ChemicalBook > CAS DataBase List > 1,3,5-Phenyltriboronic acid, pinacol ester

1,3,5-Phenyltriboronic acid, pinacol ester

Product Name
1,3,5-Phenyltriboronic acid, pinacol ester
CAS No.
365564-05-2
Chemical Name
1,3,5-Phenyltriboronic acid, pinacol ester
Synonyms
1,3,5-Tris(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzene;5-Phenyltriboronic acid;1,3,5-Benzenetriboronic Acid Tris(pinacoL;1,3,5-Phenyltriboronic acid, pinacol este;1,3,5-Phenyltriboronic acid, pinacol ester;1,3,5-Benzenetriboronic Acid Tris(pinacol) Ester;1,3,5-Phenyltriboronic acid, tris(pinacol) ester;benzene-1,3,5-triyltriboronic acid pinacol ester;2-[3,5-Bis(tetramethyl-1,3,2-dioxaborolan-2-yl)phen;1,3,5-Phenyltriboronic acid, tris(pinacol) ester >=97%
CBNumber
CB82563631
Molecular Formula
C24H39B3O6
Formula Weight
456
MOL File
365564-05-2.mol
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1,3,5-Phenyltriboronic acid, pinacol ester Property

Melting point:
286-287°C
Boiling point:
555.6±45.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder or crystals
color 
White to Light yellow
InChI
InChI=1S/C24H39B3O6/c1-19(2)20(3,4)29-25(28-19)16-13-17(26-30-21(5,6)22(7,8)31-26)15-18(14-16)27-32-23(9,10)24(11,12)33-27/h13-15H,1-12H3
InChIKey
VKOLBYNBPONPAE-UHFFFAOYSA-N
SMILES
C1(B2OC(C)(C)C(C)(C)O2)=CC(B2OC(C)(C)C(C)(C)O2)=CC(B2OC(C)(C)C(C)(C)O2)=C1
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Safety

HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
900989
Product name
1,3,5-Phenyltriboronic acid, tris(pinacol) ester
Purity
≥97%
Packaging
1g
Price
$79.7
Updated
2025/07/31
TCI Chemical
Product number
T3515
Product name
1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$104
Updated
2025/07/31
TCI Chemical
Product number
T3515
Product name
1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$313
Updated
2025/07/31
TRC
Product number
B130120
Product name
Benzene-1,3,5-triyltriboronicAcidPinacolEster
Packaging
500mg
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
092708
Product name
1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
Purity
97%
Packaging
250mg
Price
$27
Updated
2021/12/16
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1,3,5-Phenyltriboronic acid, pinacol ester Chemical Properties,Usage,Production

Uses

1. Fabricated a 2D COF which when deposited onto a Gold electrode increases the hydrogen evolution reaction(HER) activity by up to three times compared with bare Gold. 2. Used as an aromatic linker to synthesise a twisted Perylenediimide (PDI) base multimer that has potential applications in organic photovoltaics.

Synthesis

626-39-1

73183-34-3

365564-05-2

Synthesis of Compound 1: To N2 purged anhydrous DMF (10 mL) under nitrogen atmosphere, 1,3,5-tribromobenzene (1.00 g, 3.17 mmol) and bis(pinacolato)diboron (2.54 g, 9.53 mmol) were transferred to a dry, three-necked, round-bottomed flask via cannula. Subsequently, potassium acetate (1.87 g, 19.0 mmol) and Pd(dppf)Cl2 (0.087 g, 0.12 mmol) were rapidly added to the flask. The resulting mixture was heated under vigorous stirring at 90°C for 24 hours for the reaction. Upon completion of the reaction, the mixture was cooled to room temperature and deionized water (120 mL) was added to quench the reaction. The resulting black precipitate was collected by filtration and washed three times with deionized water and finally dried under vacuum to afford the target product 1,3,5-benzotriboronic acid tripinacol ester in 98% yield.

References

[1] Journal of the American Chemical Society, 2015, vol. 137, # 7, p. 2641 - 2650
[2] Patent: WO2015/157239, 2015, A1. Location in patent: Paragraph 00121; 00122
[3] Patent: US2011/196158, 2011, A1. Location in patent: Page/Page column 7; 8
[4] Journal of Polymer Science, Part A: Polymer Chemistry, 2010, vol. 48, # 15, p. 3431 - 3439
[5] Patent: CN103396355, 2016, B. Location in patent: Paragraph 0062-0064

1,3,5-Phenyltriboronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3,5-Phenyltriboronic acid, pinacol ester Suppliers

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View Lastest Price from 1,3,5-Phenyltriboronic acid, pinacol ester manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
1,3,5-Benzenetriboronic Acid Tris(pinacol) Ester 365564-05-2
Price
US $10.00-50.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-18
Career Henan Chemical Co
Product
1,3,5-Phenyltriboronic acid, pinacol ester 365564-05-2
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000KGS
Release date
2019-12-19

365564-05-2, 1,3,5-Phenyltriboronic acid, pinacol esterRelated Search:

Bis(pinacolato)diboron

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  • 365564-05-2
  • C24H39B3O6