2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- Product Name
- 2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- CAS No.
- 590418-05-6
- Chemical Name
- 2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- Synonyms
- 4-Amino-3-methylphenylboronic acid, pinacol ester;2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline;2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;Benzenamine, 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber
- CB02729633
- Molecular Formula
- C13H20BNO2
- Formula Weight
- 233.11
- MOL File
- 590418-05-6.mol
2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Property
- Boiling point:
- 359.0±35.0 °C(Predicted)
- Density
- 1.03±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 4.09±0.10(Predicted)
- 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
- M338045
- Product name
- 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- BOR0005277
- Product name
- [2-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]AMINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.16
- Updated
- 2021/12/16
- Product number
- J57184
- Product name
- 2-Methylaniline-4-boronicacidpinacolester
- Packaging
- 10g
- Price
- $600
- Updated
- 2021/12/16
- Product number
- 1083AP
- Product name
- 2-Methylaniline-4-boronicacidpinacolester
- Packaging
- 10g
- Price
- $801
- Updated
- 2021/12/16
- Product number
- J57184
- Product name
- 2-Methylaniline-4-boronicacidpinacolester
- Packaging
- 25g
- Price
- $1200
- Updated
- 2021/12/16
2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Chemical Properties,Usage,Production
Synthesis
583-75-5
73183-34-3
590418-05-6
General procedure for the synthesis of 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline from 2-methyl-4-bromoaniline and pinacol bis(boronic acid) ester: To a solution of 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.05 g, 0.134 mmol) containing 4-bromo-2-methylaniline (500 mg, 2.69 mmol), potassium acetate (1.32 g, 13.4 mmol) and bis(pinacolato)diboron ( 2.05 g, 8.0 mmol) to a solution of dioxane (4 mL) was added Pd(dppf)Cl2 (110 mg, 0.134 mmol). After degassing and replacement with nitrogen, the reaction mixture was refluxed for 16 h at 85 °C. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, water (20 mL) was added and the mixture was extracted with ethyl acetate (30 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated, and finally purified by silica gel column chromatography (eluent: dichloromethane) to afford the target compound 13-2 as a white solid (485 mg, 77% yield).
References
[1] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 291
[2] Patent: WO2012/104305, 2012, A1. Location in patent: Page/Page column 150
[3] Patent: EP3034078, 2016, A1. Location in patent: Paragraph 0241-0242
[4] Patent: US2005/171131, 2005, A1. Location in patent: Page/Page column 54-55
[5] Patent: US2006/25383, 2006, A1. Location in patent: Page/Page column 54
2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Preparation Products And Raw materials
Raw materials
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