4-Formylphenylboronic acid
4-Formylphenylboronic acid Basic information
- Product Name:
- 4-Formylphenylboronic acid
- Synonyms:
-
- RARECHEM AH PB 0193
- TIMTEC-BB SBB004077
- P-FORMYLPHENYLBORONIC ACID
- AKOS BRN-0111
- 4-FORMYLBENZENEBORONIC ACID
- 4-FORMYLPHENYLBORONIC ACID
- 4-BORONOBENZALDEHYDE
- 4-(Dihydroxyboryl)benzaldehyde, 4-Boronobenzaldehyde
- CAS:
- 87199-17-5
- MF:
- C7H7BO3
- MW:
- 149.94
- EINECS:
- 438-670-5
- Product Categories:
-
- Substituted Boronic Acids
- Boron, Nitrile, Thio,& TM-Cpds
- ALDEHYDE
- Aldehydes
- blocks
- Carbonyl Compounds
- BoronicAcids
- Boronic Acid series
- Boronic Acid
- Aryl
- Organoborons
- B (Classes of Boron Compounds)
- CHIRAL CHEMICALS
- Boronic Acids & Esters
- pharmacetical
- Boronic Acids & Esters
- Phenyls & Phenyl-Het
- Boronic acids
- Phenyls & Phenyl-Het
- Boronate Ester
- Potassium Trifluoroborate
- 87199-17-5
- Mol File:
- 87199-17-5.mol
4-Formylphenylboronic acid Chemical Properties
- Melting point:
- 237-242 °C (lit.)
- Boiling point:
- 347.6±44.0 °C(Predicted)
- Density
- 1.24±0.1 g/cm3(Predicted)
- vapor pressure
- 0Pa at 25℃
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- <10g/l
- form
- Liquid
- pka
- 7.34±0.10(Predicted)
- color
- Clear colorless to yellow-orange
- PH
- 5.5 (1g/l, H2O, 20℃)
- Water Solubility
- Slightly Soluble in water.
- Sensitive
- Air Sensitive
- BRN
- 3030770
- InChIKey
- VXWBQOJISHAKKM-UHFFFAOYSA-N
- LogP
- 1.36 at 20℃
- CAS DataBase Reference
- 87199-17-5(CAS DataBase Reference)
- EPA Substance Registry System
- Boronic acid, (4-formylphenyl)- (87199-17-5)
Safety Information
- Hazard Codes
- C,Xi
- Risk Statements
- 34-36/37/38
- Safety Statements
- 22-26-36/37/39-45-37/39-36
- RIDADR
- UN 1759 8/PG 3
- WGK Germany
- 3
- F
- 10
- Hazard Note
- Irritant
- TSCA
- T
- HazardClass
- IRRITANT, AIR SENSITIVE
- HS Code
- 29163990
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
4-Formylphenylboronic acid Usage And Synthesis
Chemical Properties
white to light yellow crystal powder
Uses
suzuki reaction
Uses
4-Formylbenzeneboronic acid acts as a reagent used for Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids, triethylamine-catalyzed three-component Hantzsch condensations, copper-catalyzed nitrations, oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta, palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides, palladium-catalyzed aerobic oxidative cross-coupling reactions. It acts as a reagent used in preparation of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells, a novel protein synthesis inhibitor active against Gram-positive bacteria.
Uses
4-Formylphenylboronic acid is a substrate for Suzuki cross-coupling reactions and it can be used as a reagent for:
- Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.
- Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides.
- Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
- Triethylamine-catalyzed three-component Hantzsch condensations.
- Copper-catalyzed nitrations.
- Oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta.
- Palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides.
- Palladium-catalyzed aerobic oxidative cross-coupling reactions.
- The synthesis of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells.
- The synthesis of a novel protein synthesis inhibitor active against Gram-positive bacteria.
- The Suzuki aryl-aryl coupling of the upper rim of hexahomotrioxacalix[3]arene.
- A rhodium-catalyzed cyclization, converting 1,5-enynes to cyclopentenes and spiro-cyclopentenes.
Flammability and Explosibility
Not classified
Synthesis
Potassium phenyltrifluoroborate (184 mg, 1.00 mmol) was added to a solution of iron trichloride (185 mg, 1.10 mmol) in 3 mL of 1:1 THF/water. The mixture was stirred at room temperature for 30 min. The reaction mixture was then passed through a short column containing neutral absorption alumina. The alumina was then washed with a mixture of ethyl acetate/hexanes (2:1) to obtain 4-Formylphenylboronic acid (105 mg, 86%). [The boronic acid products can also be isolated by simple extraction techniques.]
4-Formylphenylboronic acid Preparation Products And Raw materials
Preparation Products
Raw materials
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4-Formylphenylboronic acid(87199-17-5)Related Product Information
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