4-Trifluoromethoxyphenylboronic acid
- Product Name
- 4-Trifluoromethoxyphenylboronic acid
- CAS No.
- 139301-27-2
- Chemical Name
- 4-Trifluoromethoxyphenylboronic acid
- Synonyms
- 4-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID;AKOS BRN-0136;RARECHEM AH PB 0078;4-trifluoromethoxyborate;P-TRIFLUOROMETHOXY BENZOBORIC ACID;4-Trifluoromethoxyphenylboronic aci;4-(Trifluormethoxy)phenylboronic acid;P-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID;4-(Trifluoromethoxy)phenylboronic aicd;4-(TRIFLUOROMETHOXY)PJHENYLBORONICACID
- CBNumber
- CB4276832
- Molecular Formula
- C7H6BF3O3
- Formula Weight
- 205.93
- MOL File
- 139301-27-2.mol
4-Trifluoromethoxyphenylboronic acid Property
- Melting point:
- 123-127 °C(lit.)
- Boiling point:
- 256.6±50.0 °C(Predicted)
- Density
- 1.41±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 8.29±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to beige
- BRN
- 8548201
- InChI
- InChI=1S/C7H6BF3O3/c9-7(10,11)14-6-3-1-5(2-4-6)8(12)13/h1-4,12-13H
- InChIKey
- HUOFUOCSQCYFPW-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(OC(F)(F)F)C=C1)(O)O
- CAS DataBase Reference
- 139301-27-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 37/39-26-36
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29319090
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
- 510130
- Product name
- 4-(Trifluoromethoxy)phenylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $222
- Updated
- 2023/01/07
- Product number
- T1773
- Product name
- 4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- T1773
- Product name
- 4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $208
- Updated
- 2025/07/31
- Product number
- T790910
- Product name
- B-[4-(Trifluoromethoxy)phenyl]boronicAcid
- Packaging
- 100g
- Price
- $1075
- Updated
- 2021/12/16
- Product number
- 31435
- Product name
- 4-(Trifluoromethoxy)phenylboronicacid,99%(HPLC)
- Purity
- 99%(HPLC)
- Packaging
- 1KG
- Price
- $1579.2
- Updated
- 2021/12/16
4-Trifluoromethoxyphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to beige crystalline powder
Uses
B-[4-(Trifluoromethoxy)phenyl]boronic Acid is a reagent used in the synthesis of orally bioavailable matrix metalloprotinase inhibitors. Also used in the preparation of chromen-4-one inhibitors used against DNA dependant protein kinases.
Application
4-Trifluoromethoxyphenylboronic acid can reactant involved in the synthesis of biologically active molecules including:
Lactate dehydrogenase inhibitors for use against cancer cell proliferation
Nitro-phenoxybenzoic acid derivatives for PAI-1 inhibition
PA-824 analogs for use as antituberculosis drugs
Modulators of survival motor neuron protein
Reactant involved in addition reactions and cross-coupling reactions including Suzuki-Miyaura cross-coupling
Synthesis
5419-55-6
407-14-7
139301-27-2
Example 1E Synthesis of 4-(trifluoromethoxy)phenylboronic acid: 1-bromo-4-(trifluoromethoxy)benzene (1.69 kg) and triisopropyl borate (1.46 kg) were dissolved in THF (6.75 L) at -70 °C. A hexane solution (3.27 L) of 2.25 M butyllithium was slowly added to this solution over a period of 2.3 hours, followed by stirring for 10 minutes. Next, the reaction was quenched with 6 M HCl (1.52 L) and stirred at room temperature for 18 hours. The reaction mixture was poured into a mixture of heptane (8.43 L) and 20% (w/w) aqueous sodium chloride solution (8.44 kg) and stirred for 10 min to separate the aqueous and organic phases. The organic phase was concentrated to give a white paste. The paste was dried in vacuum (100 mmHg) at ambient temperature while nitrogen was passed for 2 days. Subsequently, it was further dried at 40-50 °C for 18 h to give 1.306 kg (90.4% yield) of the target product 4-(trifluoromethoxy)phenylboronic acid as a solid. The product was characterized by 1H NMR (CDCl3, 300 MHz): δ 7.24-7.19 (m, 2H), 8.14-8.10 (m, 2H) and additional absorption peaks were observed at δ 7.19-7.15 (m, 2H) and 8.04-8.00 (m, 2H), which corresponded to the cyclic boronic acid trimer.
References
[1] Patent: US2002/19539, 2002, A1
[2] Patent: US2002/19539, 2002, A1
4-Trifluoromethoxyphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Trifluoromethoxyphenylboronic acid manufacturers
- Product
- 4-Trifluoromethoxyphenylboronic acid 139301-27-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100mt
- Release date
- 2019-03-18
- Product
- 4-Trifluoromethoxyphenylboronic acid 139301-27-2
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-05
- Product
- 4-Trifluoromethoxyphenylboronic acid 139301-27-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-31