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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29319090
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.
N-Bromosuccinimide Price
- Product number
- 512338
- Product name
- 4-(Hydroxymethyl)phenylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $44.7
- Updated
- 2023/06/20
- Product number
- 512338
- Product name
- 4-(Hydroxymethyl)phenylboronic acid
- Purity
- ≥95%
- Packaging
- 10g
- Price
- $45.3
- Updated
- 2023/06/20
- Product number
- H1204
- Product name
- 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $48
- Updated
- 2025/07/31
- Product number
- H1204
- Product name
- 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $145
- Updated
- 2025/07/31
- Product number
- H1204
- Product name
- 4-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $368
- Updated
- 2025/07/31
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
Preparation Products
4-(Hydroxymethyl)phenylboronic acid Suppliers
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View Lastest Price from 4-(Hydroxymethyl)phenylboronic acid manufacturers
- 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
- 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
- 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