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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
Molecular Weight:
165
MDL Number:
MFCD01074642
MOL File:
28611-39-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:19:08

4-(Dimethylamino)phenylboronic acid Properties

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)
UNSPSC Code 12352103

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280a-P304+P340-P405-P501a-P261-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

4-(Dimethylamino)phenylboronic acid price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical D4428 4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride) 28611-39-4 1g $103 2026-04-30 Buy
TCI Chemical D4428 4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride) 28611-39-4 5g $310 2026-04-30 Buy
Biosynth FD157710 4-(Dimethylamino)phenylboronic acid 28611-39-4 25g $900 2026-06-04 Buy
Biosynth FD157710 4-(Dimethylamino)phenylboronic acid 28611-39-4 10g $900 2026-06-04 Buy
Apolloscientific OR7205 4-(Dimethylamino)benzeneboronic acid 97% 28611-39-4 1g $69 2026-06-04 Buy
Product number Packaging Price Buy
D4428 1g $103 Buy
D4428 5g $310 Buy
FD157710 25g $900 Buy
FD157710 10g $900 Buy
OR7205 1g $69 Buy

4-(Dimethylamino)phenylboronic acid Chemical Properties,Uses,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

Trimethyl borate

121-43-7

4-Bromo-N,N-dimethylaniline

586-77-6

4-(Dimethylamino)phenylboronic acid

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-(Dimethylamino)phenylboronic acid pictures 2019-07-06 4-(Dimethylamino)phenylboronic acid
28611-39-4
$1.00 1KG 99% 1ton Career Henan Chemical Co
4-(DiMethylaMino)phenylboronic acid >=95.0% [4-(Dimethylamino)phenyl]boric acid [4-(Dimethylamino)phenyl-1-yl]boronic acid 4-N,N-Dimethylphenylboronic acid p-(Dimethylamino)-benzeneboronic acid 4-(N,N-DiMethylaMino)phenylbor. ac 4-(DiMethylaMino)phenylboronic Acid (contains varying aMounts of Anhydride) 4-(N,N-DIMETHYLAMINO)BENZENEBORONIC ACID 4-(DIMETHYLAMINO)PHENYLBORONIC ACID 4-DIMETHYLAMINOPHENYLBORONIC ACID HCL 4-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID AKOS BRN-0094 RARECHEM AH PB 0156 4-DIMENTHYLAMINOPHENYLBORONIC ACID 4-Dimethylaminophenylboronicacidhydrochloride 4-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID 97% 4-(Dimethylamino)benzeneboronic acid 4-(N,N-Dimethylamino)phenylboronic acid,98% 4-(N,N-Dimethylamino)phenylboronic acidhydrochloride 4-(N,N-DiMethylaMino)phenylboronic acid, 98% 500MG 4-dimethylaminobenzene borate Boronic acid, B-[4-(dimethylamino)phenyl]- 4-(dimethylamino)phenyl]boronicaci (4-(dimethylamino)phenyl)boronic acid - [D2860] 28611-39-4 C8H12BNO2 C8H12NO2B CH32NC6H4BOH2 Organometallic Reagents Aryl Boronic Acids and Derivatives Boronic Acids Boronate Ester Potassium Trifluoroborate Boronic Acids Aryl Organoborons Boronic Acids Boronic Acids and Derivatives Boronic Acid