3-Dimethylaminophenylboronic acid

Product Name: 3-Dimethylaminophenylboronic acid
CAS No.: 178752-79-9
Chemical Name: 3-Dimethylaminophenylboronic acid
Synonyms: AKOS BRN-0450;3-(N,N-DimethyL;3-(Dimethylamino)Phenylboronic;3-(DIMETHYLAMINO)PHENYLBORONIC ACID;3-(DIMETHYLAMINO)BENZENEBORONIC ACID;3-DIMETHYLAMINOPHENYLBORONIC ACID HCL;3-(N,N-Dimethylamino)phenylboronicaci;3-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID;B-[3-(DiMethylaMino)phenyl]boronic Acid;3-(Dimethylamino)benzeneboronic acid 96%
CBNumber: CB1220410
Molecular Formula: C8H12BNO2
Formula Weight: 165
MOL File: 178752-79-9.mol

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3-Dimethylaminophenylboronic acid Property

Melting point:: 191-193°C
Boiling point:: 344.0±44.0 °C(Predicted)
Density: 1.12±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 8.54±0.10(Predicted)
color: Pale Green to Pale Grey
InChI: InChI=1S/C8H12BNO2/c1-10(2)8-5-3-4-7(6-8)9(11)12/h3-6,11-12H,1-2H3
InChIKey: YZQQHZXHCXAJAV-UHFFFAOYSA-N
SMILES: B(C1=CC=CC(N(C)C)=C1)(O)O
CAS DataBase Reference: 178752-79-9(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
RIDADR: UN 3335
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29319090
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 680532
Product name: 3-(N,N-Dimethylamino)phenylboronic acid
Purity: ≥95%
Packaging: 10g
Price: $796
Updated: 2023/06/20

Sigma-Aldrich

Product number: 680532
Product name: 3-(N,N-Dimethylamino)phenylboronic acid
Purity: ≥95%
Packaging: 1g
Price: $82
Updated: 2023/01/07

TRC

Product number: D461625
Product name: 3-(N,N-Dimethylamino)phenylboronic acid
Packaging: 5g
Price: $135
Updated: 2021/12/16

Synthonix

Product number: D2852
Product name: 3-(N,N-Dimethylamino)phenylboronic acid
Purity: 95%
Packaging: 1g
Price: $20
Updated: 2021/12/16

Matrix Scientific

Product number: 009784
Product name: 3-(N,N-Dimethylamino)phenylboronic acid
Purity: 97%
Packaging: 500mg
Price: $30
Updated: 2021/12/16

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3-Dimethylaminophenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

Reactant involved in synthesis of different protein effector including:

Modulators of survival motor neuron protein
Glucokinase activators
Aryl ethers for use as Bacillus anthracis enoyl-ACP reductase inhibitors

Reactant involved in synthesis of:

Thiourea-functionalized paracyclophanes
Low-background fluorescent imaging agents for nitric oxide

Reactant to undergo regioselective iodination and bromination

Uses

3-Dimethylaminophenylboronic acid, HCl

General Description

May contain varying amounts of anhydride

Synthesis

16518-62-0

178752-79-9

The general procedure for the synthesis of 3-(N,N-dimethylamino)phenylboronic acid from 3-bromo-N,N-dimethylaniline was as follows: 3-bromo-N,N-dimethylaniline (500 mg, 2.50 mmol) was dissolved in tetrahydrofuran (THF, 8 mL) and the solution was cooled to -78 °C. At -78 °C, n-butyllithium (1.6 M in hexane, 1.56 mL, 3.75 mmol) was slowly added dropwise, and after the drop was completed, the reaction mixture continued to be stirred for 5 min by maintaining this temperature. Subsequently, trimethyl borate (1.11 mL, 10.0 mmol) was added and stirred at -78 °C for 1 h, followed by a slow warming to -20 °C over 20 min. 2 M hydrochloric acid (3 mL) was added and after stirring for 5 min, the reaction mixture was neutralized with saturated sodium bicarbonate (NaHCO3) solution. The mixture was extracted with ethyl acetate (3 × 10 mL), the organic phases were combined, and the crude product was concentrated under reduced pressure. Purification by silica gel fast column chromatography with acetone/dichloromethane (1:1, v/v) as eluent gave the target product 3-(N,N-dimethylamino)phenylboronic acid (251 mg, 61% yield).

References

[1] Patent: US2006/270686, 2006, A1. Location in patent: Page/Page column 26
[2] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 68
[3] Journal of the American Chemical Society, 2012, vol. 134, # 28, p. 11667 - 11673
[4] Organic Letters, 2012, vol. 14, # 18, p. 4814 - 4817,4

3-Dimethylaminophenylboronic acid Preparation Products And Raw materials

Raw materials

Trimethyl borate Acetonitrile Ethanol Potassium hydroxide Sodium sulfate Formaldehyde Diethyl ether Ethyl acetate Triisopropyl borate Acetic acid Sodium cyanoborohydride 3-Bromoaniline PETROLEUM ETHER n-Butyllithium

Preparation Products

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3-Dimethylaminophenylboronic acid Suppliers

Canada 1 China 105 France 1 Germany 5 India 2 Russia 1 Switzerland 1 Ukraine 1 United Kingdom 7 United States 28 Global 152

Atop Bio-Tech (Tianjin) Co., Ltd. (Atop)

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View Lastest Price from 3-Dimethylaminophenylboronic acid manufacturers

Shanghai UCHEM Inc.

Product: 3-Dimethylaminophenylboronic acid 178752-79-9
Price: US $98.00-343.00/g
Min. Order: 5g
Purity: 0.97
Supply Ability: 25kg
Release date: 2023-12-14

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-Dimethylaminophenylboronic acid 178752-79-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: 3-Dimethylaminophenylboronic acid 178752-79-9
Price: US $2.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100g , 1kg, 5kg , 50kg
Release date: 2020-01-07

178752-79-9, 3-Dimethylaminophenylboronic acidRelated Search:

Stearic acid Folic acid Ethyl 2-(Chlorosulfonyl)acetate N,N-Dimethyl-1,4-phenylenediamine 4-Aminophenylboronic acid 3,5-Dimethylbenzoic acid 3-Dimethylaminopropylamine Phenylboronic acid 3,5-Dimethylphenylboronic acid 1,3-Bis(isocyanatomethyl)benzene 3-Aminobenzeneboronic acid Citric acid Ascoric Acid 2,5-Dimethylphenylboronic acid 3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER 4-(N,N-DIMETHYLAMINO)BENZENEBORONIC ACID,4-(Dimethylamino)benzeneboronic acid 3-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER 1-[3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE

AKOS BRN-0450

3-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID

3-(DIMETHYLAMINO)BENZENEBORONIC ACID

3-(DIMETHYLAMINO)PHENYLBORONIC ACID

3-DIMETHYLAMINOPHENYLBORONIC ACID HCL

3-(Dimethylamino)Phenylboronic

REF DUPL: 3-(N,N-Dimethylamino)phenylboronic acid

3-Dimethylaminophenylboronic acid hydrochloride

B-[3-(DiMethylaMino)phenyl]boronic Acid

3-Borono-N,N-dimethylaniline, N-(3-Boronophenyl)dimethylamine

3-(N,N-Dimethylamino)phenylboronic Acid(contains varying amounts of Anhydride)

3-(N,N-DiMethylaMino)phenylboronic acid >=95%

3-(Dimethylamino)benzeneboronic acid 96%

3-(DIMETHYLAMINO)PHENYL]-BORONIC ACID，≥95%

3-(N,N-DimethyL

Boronic acid, B-[3-(dimethylamino)phenyl]-

3-(N,N-Dimethylamino)phenylboronicaci

3-(<i>N</i>,<i>N</i>-Dimethylamino)phenylboronic acid

3-(N,N-Dimethylamino)phenylboronic acid - [D2852]

178752-79-9

C8H11BNO4

C8H13BClNO2

Boronic Acids

Boronic Acids and Derivatives

Aryl

Organometallic Reagents

Boronate Ester

Potassium Trifluoroborate

Amines

Aroamtics

Amino

Aryl

Organoborons

Boron Derivatives

Boronic acids

API intermediates

Boronic Acid

Boronic Acids

Boronic Acids and Derivatives