4-Carboxylphenylboronic acid pinacol ester

Product Name: 4-Carboxylphenylboronic acid pinacol ester
CAS No.: 180516-87-4
Chemical Name: 4-Carboxylphenylboronic acid pinacol ester
Synonyms: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID;4-CARBOXYPHENYLBORONIC ACID PINACOLATE;4-CARBOXYPHENYLBORONIC ACID PINACOL ESRER;4-carboxylphenylboronic acid pinacol ester;4-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER;4-Carboxybenzeneboronic acid pinacol ester;4-Carboxylphenylboronic acid pinacol ester 97%;4-Carboxybenzeneboronic acid pinacol ester, 97%;4-Carboxybenzeneboronic acid, pinacol ester 98%;4-CARBOXYBENZENEBORONIC ACID PINACOL CYCLIC ESTER
CBNumber: CB2288259
Molecular Formula: C13H17BO4
Formula Weight: 248.08
MOL File: 180516-87-4.mol

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4-Carboxylphenylboronic acid pinacol ester Property

Melting point:: 228-231 °C(lit.)
Boiling point:: 379.7±25.0 °C(Predicted)
Density: 1.15±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 4.09±0.10(Predicted)
form: Crystalline Powder
color: White
Water Solubility: Insoluble
InChI: InChI=1S/C13H17BO4/c1-12(2)13(3,4)18-14(17-12)10-7-5-9(6-8-10)11(15)16/h5-8H,1-4H3,(H,15,16)
InChIKey: IYDKBQIEOBXLTP-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
CAS DataBase Reference: 180516-87-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 24/25-36-26
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29163990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 513490
Product name: 4-Carboxylphenylboronic acid pinacol ester
Purity: 97%
Packaging: 5g
Price: $36.5
Updated: 2025/07/31

TCI Chemical

Product number: T2841
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic Acid
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $30
Updated: 2025/07/31

Strem Chemicals

Product number: 05-1037
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, min. 97%
Packaging: 1g
Price: $44
Updated: 2024/03/01

Strem Chemicals

Product number: 05-1037
Product name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, min. 97%
Packaging: 5g
Price: $169
Updated: 2024/03/01

TRC

Product number: C181393
Product name: 4-Carboxyphenylboronicacid,pinacolester
Packaging: 1g
Price: $75
Updated: 2021/12/16

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4-Carboxylphenylboronic acid pinacol ester Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder

Uses

4-Carboxybenzeneboronic acid pinacol ester is used to improvement of transition metal-mediated carbon-carbon as well as carbon-heteroatom cross-coupling reactions as a labeling feature with the focus on the preparation of radio labeled compounds for molecular imaging.

Synthesis

150-13-0

73183-34-3

180516-87-4

GENERAL METHODS: Tert-butyl nitrite (155 mg, 1.1 mmol) was added dropwise to a mixture containing bis(pinacolato)diboron (127 mg, 0.5 mmol), p-aminobenzoic acid (61 mg, 0.5 mmol) and eosin Y (0.01 mmol). The reaction mixture was stirred in acetonitrile (3 mL) under blue LED irradiation for 2 h at room temperature (the progress of the reaction was monitored by TLC). Upon completion of the reaction, the mixture was diluted with ethyl acetate (5 mL) and then filtered through diatomaceous earth. The filtrate was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were washed with saturated saline and dried over anhydrous Na2SO4. Concentration under reduced pressure afforded the crude product, which was purified by silica gel column chromatography using hexane-ethyl acetate (98:2) as eluent to afford pure 4-carboxyphenylboronic acid pinacol ester as a pale yellow viscous liquid (208 mg, 88% yield).IR (pure samples)2978, 2933, 2839, 2526, 2050, 1950, 1911, 1724, 1605, 1570 cm-1; 1H NMR (500 MHz, CDCl3) δ 1.33 (s, 12H), 7.82 (s, 3H), 6.89 (d, J = 8.0 Hz, 2H), 7.75 (d, J = 8.0 Hz, 2H); 13C NMR (125 MHz, CDCl3) δ 24.9 (4C), 55.2, 83.6 (2C), 113.4 (2C), 136.6 (2C), 162.3.The spectral data of the obtained compounds are in agreement with the 4-carboxyphenylboronic acid pinacol ester reported in the literature.

References

[1] Synlett, 2012, vol. 23, # 9, p. 1394 - 1396
[2] Tetrahedron Letters, 2016, vol. 57, # 14, p. 1551 - 1554
[3] Journal of Organic Chemistry, 2013, vol. 78, # 5, p. 1923 - 1933

4-Carboxylphenylboronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Pinacol 4-Bromobenzoic acid Triisopropyl borate n-Butyllithium

Preparation Products

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4-Carboxylphenylboronic acid pinacol ester Suppliers

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View Lastest Price from 4-Carboxylphenylboronic acid pinacol ester manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 4-Carboxylphenylboronic acid pinacol ester 180516-87-4
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-12-06

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4-Carboxylphenylboronic acid pinacol ester 180516-87-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-01

Zhuozhou Wenxi import and Export Co., Ltd

Product: 4-Carboxylphenylboronic acid pinacol ester 180516-87-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

180516-87-4, 4-Carboxylphenylboronic acid pinacol esterRelated Search:

Phenylboronic acid p-Toluic acid 2-Carboxybenzaldehyde Tris(trimethylsilyl)phosphate 3,5-Dimethylbenzoic acid 4-Hydroxyphenylboronic acid 4-(Chloromethyl)benzoic acid 3-Carboxyphenylboronic acid 2-Sulfobenzoic anhydride Pinacol 4-Carboxyphenylboronic acid o-Toluic acid Propyleneglycol alginate 4-Bromomethylbenzoic acid 1,4-Dioxane (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER METHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE 4-(TERT-BUTOXYCARBONYL)PHENYLBORONIC ACID

4-Carboxylphenylboronic acid pinacol ester 97%

4-CARBOXYPHENYLBORONIC ACID PINACOL ESRER

4-Carboxylphenylboronic acid pinacol ester 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

4-CARBOXYBENZENEBORONIC ACID PINACOL CYCLIC ESTER

4-CARBOXYPHENYLBORONIC ACID PINACOLATE

4-CARBOXYPHENYLBORONIC ACID, PINACOL CYCLIC ESTER

4-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID

[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORINAN-2-YL) BENZOIC ACID]

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid,min.97%

4-carboxylphenylboronic acid pinacol ester

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID, MIN. 97%

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid ,97%

4-Carboxybenzeneboronic acid pinacol ester, 97%

4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, 2-(4-Carboxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-Carboxybenzeneboronic acid, pinacol ester 98%

Benzoic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicaci

2-(4-Carboxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, 98%min

4-Carboxyphenylboronic acid, pinacol ester - [C2182]

4-Carboxybenzeneboronic acid pinacol ester

180516-87-4

C13H17BO4

C13H17O4B

Aryl

Boronic Acids and Derivatives

Boronate Esters

Organometallic Reagents

CHIRAL CHEMICALS

Boron, Nitrile, Thio,& TM-Cpds

organic or inorganic borate

Aryl

Organoborons

Boronic acids

Boronic Acid

blocks

BoronicAcids

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