Identification | More | [Name]
4-Carboxyphenylboronic acid | [CAS]
14047-29-1 | [Synonyms]
4-BORONOBENZOIC ACID 4-CARBOXYBENZENEBORONIC ACID 4-CARBOXYPHENYLBORONIC ACID 4-(DIHYDROXYBORANE)BENZOIC ACID 4-(DIHYDROXYBORYL)BENZOIC ACID AKOS BRN-0008 AURORA 14935 IFLAB-BB F1371-0202 OTAVA-BB BB7110951390 P-CARBOXYPHENYLBORONIC ACID RARECHEM AH PB 0147 TIMTEC-BB SBB003899 ZERENEX ZX001647 4-borono-benzoicaci p-borono-benzoicaci p-boronobenzoicacid p-carboxy-benzeneboronicaci p-carboxybenzeneboronicacid 4-(Dihydroxyboronyl)benzoic acid 4-Carboxypenylboronic Acid | [EINECS(EC#)]
604-189-6 | [Molecular Formula]
C7H7BO4 | [MDL Number]
MFCD00151801 | [Molecular Weight]
165.94 | [MOL File]
14047-29-1.mol |
Chemical Properties | Back Directory | [Appearance]
Off-white to light beige powder | [Melting point ]
220 °C (dec.) (lit.) | [Boiling point ]
406.4±47.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Powder | [pka]
4.08±0.10(Predicted) | [color ]
Off-white to light beige | [Usage]
Intermediates of Liquid Crystals | [Detection Methods]
HPLC,NMR | [BRN ]
3031088 | [InChIKey]
SIAVMDKGVRXFAX-UHFFFAOYSA-N | [CAS DataBase Reference]
14047-29-1(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
CY8925000
| [Hazard Note ]
Irritant | [TSCA ]
No | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
Questions And Answer | Back Directory | [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]
- 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.
- Vollmueller, Frank, et al. "Cyclization of 4-carboxyphenylboronic acid with hydrazide derivative; hydrolysis; catalytic esterification." US, US 6197967 B1. 2001.
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