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Phenylboronic acid

Product Name
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
Formula Weight
121.93
MOL File
98-80-6.mol
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Phenylboronic acid Property

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)
EPA Substance Registry System
Boronic acid, phenyl- (98-80-6)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

Characteristics

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.

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.

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View Lastest Price from Phenylboronic acid manufacturers

Jinan Finer Chemical Co., Ltd
Product
Phenylboronic acid 98-80-6
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
200mt/year
Release date
2021-07-27
Hebei Longbang Technology Co., Ltd
Product
Phenylboronic acid 98-80-6
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-05-10
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Phenylboronic acid 98-80-6
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-17

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