3-Carboxyphenylboronic acid pinacol ester
- Product Name
- 3-Carboxyphenylboronic acid pinacol ester
- CAS No.
- 269409-73-6
- Chemical Name
- 3-Carboxyphenylboronic acid pinacol ester
- Synonyms
- CAS:269409-73-6;2-dioxaborolan-2-yl)benzoic acid;Tranexamic Acid Impurity 28-13C2;3-Carboxyphenylboronic acid picol ester;3-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER;3-Carboxybenzeneboronic acid, pinacol ester;3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;3-Carboxyphenylboronic acid, pinacol ester - [C2162];3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicaci;3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
- CBNumber
- CB7265707
- Molecular Formula
- C13H17BO4
- Formula Weight
- 248.08
- MOL File
- 269409-73-6.mol
3-Carboxyphenylboronic acid pinacol ester Property
- Melting point:
- 206-211 °C
- Boiling point:
- 395.1±25.0 °C(Predicted)
- Density
- 1.15±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 4.20±0.10(Predicted)
- form
- Powder
- color
- White
- Water Solubility
- Insoluble
- InChI
- InChI=1S/C13H17BO4/c1-12(2)13(3,4)18-14(17-12)10-7-5-6-9(8-10)11(15)16/h5-8H,1-4H3,(H,15,16)
- InChIKey
- OPWAPCOSDAFWFB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1
- CAS DataBase Reference
- 269409-73-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H302Harmful if swallowed
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P403+P235Store in a well-ventilated place. Keep cool.
N-Bromosuccinimide Price
- Product number
- 574694
- Product name
- 3-Carboxyphenylboronic acid pinacol ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $27.46
- Updated
- 2025/07/31
- Product number
- T3162
- Product name
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $22
- Updated
- 2025/07/31
- Product number
- T3162
- Product name
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $57
- Updated
- 2025/07/31
- Product number
- 05-1036
- Product name
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, min. 97%
- Packaging
- 1g
- Price
- $68
- Updated
- 2024/03/01
- Product number
- 05-1036
- Product name
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, min. 97%
- Packaging
- 5g
- Price
- $271
- Updated
- 2024/03/01
3-Carboxyphenylboronic acid pinacol ester Chemical Properties,Usage,Production
Chemical Properties
almost white to light beige crystalline powder
Uses
3-Carboxyphenylboronic Acid Pinacol Ester is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
Synthesis
585-76-2
73183-34-3
269409-73-6
After degassing into 1,4-dioxane (0.1 M) under nitrogen atmosphere, m-bromobenzoic acid (1 eq.), pinacol ester of bisboronic acid (1.5 eq.) and potassium acetate (4.4 eq.) were added. The mixture was degassed again followed by the addition of PdCl2 (dppf) (5%). The resulting solution was heated to 110°C for overnight reaction. Upon completion of the reaction, the solvent was removed under vacuum to give a dark colloidal residue. This residue was dissolved in ethyl acetate and water to separate the organic layer. The aqueous phase was further extracted with ethyl acetate (2×). The combined organic layers were washed with 2M HCl, dried over MgSO4 and concentrated in vacuum to give a dark brown product. To purify the product, column chromatography (petroleum ether/ethyl acetate elution) was used. The 3-carboxyphenylboronic acid pinacol ester prepared by Suzuki coupling reaction was a light brown solid in 89% yield.1H NMR (400 MHz, CDCl3) δ 8.57 (s, 1H), 8.19 (ddd, J = 21.9, 1.18, 10.1 Hz, 1H), 8.09-7.98 (m, 1H), 7.57-7.38 (m, 1H), 1.37 (m, 1H), 7.57-7.38 (m, 1H). 1H), 1.37 (s, 12H).13C NMR (101 MHz, CDCl3) δ 171.66, 139.98, 136.60, 132.84, 128.71, 127.93, 84.21, 24.89.LCMS (ESI) m/z 249.2 [M + H]+.
References
[1] Patent: WO2016/198507, 2016, A1. Location in patent: Page/Page column 39; 49
3-Carboxyphenylboronic acid pinacol ester Preparation Products And Raw materials
Raw materials
Preparation Products
3-Carboxyphenylboronic acid pinacol ester Suppliers
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- Belgium
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View Lastest Price from 3-Carboxyphenylboronic acid pinacol ester manufacturers
- Product
- 3-Carboxyphenylboronic acid pinacol ester 269409-73-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- 3-Carboxyphenylboronic acid pinacol ester 269409-73-6
- 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
- 3-Carboxyphenylboronic acid pinacol ester 269409-73-6
- Price
- US $8.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-25