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3,5-Dimethylphenylboronic acid

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Products Intro: Product Name:3,5-Dimethylphenylboronic acid
CAS:172975-69-8
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Products Intro: Product Name:3,5-Dimethylphenylboronic acid
CAS:172975-69-8
Purity:98% Min. Package:1G;1KG;100KG
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Products Intro: Product Name:3,5-Dimethylphenylboronic acid
CAS:172975-69-8
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Company Name: Henan Tianfu Chemical Co.,Ltd.
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Products Intro: Product Name:C8H11BO2 3,5-Dimethylphenylboronic acid 172975-69-8
CAS:172975-69-8
Purity:99% Package:25KG;5KG;1KG
Company Name: Nanjing ChemLin Chemical Industry Co., Ltd.
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Products Intro: CAS:172975-69-8
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3,5-Dimethylphenylboronic acid manufacturers

3,5-Dimethylphenylboronic acid Basic information
Product Name:3,5-Dimethylphenylboronic acid
Synonyms:RARECHEM AH PB 0186;M-XYLENE-5-BORONIC ACID;TIMTEC-BB SBB004076;3,5-Dimethyl benzene;3,5-DIMETHYLBENZENEBORONIC ACID;3,5-DIMETHYLPHENYLBORONIC ACID;AKOS BRN-0067;3,5-DIMETHYLBENZENEBORONIC ACID 98%
CAS:172975-69-8
MF:C8H11BO2
MW:149.98
EINECS:605-655-1
Product Categories:Pyridines;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids;Boronic Acids and Derivatives;Aryl;Organoborons;Heterocyclic Compounds;Boronic Acid;blocks;BoronicAcids;Boric Acid
Mol File:172975-69-8.mol
3,5-Dimethylphenylboronic acid Structure
3,5-Dimethylphenylboronic acid Chemical Properties
Melting point 261-265 °C (lit.)
Boiling point 312.7±52.0 °C(Predicted)
density 1.07±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Water Solubility Slightly soluble in water
form solid
pka8.72±0.10(Predicted)
color White to Orange to Green
BRN 7368658
InChIInChI=1S/C8H11BO2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5,10-11H,1-2H3
InChIKeyDJGHSJBYKIQHIK-UHFFFAOYSA-N
SMILESB(C1=CC(C)=CC(C)=C1)(O)O
CAS DataBase Reference172975-69-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 37/39-26-36/37
WGK Germany 3
HazardClass IRRITANT
HS Code 29319090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
3,5-Dimethylphenylboronic acid Usage And Synthesis
Chemical Propertiesoff-white to light yellow crystalline powder
Usessuzuki reaction
Uses3,5-Dimethylphenylboronic Acid is a useful research intermediate for organic synthesis
Uses3,5-Dimethylphenylboronic acid (DMPBA) can be used as:
  • A reactant in the palladium-catalyzed Suzuki coupling reactions.
  • A co-extractant in the combination with modified Aliquat 336 for the extraction of xylose, glucose, and fructose from aqueous solutions.
  • A reactant to prepare penultimate methyl ester.

Synthesis
Methanol

67-56-1

BORANE-DIISOPROPYLAMINE

55124-35-1

5-Bromo-m-xylene

556-96-7

3,5-Dimethylphenylboronic acid

172975-69-8

GENERAL PROCEDURE: A 1 M THF solution (375 μL, 375 μmol) of phenylmagnesium bromide (PhMgBr) was added dropwise to a tetrahydrofuran (THF, 4 mL) solution of diisopropylaminoborane (DIPAB, 863 mg, 7.5 mmol) and magnesium scrapings (Mg, 182 mg, 7.5 mmol) at room temperature. After 10 min of reaction, 30 mL of anhydrous THF was added, followed by 3,5-dimethylbromobenzene (5 mmol). The reaction mixture was cooled to 0 °C and quenched by slow addition of methanol (MeOH, 7 mL). After 1 h of reaction, the volatiles were removed under reduced pressure and the resulting solid was dissolved in a 1N hydrochloric acid/methanol (7:3, v/v) mixture. The reaction was continued for 1 h at room temperature, followed by the addition of ethyl acetate (AcOEt, 100 mL) for extraction. The organic phase was washed sequentially with 1N hydrochloric acid (30 mL) and saturated saline (3 x 30 mL). The organic phase was concentrated under reduced pressure to give the crude product, which was finally purified by recrystallization from water (H2O) to give 3,5-dimethylphenylboronic acid.

References[1] Tetrahedron, 2019, vol. 75, # 2, p. 164 - 171
Tag:3,5-Dimethylphenylboronic acid(172975-69-8) Related Product Information
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