ChemicalBook > CAS DataBase List > 4-Formylphenylboronic acid

4-Formylphenylboronic acid

Product Name
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-Formylboronic acid;4-BORONOBENZALDEHYDE;4-Formylphenylboroni;Metoprolol Impurity 34;Formylphenylboronic acid
CBNumber
CB1491072
Molecular Formula
C7H7BO3
Formula Weight
149.94
MOL File
87199-17-5.mol
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4-Formylphenylboronic acid Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
431966
Product name
4-Formylphenylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$35.4
Updated
2024/03/01
Sigma-Aldrich
Product number
431966
Product name
4-Formylphenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$117
Updated
2024/03/01
TCI Chemical
Product number
F0446
Product name
4-Formylphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$28
Updated
2024/03/01
TCI Chemical
Product number
F0446
Product name
4-Formylphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$77
Updated
2024/03/01
Alfa Aesar
Product number
B25199
Product name
4-Formylbenzeneboronic acid, 97%
Packaging
1g
Price
$33.65
Updated
2024/03/01
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4-Formylphenylboronic acid Chemical Properties,Usage,Production

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

Raw materials

p-Toluenesulfonic acid Toluene Tetrahydrofuran Ethylene glycol 4-Bromobenzaldehyde n-Butyllithium

Preparation Products

3-THIOPHEN-2-YL-BENZALDEHYDE
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4-Formylphenylboronic acid Suppliers

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View Lastest Price from 4-Formylphenylboronic acid manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
4-Formylphenylboronic acid 87199-17-5
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09
Hebei Zhuanglai Chemical Trading Co Ltd
Product
4-Formylphenylboronic acid 87199-17-5
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-20
Hebei Longbang Technology Co., Ltd
Product
4-Formylphenylboronic acid 87199-17-5
Price
US $6.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-04-28

87199-17-5, 4-Formylphenylboronic acidRelated Search:

4-Tolylboronic acid Phenethylboronic acid 4-Hydroxyphenylboronic acid Phenylboronic acid 4-Aminophenylboronic acid Benzaldehyde 4-(Methylthio)phenylboronic acid 2-CHLORO-5-FORMYLPHENYLBORONIC ACID 2-Boronobenzaldehyde~2-Formylphenylboronic acid,2-FORMYLPHENYLBORONIC ACID 5-CHLORO-2-FORMYLPHENYLBORONIC ACID 4-ETHOXY-3-FORMYLPHENYLBORONIC ACID 4-(PIPERIDINE-1-CARBONYL)PHENYLBORONIC ACID 4-FORMYLPHENYLBORONIC ACID, NEOPENTYL GLYCOL CYCLIC ESTER 4-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID 4-FORMYLPHENYLBORONIC ACID PROPANEDIOL-1,3 CYCLIC ESTER 4-(N,O-DIMETHYLHYDROXYLAMINOCARBONYL)PHENYLBORONIC ACID 4-Carbamoylphenylboronic acid

  • 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
  • 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)-
  • Boronic acid, B-(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)
  • FPBA
  • 4-Formylphenylboronic Acid extrapure, 95%
  • 4-Formylphenylboronic acid (4-FPBA)
  • Metoprolol Impurity 34
  • Formylphenylboronic acid
  • 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