHEN-3-YL)BORONIC ACID PINACOL ESTER
  • 1,3,2-Dioxaborolane, 2-(2,5-dibromo-3-thienyl)-4,4,5,5-tetramethyl-
  • 942070-22-6
  • C10H13BBr2O2S