ChemicalBook > CAS DataBase List > 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole

Product Name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
CAS No.
1107627-02-0
Chemical Name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
Synonyms
1-Methylbenzimidazole-5-boronic Acid Pinacol Ester;1-Methyl-1H-benzimidazole-5-boronic acid pinacol ester;1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzimidazole;1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole;1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-benzo[d]iMidazole;1H-Benzimidazole, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]iMidazole
CBNumber
CB12604201
Molecular Formula
C14H19BN2O2
Formula Weight
258.12
MOL File
1107627-02-0.mol
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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Property

Boiling point:
400.8±37.0 °C(Predicted)
Density 
1.11
storage temp. 
2-8°C
pka
5.26±0.10(Predicted)
Appearance
Light brown to brown 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
M340255
Product name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Packaging
10mg
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
148358
Product name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Purity
95%
Packaging
500mg
Price
$485
Updated
2021/12/16
Matrix Scientific
Product number
148358
Product name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Purity
95%
Packaging
1g
Price
$729
Updated
2021/12/16
AK Scientific
Product number
4846DP
Product name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Packaging
1g
Price
$937
Updated
2021/12/16
Abosyn
Product number
61-11404
Product name
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Purity
95-98%
Packaging
1g
Price
$980
Updated
2021/12/16
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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Chemical Properties,Usage,Production

Synthesis

53484-15-4

73183-34-3

1107627-02-0

To a solution of 5-bromo-1-methyl-1H-benzo[d]imidazole (1.0 g, 4.74 mmol) in dioxane (10 mL) were added pinacol ester of bisboronic acid (1.5 g, 5.68 mmol), sodium 2-ethylhexanoate (1.968 g, 11.86 mmol), and Pd(dppf)Cl2-DCM (247 mg, 0.474 mmol ). The mixture was stirred at 110 °C for 4 h under nitrogen protection. After completion of the reaction, the mixture was poured into water (60 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated in vacuum. Purification by silica gel column chromatography (petroleum ether/ethyl acetate = 1/1) afforded 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1.0 g, 82%) as a yellow solid. lc-MS m/z: 259.1 [M + H]+. tR = 1.67 min.

References

[1] Patent: WO2017/176960, 2017, A1. Location in patent: Paragraph 00745
[2] Patent: US2013/225548, 2013, A1. Location in patent: Paragraph 0561
[3] Patent: WO2013/148603, 2013, A1. Location in patent: Paragraph 0219-0220

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Preparation Products And Raw materials

Raw materials

Preparation Products

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1107627-02-0, 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazoleRelated Search:


  • 1-Methyl-1H-benzimidazole-5-boronic acid pinacol ester
  • 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
  • 1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]iMidazole
  • 1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-benzo[d]iMidazole
  • 1-Methylbenzimidazole-5-boronic Acid Pinacol Ester
  • 1H-Benzimidazole, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzimidazole
  • 1107627-02-0
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