4-Carboxyphenylboronic acid Chemical Properties

Melting point:

220 °C (dec.) (lit.)

Boiling point:

406.4±47.0 °C(Predicted)

Density 

1.40±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

pka

4.08±0.10(Predicted)

form 

Powder

color 

Off-white to light beige

BRN 

3031088

InChI

InChI=1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)

InChIKey

SIAVMDKGVRXFAX-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(B(O)O)C=C1

CAS DataBase Reference

14047-29-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

37/39-26-36

WGK Germany 

2

RTECS 

CY8925000

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

• Language:English Provider:4-Boronobenzoic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Carboxyphenylboronic acid Usage And Synthesis

Description

4-Carboxyphenylboronic acid is a highly versatile reagent. It is a reagent used in various reactions including condensation reactions with stabilizer chains at the surface of polystyrene latex, Suzuki coupling reactions, esterification, derivatization of polyvinylamine, synthesis of isotopically labeled mercury and functionalization of poly-SiNW for detection of dopamine. It is reagents used for Suzuki-Miyaura cross-coupling, induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperature. It is reagents used for the preparation of isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation, amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors, phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex, glucose sensitive boronic acid-bearing block copolymers, trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark. It can also be used as a corrosion inhibitor for steel.

Reference

1. Nam, N. D., et al. "A study of 4-carboxyphenylboronic acid as a corrosion inhibitor for steel in carbon dioxide containing environments." Corrosion Science 76.10(2013):257-266.
2. Vollmueller, Frank, et al. "Cyclization of 4-carboxyphenylboronic acid with hydrazide derivative; hydrolysis; catalytic esterification." US, US 6197967 B1. 2001.

Chemical Properties

Off-white to light beige powder

Uses

suzuki reaction

Uses

4-Carboxyphenylboronic acid is a reagent used in suzuki coupling reactions.

Uses

Intermediates of Liquid Crystals

4-Carboxyphenylboronic acid(14047-29-1)Related Product Information

• Phenylboronic acid
• 2-Carboxybenzaldehyde
• Homophthalic acid
• 4-CARBOXY-2-NITROPHENYLBORONIC ACID
• 4-tert-Butylphenylboronic acid
• 4-tert-Butylphenylhydrazine hydrochloride
• Allylacetic acid
• 3-Carboxyphenylboronic acid
• 4-Hydroxyphenylboronic acid
• Carboxy styrene-butadiene latex
• 4-Ethoxycarbonyl-2-nitrophenylboronic acid
• 4-Carboxynaphthalene-1-boronic acid
• 3-Ethoxycarbonylphenylboronic acid
• 4-Carboxy-3-fluorophenylboronic acid
• 4-BENZOYLBENZENEBORONIC ACID
• (2-AMINO-4-METHOXYCARBONYLPHENYL)BORONIC ACID HYDROCHLORIDE
• (4-BENZYLOXYCARBONYLPHENYL)BORONIC ACID
• 4-ISOPROPOXYCARBONYLPHENYLBORONIC ACID