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Phenylboronic acid

CAS No.
98-80-6
Chemical Name:
Phenylboronic acid
Synonyms
BENZENEBORONIC ACID;phenyboronic;PHENYLBORIC ACID;Phenylboronic acid D5;CAS:98-80-6;phenyl-boronicaci;Phenylboranic acid;BORONIC ACID, PHENYL-;Phenylboronic Acid (contains varying amounts of Anhydride);t-500
CBNumber:
CB5323625
Molecular Formula:
C6H7BO2
Molecular Weight:
121.93
MDL Number:
MFCD00002103
MOL File:
98-80-6.mol
MSDS File:
SDS
Last updated:2024-03-27 14:23:05

Phenylboronic acid Properties

Melting point 216-219 °C(lit.)
Boiling point 265.9±23.0 °C(Predicted)
Density 1.13±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder
pka 8.83(at 25℃)
color White to off-white
Water Solubility 10 g/L (20 ºC)
Sensitive Hygroscopic
Merck 14,1068
BRN 970972
Stability Hygroscopic
InChIKey HXITXNWTGFUOAU-UHFFFAOYSA-N
CAS DataBase Reference 98-80-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII L12H7B02G5
EPA Substance Registry System Boronic acid, phenyl- (98-80-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn,Xi,N
Risk Statements  22-36/37/38-20/21/22
Safety Statements  22-24/25-36/37/39-26-36
WGK Germany  3
RTECS  CY8575000
Hazard Note  Harmful
TSCA  Yes
HazardClass  IRRITANT, MOISTURE SENSITIVE
HS Code  29310095
Toxicity LD50 orl-rat: 740 mg/kg 14KTAK -,693,64
NFPA 704
1
2 0

Phenylboronic acid price More Price(56)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 78181 Phenylboronic acid purum, ≥97.0% (HPLC) 98-80-6 1g $55.7 2024-03-01 Buy
Sigma-Aldrich 78181 Phenylboronic acid purum, ≥97.0% (HPLC) 98-80-6 10g $87.9 2024-03-01 Buy
TCI Chemical B0857 Phenylboronic Acid (contains varying amounts of Anhydride) 98-80-6 5g $17 2024-03-01 Buy
TCI Chemical B0857 Phenylboronic Acid (contains varying amounts of Anhydride) 98-80-6 25g $44 2024-03-01 Buy
Alfa Aesar A14257 Benzeneboronic acid, 98+% 98-80-6 10g $40.9 2024-03-01 Buy
Product number Packaging Price Buy
78181 1g $55.7 Buy
78181 10g $87.9 Buy
B0857 5g $17 Buy
B0857 25g $44 Buy
A14257 10g $40.9 Buy

Phenylboronic acid Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powder. Insoluble in water and benzene, easily soluble in ether and methanol. When exposed to air or under heating conditions, it is easy to dehydrate and form a three-molecular polymer.

Uses

Phenylboronic acid and its derivatives form complexes with polyol compounds such as saccharides and poly(vinyl alcohol) (PVA). Glucose-sensitive hydrogels can be prepared by using phenylhoronic acid as a ligand for target glucose. For example. a copolymer with phenylboronic acid moieties was synthesized by copolymerization of 4V-vinyl-2-pyrrolidone (NVP) and 3-(acryl- amide)phcnylhoronic acid (PBA). The complexes between the NVP-PBA copolymer and PVA enable us to construct glucose-sensitive insulin release systems because the complexes dissociated in response to the glucose concentration.
This phenylboronic acid is soluble in water and the coupling reaction can even be carried out in water. It is compatible with many organic substituents such as esters, ketones, alcohols, etc. which would prohibit the use of Grignard reagents in coupling reactions.

Uses

Phenylboronic Acid is a compound used in organic synthesis of various pharmaceutical goods.
Phenylboronic acid (PBA) and its derivatives can bind sugars and other diol compounds to form cyclic boronate esters. These esters bear negative charges. Due to this reaction, sugars can be detected by means of electrochemical and optical techniques.
PBA modified electrodes have been constructed as reagentless electrochemical sensors. There, PBA is absorbed on the electrode surface either as a self- assembled monolayer film ore a polymer thin film. Basically, for optical detection techniques for the detection of sugars, PBA is modified with a chromophore that should change its properties on reaction with a sugar.
Reaction of Phenylboronic acid with a sugar
Reaction of Phenylboronic acid with a sugar

Uses

Reagent used for• ;Rhodium-catalyzed intramolecular amination1 • ;Pd-catalyzed direct arylation2 • ;Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles3 • ;Palladium-catalyzed stereoselective Heck-type reaction4 • ;Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water5 Reagent used in Preparation of• ;Ni(II) pincer complex and Pd(II) pyridoxal hydrazone metallacycles as catalysts for the Suzuki-Miyaura cross-coupling reactions6,7• ;N-type polymers for all-polymer solar cells8 •

Definition

ChEBI: Phenylboronic acid is a member of boronic acids. It is functionally related to a boronic acid.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 4, p. 68, 1963
The Journal of Organic Chemistry, 49, p. 5237, 1984 DOI: 10.1021/jo00200a045

General Description

Phenylboronic acid (PBA) is an organoboronic acid. It behaves as a molecular receptor that can attach to compounds containing cis-diol group. Microwave-assisted Suzuki coupling of aryl chlorides with phenylboronic acid in the presence of Pd/C (catalyst) and water (solvent) has been described. Palladium-catalyzed cross-coupling reaction of phenylboronicacid with haloarenes to afford biaryls has been reported.

Safety Profile

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Mildly toxic by skin contact. When heated to decomposition it emitsacrid smoke and irritating fumes.

556-97-8
17057-88-4
98-80-6
Synthesis of Phenylboronic acid from 5-Chloro-1,3-xylene
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View Lastest Price from Phenylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phenylboronic acid pictures 2024-03-29 Phenylboronic acid
98-80-6
US $0.00 / Kg/Drum 1KG 99% 200mt/year Jinan Finer Chemical Co., Ltd
phenyl-boronicaci pictures 2024-03-27 phenyl-boronicaci
98-80-6
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Phenylboronic acid pictures 2024-02-23 Phenylboronic acid
98-80-6
US $130.00-480.00 / g 100g 0.99 100kg Shanghai UCHEM Inc.
phenyldihydroxyborane t-500 usafbo-2 Benzenboronic acid Phenylboric Acid: (Benzeneboronic acid) Phenylboronic acid, May contain varying amounts of anhydride, 97% Phenylboronic acid, may contain varying amounts of anhydride, 98+% phenylboronic acid(SALTDATA: H2O) Phenylboronic acid, 98+%, May contain varying aMounts of anhydride Phenylboronic acid, 98+% 10GR Phenylboronic acid, 98+% 50GR NSC 66487 Phenylboronic acid, min. 97% BENZENEBORONIC ACID; PHENYLBORON DIHYDROXIDE Phenylboronic Acid (95%) BIO-FARMA BF001405 BENZENEBORONIC ACID/ANHYDRIDE DIHYDROXYPHENYLBORANE AKOS BRN-0133 RARECHEM AH PB 0250 PHENYLBORON DIHYDROXIDE PHENYLBORONIC ACID Phenyboronic acid Benzenebcronic acid Benzenebcronic acid Phenyboronic acid Phenylboronic Acid (PBA) PhenylboricAcid>95% Benzeneboronic acid (may contain anhydride), 98% Benzeneboronicacid,98+% Phenylboronic acid, 98+% Phenylboronic acid C6H5B(OH)2 Phenylboronicacid,min.97% Phenylboronic acid puruM, >=97.0% (HPLC) Phenylboronic acid SynonyMs Benzeneboronic acid Phenylboronic acid Benzeneboronic acid acidephenylborique borophenylicacid kyselinafenylborita Phenylbronicacid cas 98-80-6 Phenylboronic acid fiona Boronic acid,pheny [phenyl-U-14C6]phenylboronic acid Phenylboronic acid,99% Boronic acid, B-phenyl- Perampanel Impurity 2 Diazepam - In house Impurity (Phenylboronic Acid) Raw Material 98-80-6 Phenylboronic acid Phenylboronic Acid extrapure, 95% 97.0 - 117.0 % phenyboronic phenyl-boronicaci Phenylboronic Acid (contains varying amounts of Anhydride) Phenylboranic acid BORONIC ACID, PHENYL- BENZENEBORONIC ACID PHENYLBORIC ACID CAS:98-80-6 Phenylboronic acid D5