ChemicalBook > CAS DataBase List > 3-(Hydroxymethyl)phenylboronic acid

3-(Hydroxymethyl)phenylboronic acid

Product Name: 3-(Hydroxymethyl)phenylboronic acid
CAS No.: 87199-15-3
Chemical Name: 3-(Hydroxymethyl)phenylboronic acid
Synonyms: PACR-012;RARECHEM AH PB 0189;3-Boronobenzyl alcohol;(3-Boronophenyl)methanol;3-hydroxymethylboronic acid;3-(hydroxyMethyl)phenylboronic;3-HydroMethylphenylboronicacid;3-(HYDROXYMETHYL)PHENYLBORONIC ACID;m-(Hydroxymethyl)phenylboronic Acid;3-(HYDROXYMETHYL)BENZENEBORONIC ACID
CBNumber: CB1185434
Molecular Formula: C7H9BO3
Formula Weight: 151.96
MOL File: 87199-15-3.mol

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3-(Hydroxymethyl)phenylboronic acid Property

Melting point:: 95-99 °C (lit.)
Boiling point:: 380.5±44.0 °C(Predicted)
Density: 1.25±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 8.31±0.10(Predicted)
form: powder to crystal
color: White to Almost white
Water Solubility: Soluble in water.
BRN: 8832019
InChI: InChI=1S/C7H9BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9-11H,5H2
InChIKey: HGTDLKXUWVKLQX-UHFFFAOYSA-N
SMILES: B(C1=CC=CC(CO)=C1)(O)O
CAS DataBase Reference: 87199-15-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 37/39-26-36-24/25
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29319090

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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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 512834
Product name: 3-(Hydroxymethyl)phenylboronic acid
Packaging: 10g
Price: $314
Updated: 2025/07/31

TCI Chemical

Product number: H1244
Product name: 3-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 1g
Price: $20
Updated: 2025/07/31

TCI Chemical

Product number: H1244
Product name: 3-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 5g
Price: $45
Updated: 2025/07/31

TRC

Product number: H972548
Product name: 3-(Hydroxymethyl)phenylboronic acid
Packaging: 5g
Price: $55
Updated: 2021/12/16

TRC

Product number: H972548
Product name: 3-(Hydroxymethyl)phenylboronic acid
Packaging: 50g
Price: $165
Updated: 2021/12/16

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3-(Hydroxymethyl)phenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

Off-white Cryst

Uses

suzuki reaction

Uses

Reactant used for copper-mediated trifluoromethylation, copper-catalyzed transformations from arylboronic acids in water, Mitsunobu, Suzuki, and amidation reactions with hydroxyphenylamino bromopyrazinecarboxylate. Reactant involved in the synthesis of biologically active molecules including Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling reactions, HIV protease inhibitors with antiviral activity against drug-resistant viruses, Pyrrole derivatives for use as PDE4B inhibitors.

Synthesis

5419-55-6

103978-12-7

87199-15-3

The general procedure for the synthesis of 3-hydroxymethylphenylboronic acid from triisopropyl borate and ((3-bromobenzyl)oxy)(tert-butyl)dimethylsilane is as follows: Example 3B: Synthesis of 3-(hydroxymethyl)phenylboronic acid Example 3A (150 mg, 0.498 mmol) was dissolved in THF (2.49 mL) and the solution was cooled to -78 °C. Under stirring, n-butyllithium (431.1 μL, 0.647 mmol) was slowly added and stirred continuously for 30 hours at this temperature. Subsequently, triisopropyl borate (231 μL, 0.996 mmol) was added and stirring was continued for 20 minutes. After that, the reaction mixture was slowly warmed up to room temperature and stirring was continued for 2.5 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate, washed sequentially with water and brine, then dried with anhydrous sodium sulfate, filtered, and concentrated under vacuum. The resulting crude product was dissolved in HPLC solvent B (90:10:0.1 MeCN:H2O:TFA) and stirred at room temperature for 1 hour. Afterwards, the solution was concentrated in vacuum and purified by preparative liquid chromatography (using an Axia Luna 5μ C18 30×100 mm column with a 10-minute gradient, 20 to 100% B, A = 10:90:0.1 MeCN:H2O:TFA, B = 90:10:0.1 MeCN:H2O:TFA) to give Example 3B (57 mg, yield 75%). 1H NMR (400 MHz, ACETONITRILE-d3) δ ppm: 7.75 (1H, s), 7.67 (1H, d, J = 7.28 Hz), 7.40-7.48 (1H, m), 7.30-7.40 (1H, m), 4.60 (2H, s).

References

[1] Patent: WO2014/201073, 2014, A1. Location in patent: Paragraph 00214
[2] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 1, p. 67 - 72

3-(Hydroxymethyl)phenylboronic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-(Hydroxymethyl)phenylboronic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 3-(Hydroxymethyl)phenylboronic acid 87199-15-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-07

Nanjing Fred Technology Co., Ltd

Product: 3-(Hydroxymethyl)phenylboronic acid 87199-15-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-20

Henan Fengda Chemical Co., Ltd

Product: 3-(Hydroxymethyl)phenylboronic acid 87199-15-3
Price: US $34.00-1.20/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-08

87199-15-3, 3-(Hydroxymethyl)phenylboronic acidRelated Search:

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3-(HYDROXYMETHYL)BENZENEBORONIC ACID

(3-Boronophenyl)methanol

3-Boronobenzyl alcohol

3-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)

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3-(Hydroxymethyl)phenylboronic acid ,98%

3-(HydroxyMethyl)phenylboronic Acid&nbsp

(E)-1-methoxy-2-(2-nitroprop-1-en-1-yl)benzene

3-(hydroxyMethyl)phenylboronic

3-HydroMethylphenylboronicacid

PACR-012

BORONICACID, B-[3-(HYDROXYMETHYL)PHENYL]-

3-Boronobenzyl alcohol, (3-Boronophenyl)methanol

m-(Hydroxymethyl)phenylboronic Acid

3-(Hydroxymethyl) Phenylboronic acid extrapure, 95%

87199-15-3

HOCH2C6H4BOH2

Boronic Acids and Derivatives

Boronic Acids

Aryl

Organometallic Reagents

Boronic Acid

B (Classes of Boron Compounds)

Boronic Acids

Aryl

Organoborons

blocks

BoronicAcids

Boric Acid

Boronic Acid series

Boronic Acids

Boronic Acids and Derivatives