ChemicalBook > CAS DataBase List > 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER

3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER

Product Name
3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER
CAS No.
365564-10-9
Chemical Name
3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER
Synonyms
4-DiMethoxyloxyphenyl)-4;2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-;3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER;3,4-Dimethoxybenzeneboronic acid, pinacol ester;3,4-Dimethoxybenzeneboronic acid, pinacol ester 97%;3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER-YL) METHANAMINE;2-(3,4-DIMETHOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;1,3,2-Dioxaborolane, 2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-;2-(3,4-DIMETHOXYLOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;1,2-Dimethoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
CBNumber
CB9279186
Molecular Formula
C14H21BO4
Formula Weight
264.13
MOL File
365564-10-9.mol
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3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER Property

Melting point:
86-87°C
Boiling point:
352.5±32.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder to crystal
color 
White to Almost white
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38-36
Safety Statements 
36/37/39-26
WGK Germany 
3
HS Code 
2931900090
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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.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
BML00086
Product name
3,4-Dimethoxyphenylboronic acid, pinacol ester
Purity
AldrichCPR
Packaging
1g
Price
$73.1
Updated
2025/07/31
TCI Chemical
Product number
D5533
Product name
2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$35
Updated
2025/07/31
TCI Chemical
Product number
D5533
Product name
2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$102
Updated
2025/07/31
TRC
Product number
D479228
Product name
3,4-Dimethoxyphenylboronic acid, pinacol ester
Packaging
250mg
Price
$55
Updated
2021/12/16
Chem-Impex
Product number
39917
Product name
2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,≥98%(GC)
Purity
≥98%(GC)
Packaging
1G
Price
$40.77
Updated
2021/12/16
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3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER Chemical Properties,Usage,Production

Synthesis

91-16-7

73183-34-3

365564-10-9

The reaction of 1,2-dimethoxybenzene (69.9 mg, 0.506 mmol, 1.0 eq.) and bis(pinacolato)diboron (124 mg, 0.486 mmol, 0.96 eq.) was catalyzed by 2,2'-bipyridine (1.7 mg, 11 μmol, 2.2 mol%) and [IrCl(cod)]2 (2.3 mg, 3.4 μmol , 0.68 mol%) were catalyzed by a stirring reaction in heptane (2.5 mL) at 95 °C for 24 hours. After completion of the reaction, the reaction was cooled to room temperature and the reaction mixture was concentrated under reduced pressure and used directly in the next step of the reaction. Subsequently, S-(4-tolyl)-4-toluene thiosulfonate (2a) (69.1 mg, 0.248 mmol, 1.0 equiv), copper sulfate (2.0 mg, 13 μmol, 5.0 mol%), cesium fluoride (80.6 mg, 0.530 mmol, 2.1 equiv), and TMEDA (1.9 mg, 0.16 μmol, 6.6 mol%) were added to the above crude product, dissolved in methanol (2.5 mL) and stirred at 50 °C for 24 hours. After completion of the reaction, it was cooled to room temperature, filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure. The residue was dissolved with ethyl acetate (20 mL), washed sequentially with saturated aqueous sodium bicarbonate (20 mL x 2) and brine (20 mL), and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure and purified by preparative TLC (n-hexane/ethyl acetate=10/1) to afford 3,4-dimethoxyphenyl 4-methylphenyl sulfide (3t) (39.7 mg, 61.4%) as a light yellow oil.

References

[1] Patent: WO2013/175415, 2013, A1. Location in patent: Page/Page column 46
[2] Journal of the American Chemical Society, 2015, vol. 137, # 7, p. 2665 - 2673
[3] Journal of the American Chemical Society, 2014, vol. 136, # 18, p. 6566 - 6569
[4] Journal of the American Chemical Society, 2002, vol. 124, # 3, p. 390 - 391
[5] Journal of the American Chemical Society, 2015, vol. 137, # 15, p. 5193 - 5198

3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER manufacturers

Career Henan Chemical Co
Product
3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER-YL) METHANAMINE 365564-10-9
Price
US $0.01/KG
Min. Order
1KG
Purity
98%; 99%
Supply Ability
1kg; 5kg
Release date
2020-02-03

365564-10-9, 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTERRelated Search:

4-Butylphenylboronic acid pinacol ester 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-carbonitrile 2,5-DICHLORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE 5-Chloro-2-methoxyphenylboronic acid pinacol ester 2-(3-Ethenylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1,3,2-Dioxaborolane,2-(2,3-dimethoxyphenyl)-4,4,5,5-tetramethyl- 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER 2,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER 3,4-Dimethoxyphenylboronic acid 3,5-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER 4-(2-[2-METHOXY-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-MORPHOLINE 3-ACETOXY-4-METHOXYPHENYLBORONIC ACID, PINACOL ESTER 4-BENZYLOXY-3-METHOXYBORONIC ACID, PINACOL ESTER 2-METHOXY-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL ACETATE 3-BENZYLOXY-4-METHOXYBORONIC ACID, PINACOL ESTER 1,4-BENZODIOXANE-6-BORONIC ACID, PINACOL ESTER 2-[4-([1,3]DIOXOLAN-2-YLMETHOXY)-3-METHOXY-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE

  • 2-(3,4-DIMETHOXYLOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • 2-(3,4-DIMETHOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER
  • 2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-
  • 4-DiMethoxyloxyphenyl)-4
  • 3,4-Dimethoxybenzeneboronic acid, pinacol ester 97%
  • 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER-YL) METHANAMINE
  • 3,4-Dimethoxybenzeneboronic acid, pinacol ester
  • 1,3,2-Dioxaborolane, 2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-
  • 1,2-Dimethoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
  • 365564-10-9