3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL Chemical Properties

Melting point:

94-98 °C(lit.)

Boiling point:

343.6±25.0 °C(Predicted)

Density 

1.08±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

Water Solubility 

Insoluble in water

pka

10.01±0.10(Predicted)

form 

Crystalline Powder

color 

Light brown

InChI

InChI=1S/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-6-5-7-10(14)8-9/h5-8,14H,1-4H3

InChIKey

MUKIFYQKIZOYKT-UHFFFAOYSA-N

SMILES

C1(O)=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1

CAS DataBase Reference

214360-76-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL Usage And Synthesis

Chemical Properties

light brown crystalline powder

Uses

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

The general procedure for the synthesis of 3-hydroxyphenylboronic acid pinacol ester from pinacol and 3-hydroxyphenylboronic acid was as follows: 3-hydroxyphenylboronic acid (10.0 g, 72.46 mmol, 1.0 eq.) and dichloromethane (300 mL) were added to a 500 mL three-necked flask with pinacol (10.0 g, 84.60 mmol, 1.2 eq.) under stirring. Subsequently, the reaction mixture was stirred continuously for 48 hours at room temperature. Upon completion of the reaction, the reaction solution was poured into water (400 mL) and transferred to a partition funnel for separation. After separation of the organic phase, the aqueous phase was extracted twice with dichloromethane (400 mL). All organic phases were combined, dried with anhydrous sodium sulfate and filtered to remove the desiccant. The crude product was purified by column chromatography (using 200-300 mesh silica gel and a solvent mixture of dichloromethane/methanol as eluent, 100:1, v/v), resulting in 15.0 g of white solid product in 94% yield and 97% purity.

References

[1] Patent: CN107188901, 2017, A. Location in patent: Paragraph 0035; 0036
[2] Organic Letters, 2010, vol. 12, # 23, p. 5474 - 5477

3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL(214360-76-6)Related Product Information

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