ChemicalBook > CAS DataBase List > 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE

5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE

Product Name
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE
CAS No.
376584-62-2
Chemical Name
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE
Synonyms
1-Isoindolinone-5-boronic acid pinacol ester;1-Isoindolinone-5-boronicacidpinacolester,96%;1-Oxoisoindolin-5-ylboronic acid pinacol ester;1-Oxoisoindoline-5-boronic acid, pinacol ester;1-Oxo-2,3-dihydro-isoindole-5-boronic acid picol ester;1-Oxo-2,3-dihydro-isoindole-5-boronic acid pinacol ester;2,3-Dihydro-1H-isoindol-1-one-5-boronic acid pinacol ester;5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ON;5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-isoindolinone
CBNumber
CB92455302
Molecular Formula
C14H18BNO3
Formula Weight
259.11
MOL File
376584-62-2.mol
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5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE Property

Boiling point:
476.6±45.0 °C(Predicted)
Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
13.95±0.20(Predicted)
Appearance
Off-white to light yellow Solid
Water Solubility 
Slightly soluble in water.
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Safety

HS Code 
2933998090
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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.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS023371
Product name
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-isoindolinone
Packaging
50 mg
Price
$216
Updated
2025/07/31
TRC
Product number
T302765
Product name
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging
100mg
Price
$120
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-1-11
Product name
(1-Oxo-2,3-dihydro-1H-isoindol-5-yl)boronic acid, pinacol ester
Packaging
250mg
Price
$93
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-1-11
Product name
(1-Oxo-2,3-dihydro-1H-isoindol-5-yl)boronic acid, pinacol ester
Packaging
1g
Price
$234
Updated
2021/12/16
Matrix Scientific
Product number
089783
Product name
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-isoindolin-1-one
Purity
96%
Packaging
250mg
Price
$245
Updated
2021/12/16
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5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE Chemical Properties,Usage,Production

Uses

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one is a useful synthetic compound.

Synthesis

552330-86-6

73183-34-3

376584-62-2

General procedure for the synthesis of 1-isoindolone-5-boronic acid pinacol ester from 5-bromo-2,3-dihydroisoindol-1-one and bipinacol ester: to an anhydrous solution of 5-bromo-2,3-dihydroisoindol-1-one (1 eq.) of dioxane (0.1 M) were added bis(pinacol) diboron (1.1 eq.), potassium acetate (3.5 eq.) and 1,1'-bis(diphenylphosphine ) ferrocene (dppf, 0.05 eq.). The reaction mixture was degassed with nitrogen for 20 minutes. Subsequently, dichloro(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) (PdCl2(dppf), 0.05 eq.) was added and the mixture was degassed again for 5 minutes. Under nitrogen protection, the reaction mixture was heated to 70 °C for 2 hours and then warmed to 120 °C to continue the reaction for 16 hours. After completion of the reaction, the mixture was partitioned between ethyl acetate (EtOAc) and water. The aqueous phase was further extracted with ethyl acetate, the organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The residue was dissolved in dichloromethane (CH2Cl2) and hexane was added to precipitate the product. The resulting suspension was filtered and the brown powder was collected and dried and used without further purification. The yield of the product 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydroisoindol-1-one was 94% and purity was 76% with boric acid (13%) as the major impurity. Mass spectrometry analysis (LC-MS, ESP): m/z 260.4 [2M+H]+, retention time (R/T) = 3.51 min.

References

[1] Patent: WO2008/23161, 2008, A1. Location in patent: Page/Page column 121-122
[2] Patent: WO2016/161145, 2016, A1. Location in patent: Paragraph 00746
[3] Patent: WO2016/180536, 2016, A1. Location in patent: Page/Page column 199
[4] Patent: US2009/286798, 2009, A1. Location in patent: Page/Page column 28-29
[5] Patent: WO2007/131991, 2007, A1. Location in patent: Page/Page column 91

5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE 376584-62-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE 376584-62-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
1-ISOBUTYL-4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE 376584-62-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98%-100%
Supply Ability
1
Release date
2018-08-10

376584-62-2, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONERelated Search:


  • 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE
  • 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydroisoindol-1-one
  • 1-Isoindolinone-5-boronic acid pinacol ester
  • 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindol-1-one
  • 1-Oxoisoindoline-5-boronic acid, pinacol ester
  • 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one, 2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-isoindol-1-one
  • 1H-Isoindol-1-one, 2,3-dihydro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
  • 2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-isoindol-1-one
  • 1-Oxoisoindolin-5-ylboronic acid pinacol ester
  • 1-ISOBUTYL-4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE
  • 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-isoindolinone
  • 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ON
  • 2,3-Dihydro-1H-isoindol-1-one-5-boronic acid pinacol ester
  • 1-Oxo-2,3-dihydro-isoindole-5-boronic acid pinacol ester
  • 1-Oxo-2,3-dihydro-isoindole-5-boronic acid picol ester
  • 1-Isoindolinone-5-boronicacidpinacolester,96%
  • 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE ISO 9001:2015 REACH
  • 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Isoindolin-1-...
  • 2,3-Dihydro-1H-isoindol-1-one-5-boronic acid pinacol ester - [D14048]
  • 376584-62-2
  • Organic boronic acid