ChemicalBook > CAS DataBase List > 4-(Hydroxymethyl)phenylboronic acid

4-(Hydroxymethyl)phenylboronic acid

Product Name: 4-(Hydroxymethyl)phenylboronic acid
CAS No.: 59016-93-2
Chemical Name: 4-(Hydroxymethyl)phenylboronic acid
Synonyms: AKOS BRN-0115;RARECHEM AH PB 0190;4-Boronobenzyl alcohol;(4-Boronophenyl)methanol;4-(Hydroxymethyl)Phenylboronic;(4-methylolphenyl)boronic acid;4-HydroMethylphenylboronicacid;α-Hydroxy-p-tolueneboronic acid;4-(Hydroxymethyl)phenylboronicaci;(p-HydroxyMethyl)phenylboronic acid
CBNumber: CB5296916
Molecular Formula: C7H9BO3
Formula Weight: 151.96
MOL File: 59016-93-2.mol

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4-(Hydroxymethyl)phenylboronic acid Property

Melting point:: 251-256 °C (lit.)
Boiling point:: 362.0±44.0 °C(Predicted)
Density: 1.25±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Crystalline Powder
pka: 8.53±0.10(Predicted)
color: White to slightly yellow
PH: 4.5 (10g/l, H2O)
Water Solubility: 25 g/L
BRN: 2831413
InChI: InChI=1S/C7H9BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9-11H,5H2
InChIKey: PZRPBPMLSSNFOM-UHFFFAOYSA-N
SMILES: B(C1=CC=C(CO)C=C1)(O)O
CAS DataBase Reference: 59016-93-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 37/39-26-36
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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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: 512338
Product name: 4-(Hydroxymethyl)phenylboronic acid
Purity: ≥95%
Packaging: 1g
Price: $44.7
Updated: 2023/06/20

Sigma-Aldrich

Product number: 512338
Product name: 4-(Hydroxymethyl)phenylboronic acid
Purity: ≥95%
Packaging: 10g
Price: $45.3
Updated: 2023/06/20

TCI Chemical

Product number: H1204
Product name: 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 1g
Price: $48
Updated: 2025/07/31

TCI Chemical

Product number: H1204
Product name: 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 5g
Price: $145
Updated: 2025/07/31

TCI Chemical

Product number: H1204
Product name: 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 25g
Price: $368
Updated: 2025/07/31

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

Chemical Properties

Off-white Cryst

Uses

suzuki reaction

Uses

Reactant involved in the synthesis of biologically active compounds including:

Imidazo[4,5-b]pyrazin-2-ones for use as mTOR kinase inhibitors
Human immunodificiency virus protease inhibitors with activity against resistant viruses

Reactant involved in:

Suzuki coupling reactions
Copper-catalyzed transformation from arylboronic acids in water

Involved in the synthesis of polyurethane containing spindle-type chromophores

Synthesis

87199-17-5

59016-93-2

Sodium borohydride (0.38 g, 11 mmol) was added to a solution of (4-formylphenyl)boronic acid (1.5 g, 11 mmol) in methanol (40 mL) in batches at 0 °C, keeping the temperature at 0 °C and stirring the reaction mixture for 1 hour. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent to give the crude product. The crude product was dissolved in water, cooled to 0-5 °C, and the pH was adjusted to 5 by slowly adding 5% aqueous acetic acid.The precipitated solid was collected by diafiltration and washed with cold water, and dried to give 4-hydroxymethylphenylboronic acid (1.2 g, 80% yield). The product was characterized by 1H NMR (400 MHz, CD3OD): δ 7.72 (d, J=7.2 Hz, 2H), 7.59 (d, J=7.6 Hz, 2H), 7.35-7.30 (m, 2H), 4.60 (s, 2H); Mass Spectrometry (ES+): m/z 542.15,544.35 [M+H]; LCMS retention time: tR = 2.42 min.

References

[1] Patent: WO2015/81280, 2015, A1. Location in patent: Paragraph 00689; 00698; 00699
[2] Patent: US5827887, 1998, A
[3] Dyes and Pigments, 2012, vol. 92, # 3, p. 982 - 987
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 30, p. 5781 - 5788
[5] Patent: US6576789, 2003, B1

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

Raw materials

p-Toluenesulfonic acid Nickel Tetrahydrofuran Ethylene glycol Triisopropyl borate 4-Bromobenzaldehyde n-Butyllithium

Preparation Products

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View Lastest Price from 4-(Hydroxymethyl)phenylboronic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 4-(Hydroxymethyl)phenylboronic acid 59016-93-2
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-12-04

Henan Fengda Chemical Co., Ltd

Product: 4-(Hydroxymethyl)phenylboronic acid 59016-93-2
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

Guangzhou Sunton Biotechnology Co., Ltd.

Product: 4-(Hydroxymethyl)phenylboronic acid 59016-93-2
Price: US $48.00-40.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200tons
Release date: 2021-04-16

59016-93-2, 4-(Hydroxymethyl)phenylboronic acidRelated Search:

Methyl 2-hydroxyethyl cellulose CARBOXYMETHYLCELLULOSE SODIUM SALT methylol cellulose Trimethylolpropane 4-Tolylboronic acid 2-Hydroxyethyl methacrylate 3,5-Dimethylphenylboronic acid Phenylboronic acid Tris(hydroxymethyl)aminomethane 4-Carboxylphenylboronic acid pinacol ester Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (4-BENZYLOXYCARBONYLPHENYL)BORONIC ACID (2-AMINO-4-METHOXYCARBONYLPHENYL)BORONIC ACID HYDROCHLORIDE 3-Ethoxycarbonylphenylboronic acid 4-Carboxy-3-fluorophenylboronic acid 4-ISOPROPOXYCARBONYLPHENYLBORONIC ACID METHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE 3,5-DIFLUORO-4-(HYDROXYMETHYL)PHENYLBORONIC ACID

α-Hydroxy-p-tolueneboronic acid

(4-methylolphenyl)boronic acid

4-(HydroxyMethyl)phenylboronic acid, 95+%

4-(HYDROXYMETHYL)PHENYLBORONIC ACID

4-(HYDROXYMETHYL)BENZENEBORONIC ACID

(4-Boronophenyl)methanol

AKOS BRN-0115

4-(Hydroxymethyl)Phenylboronic

4-Boronobenzyl alcohol

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

(p-HydroxyMethyl)phenylboronic acid

alpha-Hydroxy-p-tolueneboronic acid

B- [4-(HydroxyMethyl)phenyl]boronic acid

4-HydroMethylphenylboronicacid

RARECHEM AH PB 0190

4-(Hydroxylmethyl)phenylboronic acid

4-(Hydroxymethyl)phenylboronic acid,97%

4-(Hydroxymethyl)phenylboronic acid ,98%

4-(HydroxyMethyl)phenylboronic acid, 97% 1GR

4-(HydroxyMethyl)phenylboronic acid, 97% 5GR

4-(Hydroxymethyl pPhenylboronic Acid

4-(Hydroxymethyl)benzeneboronic acid 97+%

4-(Hydroxymethyl)phenylboronicaci

59016-93-2

Boronic Acids

Boronic Acids and Derivatives

Organometallic Reagents

Aryl

blocks

BoronicAcids

Boronic Acid series

B (Classes of Boron Compounds)

Aryl

Organoborons

Substituted Boronic Acids

Boronic acids

Heterocyclic Compounds

Boronic Acid

Boronic Acids

Boronic Acids and Derivatives

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