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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 510130
Product name: 4-(Trifluoromethoxy)phenylboronic acid
Purity: ≥95%
Packaging: 5g
Price: $222
Updated: 2023/01/07

TCI Chemical

Product number: T1773
Product name: 4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 5g
Price: $52
Updated: 2025/07/31

TCI Chemical

Product number: T1773
Product name: 4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 25g
Price: $208
Updated: 2025/07/31

TRC

Product number: T790910
Product name: B-[4-(Trifluoromethoxy)phenyl]boronicAcid
Packaging: 100g
Price: $1075
Updated: 2021/12/16

Chem-Impex

Product number: 31435
Product name: 4-(Trifluoromethoxy)phenylboronicacid,99%(HPLC)
Purity: 99%(HPLC)
Packaging: 1KG
Price: $1579.2
Updated: 2021/12/16

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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

Jinan Finer Chemical Co., Ltd

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

Hebei Zhuanglai Chemical Trading Co Ltd

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

Hebei Chuanghai Biotechnology Co., Ltd

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

139301-27-2, 4-Trifluoromethoxyphenylboronic acidRelated Search:

Anisole 4-(Trifluoromethoxy)chlorobenzene p-Trifluoromethoxy phenol 4'-(Trifluoromethoxy)acetophenone (4-METHOXYPHENYL)-BORANE 2-(Trifluoromethoxy)aniline (Trifluoromethoxy)benzene p-Anisaldehyde 4-Trifluoromethylphenylboronic acid 4-Methoxybenzoyl chloride 4-(Trifluoromethoxy)aniline 4-Methoxybenzoic acid 4-Methoxybenzyl cyanide 4'-Methoxyacetophenone 4-(Trifluoromethoxy)benzaldehyde 4-Methoxybenzyl alcohol 2-METHOXY-4-(TRIFLUOROMETHOXY)-PHENYLBORONIC ACID 2-Chloro-5-(trifluoromethyl)phenylboronic acid

AKOS BRN-0136

4-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID

4-(TRIFLUOROMETHOXY)BENZENEBORONIC ACID

P-TRIFLUOROMETHOXY BENZOBORIC ACID

P-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID

RARECHEM AH PB 0078

4-(Trifluoromethoxy)phenylboronicAcid(containsvaryingamountsofAnhydride)

4-Trifluoromethoxyphenylboronic acid 4-(Trifluoromethoxy)benzeneboronic acid

B-[4-(Trifluoromethoxy)phenyl]boronic acid

Boronicacid, B-[4-(trifluoromethoxy)phenyl]-

4-(TrifluoroMethoxy)phenylboronic Acid, 97+%

4-(Trifluoromethoxy)benzeneboronic acid 98%

4-(Trifluoromethoxy)phenylboronic aicd

4-(TRIFLUOROMETHOXY)PJHENYLBORONICACID

44-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID

4-(Trifluoromethoxy)-benzeneboronic acid ,98%

4-Trifluoromethoxyphenylboronic acid,98%

4-(Trifluormethoxy)phenylboronic acid

4-(Trifluoromethoxy)phenylboronic acid, May contain varying amounts of anhydride, 97%

4-(TrifluoroMethoxy)phenylboronic acid, 97%, May contain varying aMounts of anhydride

4-Trifluoromethoxyphenylboronic aci

4-trifluoromethoxyborate

4-Trifluoromethoxyphenylboronic acid - [T5460]

139301-27-2

139301-27-7

C7H6BF3O3

Aryl

Boronic Acids and Derivatives

B (Classes of Boron Compounds)

Boronic Acids

Chalcones, etc. (Building Blocks for Liquid Crystals)

Building Blocks for Liquid Crystals

Organometallic Reagents

Aryl

Fluorinated

Organoborons

B (Classes of Boron Compounds)

Boronic Acids

Building Blocks for Liquid Crystals

Chalcones, etc. (Building Blocks for Liquid Crystals)

Functional Materials

Boronic Acids

Boronic Acids and Derivatives

Boronate Ester

Potassium Trifluoroborate

Substituted Boronic Acids

Boronic Acid

blocks

BoronicAcids

FluoroCompounds

Boronic Acid series

bc0001