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
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.
Safety
- HS Code
- 2933998090
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.
N-Bromosuccinimide Price
- 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
- 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
- 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
- Product number
- 089783
- Product name
- 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-isoindolin-1-one
- Purity
- 96%
- Packaging
- 1g
- Price
- $445
- Updated
- 2021/12/16
- Product number
- BOR0005925
- Product name
- 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $623.7
- Updated
- 2021/12/16
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
- 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
- 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
- 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