2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
- Product Name
- 2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
- CAS No.
- 479411-93-3
- Chemical Name
- 2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
- Synonyms
- 3-Methoxy-5-trifluoromethylphenylboronic acid, pinacol ester;2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;1,3,2-Dioxaborolane, 2-[3-methoxy-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-
- CBNumber
- CB72564525
- Molecular Formula
- C14H18BF3O3
- Formula Weight
- 302.1
- MOL File
- 479411-93-3.mol
2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane Property
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M332268
- Product name
- 2-(3-Methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- V6124
- Product name
- 3-Methoxy-5-trifluoromethylphenylboronicacidpinacolester
- Packaging
- 1g
- Price
- $157
- Updated
- 2021/12/16
- Product number
- A115949
- Product name
- 2-(3-Methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- 97%
- Packaging
- 1g
- Price
- $30
- Updated
- 2021/12/16
- Product number
- CM214605
- Product name
- 2-(3-Methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $78
- Updated
- 2021/12/16
- Product number
- A115949
- Product name
- 2-(3-Methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- 97%
- Packaging
- 5g
- Price
- $144
- Updated
- 2021/12/16
2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane Chemical Properties,Usage,Production
Synthesis
454-90-0
73183-34-3
479411-93-3
The general procedure for the synthesis of 2-(3-methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes from m-trifluoromethyl anisole and bis(pinacolato)boronic acid esters was as follows: to a flame-dried 100 mL Schlenk tube were added sequentially bis(pinacolato)diboron (350 mg, 1.38 mmol), [Ir( COD)Cl]2 (12 mg, 0.018 mmol), sodium methanol (5 mg, 0.09 mmol), and 4,4'-di-tert-butyl-2,2'-bipyridine (8 mg, 0.03 mmol). The flask was evacuated and filled with argon for protection, followed by the addition of 3-trifluoromethylanisole (2.5 mL). The flask was again evacuated (complete vacuum for 2 min), then sealed under vacuum and placed in a 90 °C oil bath for 96 h of reaction. Upon completion of the reaction, the reaction mixture was transferred to a round bottom flask using ethyl acetate and purified by Kugelrohr distillation. The resulting product was a viscous oil and was distilled at 120°C for 10 min. Final isolation gave 497 mg (1.65 mmol, 60% yield) of the target compound. The 1H NMR (400 MHz, CDCl3) data of the product were as follows: δ 7.62 (s, 1H), 7.43 (s, 1H), 7.18 (s, 1H), 3.82 (s, 3H), 1.32 (s, 12H).
References
[1] Journal of the American Chemical Society, 2018,
[2] Tetrahedron, 2008, vol. 64, # 29, p. 6824 - 6830
[3] Patent: US2016/168151, 2016, A1. Location in patent: Paragraph 0241
[4] Angewandte Chemie - International Edition, 2002, vol. 41, # 16, p. 3056 - 3058
[5] Organic Letters, 2007, vol. 9, # 5, p. 757 - 760
2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane Preparation Products And Raw materials
Raw materials
Preparation Products
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