4-(Dimethylamino)phenylboronic acid
- Product Name
- 4-(Dimethylamino)phenylboronic acid
- CAS No.
- 28611-39-4
- Chemical Name
- 4-(Dimethylamino)phenylboronic acid
- Synonyms
- 4-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID;AKOS BRN-0094;RARECHEM AH PB 0156;4-dimethylaminobenzene borate;4-N,N-Dimethylphenylboronic acid;4-(N,N-DiMethylaMino)phenylbor. ac;4-DIMENTHYLAMINOPHENYLBORONIC ACID;4-(dimethylamino)phenyl]boronicaci;[4-(Dimethylamino)phenyl]boric acid;4-(DIMETHYLAMINO)PHENYLBORONIC ACID
- CBNumber
- CB9853430
- Molecular Formula
- C8H12BNO2
- Formula Weight
- 165
- MOL File
- 28611-39-4.mol
4-(Dimethylamino)phenylboronic acid Property
- Melting point:
- 227 °C(lit.)
- Boiling point:
- 329.9±44.0 °C(Predicted)
- Density
- 1.12±0.1 g/cm3(Predicted)
- storage temp.
- 0-6°C
- pka
- 8.78±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to green-gray or blue-gray
- Water Solubility
- Sparingly soluble in water. (~2.5%)
- InChI
- InChI=1S/C8H12BNO2/c1-10(2)8-5-3-7(4-6-8)9(11)12/h3-6,11-12H,1-2H3
- InChIKey
- RIIPFHVHLXPMHQ-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(N(C)C)C=C1)(O)O
- CAS DataBase Reference
- 28611-39-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- IRRITANT, AIR SENSITIVE, KEEP COLD
- 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.
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
- D4428
- Product name
- 4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $118
- Updated
- 2025/07/31
- Product number
- D4428
- Product name
- 4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $356
- Updated
- 2025/07/31
- Product number
- D492330
- Product name
- 4-(Dimethylamino)phenylboronic acid
- Packaging
- 5g
- Price
- $195
- Updated
- 2021/12/16
- Product number
- D492330
- Product name
- 4-(Dimethylamino)phenylboronic acid
- Packaging
- 10g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- 40188
- Product name
- 4-(Dimethylamino)phenylboronicacid,97-105%(Assaybytitration)
- Purity
- 97-105%(Assaybytitration)
- Packaging
- 1G
- Price
- $38.44
- Updated
- 2021/12/16
4-(Dimethylamino)phenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to green-grey or blue-grey crystalline
Uses
suzuki reaction
Uses
4-(Dimethylamino)phenylboronic Acid can be used as reactant/reagent in preparation of biaryls via palladium-catalyzed Suzuki-Miyaura coupling of nitroarenes with boronic acids.
Synthesis
121-43-7
586-77-6
28611-39-4
Under argon protection, 20 g (100 mmol) of 4-bromo-N,N-dimethylaniline was dissolved in 400 mL of anhydrous tetrahydrofuran and the mixture was cooled to -40°C. The reaction was carried out with the aid of a liquid solution of 1.6 M n-butyllithium in hexane. Subsequently, 63 mL (100 mmol) of a hexane solution of 1.6 M n-butyllithium was slowly added dropwise, stirring was maintained and the reaction mixture was gradually warmed to 0 °C for 1 hour. The reaction mixture was again cooled to -78 °C and 50 mL of anhydrous tetrahydrofuran was added. A solution containing 26 g (250 mmol) of trimethyl borate was added dropwise, followed by raising the reaction mixture to room temperature and stirring for 5 hours. After completion of the reaction, 200 mL of 1 N hydrochloric acid solution was added and stirred for 1 h. The aqueous layer was separated and discarded. The organic layer was dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. The resulting solid was washed with toluene to afford 12.38 g (75 mmol) of the target product 4-(N,N-dimethylamino)phenylboronic acid in 75% yield.
References
[1] Patent: CN108276337, 2018, A. Location in patent: Paragraph 0057; 0058; 0059
4-(Dimethylamino)phenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-(Dimethylamino)phenylboronic acid manufacturers
- Product
- 4-(Dimethylamino)phenylboronic acid 28611-39-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2018-08-06