(4-Formyloxyphenyl)boronic acid
Basic information
- CAS
14047-29-1- Standard SMILES
O=COc1ccc(B(O)O)cc1- InChIKey
JCGNPQHAXBIDLH-UHFFFAOYSA-N- Molecular formula
- C7H7BO4
- Average molar mass
- 165.94 g/mol
- Monoisotopic mass
- 166.0437389
Names & identifiers
- Preferred name
- (4-Formyloxyphenyl)boronic acid
- IUPAC
- (4-formyloxyphenyl)boronic acid
- English name
- 4-Carboxyphenylboronic acid
- Molecular formula
- C7H7BO4
- Molecular weight
- 165.94
Names & synonyms
SCHEMBL12544298AKOS0329497704-BORONOBENZOIC ACID4-CarboxyphenyL4-borono-benzoicaci4-Carboxyphenylboronic4-CARBOXYBENZENEBORONIC ACID4-Carboxyphenylboronic acid, 97% 5GRNSC 221170AURORA 14935AKOS BRN-0008WLN: VHOR DBQQ
Database identifiers
- CAS
14047-29-1- PubChem CID
- 84168
Properties
Computed structural properties
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 142
Physicochemical properties
- Melting point
- 220 °C · 220 °C (dec.) (lit.)
- Boiling point
- 406.4 · 406.4±47.0 °C(Predicted)
- Density
- 1.4 · 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 · 4.08±0.10(Predicted)
- form
- Powder
- color
- Off-white to light beige
- BRN
- 3031088 · 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 · 14047-29-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 T11DYK · XQQ1T11DYK
- UNSPSC Code
- 12352103 · 12352103
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
- tsca
- No
- rtecs
- CY8925000
- hs_code
- 29319090
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 37/39-26-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H303-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Applications
Description4-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.
Usessuzuki reaction
Uses4-Carboxyphenylboronic acid is a reagent used in suzuki coupling reactions.
UsesIntermediates of Liquid Crystals
Upstream & downstream products
Downstream products
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