ChemicalBook >> CAS DataBase List >>4-Formylphenylboronic acid

4-Formylphenylboronic acid

CAS No.
87199-17-5
Chemical Name:
4-Formylphenylboronic acid
Synonyms
FPBA;4-FORMYLBENZENEBORONIC ACID;AKOS BRN-0111;TIMTEC-BB SBB004077;RARECHEM AH PB 0193;4-Formylphenylboroni;4-Formylboronic acid;4-BORONOBENZALDEHYDE;Metoprolol Impurity 34;4-Formylpenylboronic Acid
CBNumber:
CB1491072
Molecular Formula:
C7H7BO3
Molecular Weight:
149.94
MDL Number:
MFCD00151823
MOL File:
87199-17-5.mol
MSDS File:
SDS
Last updated:2024-04-16 14:59:45

4-Formylphenylboronic acid 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)
FDA UNII Z4V1TO2DWR
EPA Substance Registry System Boronic acid, (4-formylphenyl)- (87199-17-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P362+P364
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
10
Hazard Note  Irritant
TSCA  T
HazardClass  IRRITANT, AIR SENSITIVE
HS Code  29163990
NFPA 704
0
2 0

4-Formylphenylboronic acid price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 431966 4-Formylphenylboronic acid ≥95.0% 87199-17-5 1g $35.4 2024-03-01 Buy
Sigma-Aldrich 431966 4-Formylphenylboronic acid ≥95.0% 87199-17-5 5g $117 2024-03-01 Buy
TCI Chemical F0446 4-Formylphenylboronic Acid (contains varying amounts of Anhydride) 87199-17-5 1g $28 2024-03-01 Buy
TCI Chemical F0446 4-Formylphenylboronic Acid (contains varying amounts of Anhydride) 87199-17-5 5g $77 2024-03-01 Buy
Alfa Aesar B25199 4-Formylbenzeneboronic acid, 97% 87199-17-5 1g $33.65 2024-03-01 Buy
Product number Packaging Price Buy
431966 1g $35.4 Buy
431966 5g $117 Buy
F0446 1g $28 Buy
F0446 5g $77 Buy
B25199 1g $33.65 Buy

4-Formylphenylboronic acid Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powder

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.

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

suzuki reaction

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.]

186497-79-0
87199-17-5
Synthesis of 4-Formylphenylboronic acid from Boronic acid, [4-(2-propenyl)phenyl]-
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View Lastest Price from 4-Formylphenylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Formylphenylboronic acid pictures 2024-04-16 4-Formylphenylboronic acid
87199-17-5
US $6.00 / KG 1KG 99% 2000KG/MONTH Hebei Saisier Technology Co., LTD
4-Formylphenylboronic acid pictures 2024-04-08 4-Formylphenylboronic acid
87199-17-5
US $34.00-1.20 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-BORONOBENZALDEHYDE pictures 2024-02-23 4-BORONOBENZALDEHYDE
87199-17-5
US $61.00-516.00 / g 100g 0.98 25kg Shanghai UCHEM Inc.
RARECHEM AH PB 0193 TIMTEC-BB SBB004077 P-FORMYLPHENYLBORONIC ACID AKOS BRN-0111 4-FORMYLPHENYLBORONIC ACID 4-BORONOBENZALDEHYDE 4-(Dihydroxyboryl)benzaldehyde, 4-Boronobenzaldehyde 4-Formylboronic acid 4-Formylphenylboronic acid ,97% 4-Formylphenylboronic acid,4-(Dihydroxyboryl)benzaldehyde, 4-Boronobenzaldehyde 4-Formylphenylboroni 4-ForMylphenylboronic acid, 97% 1GR Benzeneboronic acid, p-forMyl- (6CI,7CI) 4-ForMylphenylboronic acid >=95.0% 4-Formylphenylboronic acid 4-(Dihydroxyboryl)benzaldehyde p-Formylbenzeneboronic acid (4-methanoylphenyl)boronic acid Boronic acid, (4-formylphenyl)- 4-(dihydroxyboryl)benzaldehyde BENZALDEHYDE-4-BORONIC ACID 4-Boronobenzaldehyde~4-Formylphenylboronic acid 4-Formylpenylboronic Acid Boronic acid, (4-formylphenyl)- (9CI) 4-Formylbenzeneboronicacid,97% 4-Formylphenylboronic acid(FPBA) 2,4-DINITROTOLUENE,1X1ML, ACN 1000UG/ML PARAFORMYLPHENYLBORONIC ACID 4-FORMYLPHENYLBORONIC ACID, 98+% 4-Formylphenlboronic acid 4-Formylphenylboronic Acid (contains varying amounts of Anhydride) Boronic acid, B-(4-formylphenyl)- 4-Formylphenylboronic Acid extrapure, 95% 4-FORMYLBENZENEBORONIC ACID FPBA 4-Formylphenylboronic acid (4-FPBA) Metoprolol Impurity 34 87199-17-5 87199-17-2 Boronic Acids B (Classes of Boron Compounds) BORONIC ACID Boronic Acids and Derivatives Aryl Organometallic Reagents Substituted Boronic Acids Boron, Nitrile, Thio,& TM-Cpds Carbonyl Compounds ALDEHYDE Aldehydes blocks BoronicAcids Boronic Acid series Aryl Organoborons B (Classes of Boron Compounds) CHIRAL CHEMICALS Boronic Acids & Esters Boronic Acid