5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile
- CAS No.
- 863868-34-2
- Chemical Name:
- 5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile
- Synonyms
- Benzenedicarbonitril3,5-Dicyanophenylboronic Acid Pinacol Ester;5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarbonitrile;5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarbonitrile;1,3-Benzenedicarbonitrile, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber:
- CB52522671
- Molecular Formula:
- C14H15BN2O2
- Molecular Weight:
- 254.09
- MDL Number:
- MFCD08061937
- MOL File:
- 863868-34-2.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOPHTHALONITRILE 95.00% | ING0006277 | 5MG | $496.89 |
| 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile | 863868342 | 1g | $615.44 |
| 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile 95+% | CD12022658 | 1g | $772 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P280-P305+P351+P338 |
5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| American Custom Chemicals Corporation | ING0006277 | 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOPHTHALONITRILE 95.00% | 863868-34-2 | 5MG | $496.89 | 2021-12-16 | Buy |
| Alichem | 863868342 | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile | 863868-34-2 | 1g | $615.44 | 2021-12-16 | Buy |
| Crysdot | CD12022658 | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile 95+% | 863868-34-2 | 1g | $772 | 2021-12-16 | Buy |
5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile Chemical Properties,Uses,Production
Synthesis
626-17-5
73183-34-3
863868-34-2
1. (1,5-Cyclooctadiene)(methoxy)iridium(I) dimer (505 mg, 0.76 mmol), 4,4'-di-tert-butyl-2,2'-bipyridine (409 mg, 1.52 mmol), and bis(pinacolato)diboron (13.4 g, 52.7 mmol) were dissolved in tertiary-butylmethyl ether (TBME, 135 mL) under nitrogen atmosphere. Catalyst solution was prepared. 2. The above catalyst solution (15 mL) was added to m-toluene dicarbonitrile (700 mg, 5.46 mmol) and the mixture was heated in a microwave reactor at 80 °C for 1 hour. The reaction was repeated 8 times and concentrated in vacuum after combining all the reaction mixtures. 3. Purification by rapid gradient chromatography using a hexane solution of 0-10% ethyl acetate as eluent gave 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile (5.6 g, 22.0 mmol). TLC: Rf 0.3 (hexane/ethyl acetate 4:1). 4. 4,6-Dichloropyrimidine (3.28 g, 22.0 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isobenzenedicarbonitrile (5.6 g, 22.0 mmol) and cesium carbonate (14.4 g, 44.2 mmol) were dissolved in 1,4-dioxane/water (9:1, 60 mL) and purged with nitrogen for Degas for 10 minutes. 5. 5. [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) dichloride (806 mg, 1.10 mmol) was added and the reaction mixture was stirred at 90 °C for 3 h. After cooling to room temperature, the reaction mixture was stirred at 90 °C for 3 h. The reaction mixture was then purged with nitrogen. 6. After cooling to room temperature, the reaction mixture was partitioned between water (250 mL) and ethyl acetate (150 mL), the organic phase was separated and the aqueous phase was extracted with ethyl acetate (2 x 150 mL). The organic phases were combined, dried with sodium sulfate and concentrated in vacuum. 7. Purification by rapid gradient chromatography using a hexane solution of 0-15% ethyl acetate as eluent afforded 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalonitrile (1.70 g, 7.06 mmol) as a white solid.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 2, p. 861 - 864
[2] Patent: WO2015/8073, 2015, A1. Location in patent: Page/Page column 39; 40
5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)isophthalonitrile Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
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| ShangHai AmK Pharmaceutical Technology Co., Ltd. | 18019252918 | sale@amkchem.com | China | 15297 | 55 |
| Chengdu Aslee Biopharmaceuticals, Inc | 028-85305008 02885305008 | 2306208234@qq.com | China | 1006 | 50 |
