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ChemicalBook--->CAS DataBase List--->190788-59-1

190788-59-1

190788-59-1 Structure

190788-59-1 Structure
IdentificationMore
[Name]

2-Nitrobenzeneboronic acid pinacol ester
[CAS]

190788-59-1
[Synonyms]

2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NITROBENZENE
2-NITROBENZENEBORONIC ACID PINACOL ESTER
2-NITROPHENYLBORONIC ACID, PINACOL ESTER
2-Nitrobenzeneboronic acid pinacol cyclic ester
2-Nitrophenylboronic acid pinacol cyclic ester~2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-nitrophenylboronic acid pinacol cyclic ester
2-Nitrobenzeneboronic acid pinacol ester, 98+%
[Molecular Formula]

C12H18BNO5
[MDL Number]

MFCD02179447
[Molecular Weight]

267.09
[MOL File]

190788-59-1.mol
Chemical PropertiesBack Directory
[Melting point ]

42-44°C
[Boiling point ]

358.2±25.0 °C(Predicted)
[density ]

1.14±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[color ]

White to Orange to Green
[BRN ]

7708824
[CAS DataBase Reference]

190788-59-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[HS Code ]

2931900090
Spectrum DetailBack Directory
[Spectrum Detail]

2-Nitrobenzeneboronic acid pinacol ester(190788-59-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Nitrobenzeneboronic acid pinacol ester, 98+%(190788-59-1)
Hazard InformationBack Directory
[Synthesis]

1-Bromo-2-nitrobenzene

577-19-5

Bis(pinacolato)diboron

73183-34-3

2-Nitrobenzeneboronic acid pinacol ester

190788-59-1

1-Bromo-2-nitrobenzene (10.0 g, 49.5 mmol, 1.0 eq.) and pinacol ester of bis(diphenylphosphine) (15.08 g, 59.4 mmol, 1.2 eq.) were added with potassium acetate (14.57 g, 148 mmol, 3.0 eq.) and [1,1'-bis(diphenylphosphino)palladium(II) dichloride] (1.09 g, 1.49 mmol, 0.03 equiv) in dioxane (180 mL). The reaction mixture was stirred at 80 °C for 12 hours under nitrogen protection. After completion of the reaction, the mixture was concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 100:1 to 80:1) afforded 2-nitrophenylboronic acid pinacol ester as a yellow oil (12.0 g, 97% yield). The product was identified by 1H NMR (DMSO-d6, 400 MHz): δ 8.17 (d, J = 8.0 Hz, 1H), 7.67-7.65 (m, 1H), 7.58-7.54 (m, 2H), 1.44 (s, 12H).

[References]

[1] Patent: WO2018/144620, 2018, A1. Location in patent: Paragraph 00334
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 6, p. 977 - 983
[3] Synlett, 2018, vol. 29, # 8, p. 1055 - 1060
[4] Journal of the American Chemical Society, 2015, vol. 137, # 21, p. 6738 - 6741
[5] Patent: CN108424344, 2018, A. Location in patent: Paragraph 0083; 0084; 0085; 0095
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