4-Ethoxycarbonylphenylboronic acid
- Product Name
- 4-Ethoxycarbonylphenylboronic acid
- CAS No.
- 4334-88-7
- Chemical Name
- 4-Ethoxycarbonylphenylboronic acid
- Synonyms
- 4-Carboethoxybenzeneboronic Acid;AKOS BRN-0420;Ethyl 4-Boronobenzoat;ETHYL 4-BORONOBENZOATE;4-Ethoxycarbonylphenylboronic;4-(Ethoxycarbonyl)Phenylboroni;4-CARBETHOXY-PHENYL-BORONIC ACID;4-Ethoxycarbonylphenylboronoc acid;P-ETHOXYCARBONYLPHENYLBORONIC ACID;4-ETHOXYCARBONYLPHENYLBORONIC ACID
- CBNumber
- CB1495267
- Molecular Formula
- C9H11BO4
- Formula Weight
- 193.99
- MOL File
- 4334-88-7.mol
4-Ethoxycarbonylphenylboronic acid Property
- Melting point:
- 135 °C (dec.) (lit.)
- Boiling point:
- 355.5±44.0 °C(Predicted)
- Density
- 1.21±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 7.69±0.10(Predicted)
- form
- Powder
- color
- White to off-white
- InChI
- InChI=1S/C9H11BO4/c1-2-14-9(11)7-3-5-8(6-4-7)10(12)13/h3-6,12-13H,2H2,1H3
- InChIKey
- ZLNFACCFYUFTLD-UHFFFAOYSA-N
- SMILES
- C1C=C(B(O)O)C=CC=1C(=O)OCC
- CAS DataBase Reference
- 4334-88-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,T
- Risk Statements
- 36/37/38-26-22
- Safety Statements
- 37/39-26-45-36/37-28
- WGK Germany
- 3
- TSCA
- No
- HazardClass
- IRRITANT
- HS Code
- 29163990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 574643
- Product name
- 4-Ethoxycarbonylphenylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $37.3
- Updated
- 2025/07/31
- Product number
- 574643
- Product name
- 4-Ethoxycarbonylphenylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $128.32
- Updated
- 2025/07/31
- Product number
- E0868
- Product name
- 4-(Ethoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- E0868
- Product name
- 4-(Ethoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $61
- Updated
- 2025/07/31
- Product number
- E891575
- Product name
- 4-Ethoxycarbonylphenylboronic acid
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
4-Ethoxycarbonylphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to off-white powder
Uses
Reactant involved in:• ;Oxidative hydroxylation for the preparation of phenols1• ;Homolytic aromatic substitution2• ;Cross-coupling with α-bromocarbonyl compounds3• ;Suzuki-coupling reaction with quinoline carboxylates4• ;Trifluoromethylation5• ;Carbometalation of ynamides6
Uses
suzuki reaction
Uses
4-(Ethoxycarbonyl)benzeneboronic acid is used as a reactant involved in oxidative hydroxylation for the preparation of phenols, homolytic aromatic substitution, cross-coupling with α-bromocarbonyl compounds, Suzuki-coupling reaction with quinoline carboxylates, trifluoromethylation and carbometalation of ynamides.
Synthesis
14047-29-1
4334-88-7
4-Carbethoxyphenylboronic acid was prepared as follows: 4-carboxyphenylboronic acid (350 mg, 2.109 mmol) was placed in a 100 mL three-necked round-bottomed flask and dissolved in anhydrous ethanol (10 mL). The device configuration included a condenser tube, thermometer, stirrer, and rubber stopper. A mixed ethanol/HCl solution (10 mL, pH about 3.0) was added to the reaction system and the mixture was subsequently heated to 70°C and refluxed for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and stirred continuously overnight. Subsequently, the reaction mixture was concentrated under reduced pressure. The concentrate was dissolved in ethyl acetate and washed with water. The organic layer was dried with potassium carbonate, filtered and concentrated under reduced pressure to give 520 mg of white solid. The crude product was initially purified by silica gel chromatography (Chromatotron, 6000 micron rotor, eluent 1:1 hexane:ethyl acetate) to give 470 mg of unreacted raw material mixed with the product. Further, a Vydac C-18 reversed-phase column was used with water (containing 0.1% trifluoroacetic acid) and acetonitrile as the mobile phases with gradient elution (5%-70% acetonitrile), and the final purification yielded 4-ethoxycarbonylphenylboronic acid (350 mg, 85.5% yield) as a white solid. The product was characterized by electrospray mass spectrometry (ES-MS) with m/z of 195.0 ([M+H]+).
References
[1] Patent: US2003/225266, 2003, A1. Location in patent: Page 25
[2] Patent: US2002/55631, 2002, A1
[3] Patent: US2002/86887, 2002, A1
4-Ethoxycarbonylphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Ethoxycarbonylphenylboronic acid manufacturers
- Product
- 4-Ethoxycarbonylphenylboronic acid 4334-88-7
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-27
- Product
- 4-Ethoxycarbonylphenylboronic 4334-88-7
- Price
- US $48.00-40.00/Kg
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200tons
- Release date
- 2021-04-18
- Product
- 4-Ethoxycarbonylphenylboronic acid 4334-88-7
- Price
- US $10.00/KG
- Min. Order
- 10g
- Purity
- 99
- Supply Ability
- 50 Ton/Tons per Month
- Release date
- 2021-08-12