4-Formylphenylboronic acid pinacol cyclic ester
- Product Name
- 4-Formylphenylboronic acid pinacol cyclic ester
- CAS No.
- 128376-64-7
- Chemical Name
- 4-Formylphenylboronic acid pinacol cyclic ester
- Synonyms
- 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE;)-benzaL;AKOS BRN-1133;4-(4,4,5,5-tetramethyL;4-FORMYLPHENYLBORONIC ACID PINACOLATE;4-FORMYLPHENYLBORONIC ACID, PINACOL ESTER;4-Formylbenzeneboronic acid, pinacol ester;4-Formylphenylboronic acid picol cyclic ester;4-Formylbenzeneboronic acid, pinacol ester 98%;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber
- CB4187848
- Molecular Formula
- C13H17BO3
- Formula Weight
- 232.08
- MOL File
- 128376-64-7.mol
4-Formylphenylboronic acid pinacol cyclic ester Property
- Melting point:
- 55-58°C
- Boiling point:
- 341.3±25.0 °C(Predicted)
- Density
- 1.06±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Crystalline Solid
- color
- Off-white
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C13H17BO3/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-9H,1-4H3
- InChIKey
- DMBMXJJGPXADPO-UHFFFAOYSA-N
- SMILES
- C(=O)C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
- CAS DataBase Reference
- 128376-64-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38-43
- Safety Statements
- 26-36/37/39-36/37
- WGK Germany
- 3
- Hazard Note
- Irritant
- TSCA
- No
- HS Code
- 2931900090
N-Bromosuccinimide Price
- Product number
- BML00007
- Product name
- 4-Formylphenylboronic acid, pinacol ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $58.6
- Updated
- 2025/07/31
- Product number
- CDS004697
- Product name
- 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzaldehyde
- Purity
- AldrichCPR
- Packaging
- 100mg
- Price
- $68.1
- Updated
- 2023/01/07
- Product number
- T2923
- Product name
- 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $23
- Updated
- 2025/07/31
- Product number
- T2923
- Product name
- 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $67
- Updated
- 2025/07/31
- Product number
- F701403
- Product name
- 4-Formylphenylboronic acid, pinacol ester
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
4-Formylphenylboronic acid pinacol cyclic ester Chemical Properties,Usage,Production
Uses
A boronic acid benzaldehyde compound for proteomics research.
Synthesis
1122-91-4
73183-34-3
128376-64-7
General procedure for the synthesis of 4-formylphenylboronic acid pinacol ester from p-bromobenzaldehyde and pinacol ester of biboronic acid: to a stirred solution of p-bromobenzaldehyde (8 g, 0.15 mol), pinacol ester of biboronic acid (45.7 g, 0.18 mol), and Pd(dppf)Cl2 (5.26 g, 7.5 mmol) in 1,4-dioxane, under argon protection, was KOAc (22.0 g, 0.225 mol) was added. The reaction mixture was stirred at 80 °C for 15 min. After completion of the reaction, the solvent was removed under reduced pressure. The residue was diluted with petroleum ether (500 mL) and the insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by fast chromatography (silica gel, petroleum ether/ethyl acetate, 10:1) to afford 4-(4,4,5,5-tetramethyl-1,3,2-dioxolan-2-yl)benzaldehyde (32.5 g, 95% yield) as a white solid.
References
[1] Advanced Synthesis and Catalysis, 2016, vol. 358, # 6, p. 977 - 983
[2] Patent: WO2013/170165, 2013, A1. Location in patent: Page/Page column 93
[3] Applied Organometallic Chemistry, 2011, vol. 25, # 7, p. 537 - 541
[4] Organic Letters, 2016, vol. 18, # 20, p. 5248 - 5251
[5] Journal of the American Chemical Society, 2016, vol. 138, # 1, p. 84 - 87
4-Formylphenylboronic acid pinacol cyclic ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Formylphenylboronic acid pinacol cyclic ester manufacturers
- Product
- 4-Formylphenylboronic acid pinacol cyclic ester 128376-64-7
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08
- Product
- 4-Formylphenylboronic acid pinacol cyclic ester 128376-64-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg; 2kg;10kg; 100kg
- Release date
- 2019-08-30