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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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
TSCA 
No
HS Code 
29310099
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
574694
Product name
3-Carboxyphenylboronic acid pinacol ester
Purity
97%
Packaging
1g
Price
$27.46
Updated
2025/07/31
TCI Chemical
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
TCI Chemical
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
Strem Chemicals
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
Strem Chemicals
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
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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

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3-Carboxyphenylboronic acid pinacol ester Suppliers

Boron Technology (Beijing) Co., Ltd.
Tel
010-010-15313962280 15313962280
Fax
010-51669040
Email
3004509780@qq.com
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China
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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China
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Capot Chemical Co., Ltd
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+86 (0) 571 85 58 67 18
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0086-571-85864795
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China
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Beijing Ouhe Technology Co., Ltd
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010-010-82967028 13522913783
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+86-10-82967029
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2355560935@qq.com
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China
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Pure Chemistry Scientific Inc.
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001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
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sales@chemreagents.com
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United States
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Accela ChemBio Co.,Ltd.
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021-50795510 4000665055
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021-50795055
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sales@accelachem.com
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China
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Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
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bin.wu@shlschem.com
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China
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9883
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Nanjing Chemlin Chemical Co., Ltd
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025-83697070
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+86-25-83453306
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info@chemlin.com.cn
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China
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15883
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View Lastest Price from 3-Carboxyphenylboronic acid pinacol ester manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

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  • Acids and Derivatives
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