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4-Trifluoromethoxyphenylboronic acid is a white to beige crystalline powder with chemical properties that make it a versatile reagent in the synthesis of various biologically active molecules.

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  • 139301-27-2 Structure
  • Basic information

    1. Product Name: 4-Trifluoromethoxyphenylboronic acid
    2. Synonyms: 4-(Trifluoromethoxy)phenylboronic aicd;44-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID;4-(TRIFLUOROMETHOXY)PJHENYLBORONICACID;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
    3. CAS NO:139301-27-2
    4. Molecular Formula: C7H6BF3O3
    5. Molecular Weight: 205.93
    6. EINECS: -0
    7. Product Categories: blocks;BoronicAcids;FluoroCompounds;Boronic Acid series;Substituted Boronic Acids;Boronic Acid;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
    8. Mol File: 139301-27-2.mol
  • Chemical Properties

    1. Melting Point: 123-127 °C(lit.)
    2. Boiling Point: 256.6 °C at 760 mmHg
    3. Flash Point: 109 °C
    4. Appearance: White to beige/Crystalline Powder
    5. Density: 1.41 g/cm3
    6. Vapor Pressure: 0.00786mmHg at 25°C
    7. Refractive Index: 1.461
    8. Storage Temp.: 0-6°C
    9. Solubility: soluble in Methanol
    10. PKA: 8.29±0.10(Predicted)
    11. BRN: 8548201
    12. CAS DataBase Reference: 4-Trifluoromethoxyphenylboronic acid(CAS DataBase Reference)
    13. NIST Chemistry Reference: 4-Trifluoromethoxyphenylboronic acid(139301-27-2)
    14. EPA Substance Registry System: 4-Trifluoromethoxyphenylboronic acid(139301-27-2)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 36/37/38-20/21/22
    3. Safety Statements: 37/39-26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 139301-27-2(Hazardous Substances Data)

139301-27-2 Usage

Uses

Used in Pharmaceutical Industry:
4-Trifluoromethoxyphenylboronic acid is used as a reagent for the synthesis of orally bioavailable matrix metalloprotinase inhibitors, which are essential in the development of treatments for various medical conditions.
Used in Cancer Treatment:
4-Trifluoromethoxyphenylboronic acid is used as a reactant in the synthesis of lactate dehydrogenase inhibitors, which are crucial for inhibiting cancer cell proliferation.
Used in Enzyme Inhibition:
4-Trifluoromethoxyphenylboronic acid is used as a reactant in the preparation of nitro-phenoxybenzoic acid derivatives for PAI-1 inhibition, playing a significant role in the development of treatments for various diseases.
Used in Antituberculosis Drugs:
4-Trifluoromethoxyphenylboronic acid is used as a reactant in the synthesis of PA-824 analogs, which are utilized as antituberculosis drugs, contributing to the fight against tuberculosis.
Used in Neurodegenerative Disease Treatment:
4-Trifluoromethoxyphenylboronic acid is used as a reactant in the development of modulators of survival motor neuron protein, which are essential in the treatment of neurodegenerative diseases.
Used in Chemical Synthesis:
4-Trifluoromethoxyphenylboronic acid is used as a reactant involved in addition reactions and cross-coupling reactions, including the Suzuki-Miyaura cross-coupling, which is a widely used method in organic chemistry for the formation of carbon-carbon bonds.

Check Digit Verification of cas no

The CAS Registry Mumber 139301-27-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,9,3,0 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 139301-27:
(8*1)+(7*3)+(6*9)+(5*3)+(4*0)+(3*1)+(2*2)+(1*7)=112
112 % 10 = 2
So 139301-27-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H6BF3O3/c9-7(10,11)14-6-3-1-5(2-4-6)8(12)13/h1-4,12-13H

139301-27-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • TCI America

  • (T1773)  4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)  

  • 139301-27-2

  • 5g

  • 220.00CNY

  • Detail
  • TCI America

  • (T1773)  4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)  

  • 139301-27-2

  • 25g

  • 730.00CNY

  • Detail
  • Alfa Aesar

  • (B23233)  4-(Trifluoromethoxy)benzeneboronic acid, 98%   

  • 139301-27-2

  • 1g

  • 221.0CNY

  • Detail
  • Alfa Aesar

  • (B23233)  4-(Trifluoromethoxy)benzeneboronic acid, 98%   

  • 139301-27-2

  • 5g

  • 734.0CNY

  • Detail
  • Alfa Aesar

  • (B23233)  4-(Trifluoromethoxy)benzeneboronic acid, 98%   

  • 139301-27-2

  • 25g

  • 3259.0CNY

  • Detail

139301-27-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Trifluoromethoxyphenylboronic acid

1.2 Other means of identification

Product number -
Other names (4-(Trifluoromethoxy)phenyl)boronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:139301-27-2 SDS

139301-27-2Relevant articles and documents

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup

, p. 10966 - 10972 (2020/09/23)

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts

Mfuh, Adelphe M.,Doyle, John D.,Chhetri, Bhuwan,Arman, Hadi D.,Larionov, Oleg V.

supporting information, p. 2985 - 2988 (2016/03/19)

We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.

2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION

-

, (2008/06/13)

The present invention has its object to provide a 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine derivative represented with the Formula (1) , or the pharmaceutically acceptable salt, which is effective as a therapeutic and prophylactic agent for diabetes, diabetic nephropathy, or glomerulosclerosis.

HETEROCYCLIC AND BICYCLIC COMPOUNDS, COMPOSITIONS AND METHODS

-

Page/Page column 138-139, (2010/11/08)

The present invention provides, among other things, new bicyclo heterocyclic compounds, compositions comprising these heterocyclic compounds, methods of making the heterocyclic compounds, and methods of using these heterocyclic compounds for treating a variety of conditions and disease states associated with, for example, cellular proliferation, inflammation, glycosidase expression, or the low expression of Perlecan.

Process for the preparation of matrix metalloproteinase inhibitors

-

, (2008/06/13)

The instant invention provides a process for the synthesis of matrix metalloproteinase inhibitors.

2-, 3-, and 4-(Trifluoromethoxy)phenyllithiums: Versatile intermediates offering access to a variety of new organofluorine compounds

Castagnetti, Eva,Schlosser, Manfred

, p. 691 - 695 (2007/10/03)

Consecutive treatment of (trifluoromethoxy)benzene with sec-butyllithium and electrophilic reagents affords previously inaccessible ortho-substituted derivatives in generally excellent yields. 2-(Trifluoromethoxy)phenyllithium acts as the key intermediate. The 3- and 4-isomers can readily be generated from the corresponding 3- and 4-bromo precursors by halogen-metal interconversion with butyllithium or tertbutyllithium. Upon trapping of the 2-, 3- and 4-(trifluoromethoxy)phenyllithiums with 11 different electrophiles the expected products were formed in generally high yields. Only the attempted nucleophilic addition of 2-(trifluoromethoxy)phenyllithium to oxirane did not succeed. This failure is tentatively attributed to a lowering of the nucleophilicity by fluorine-lithium interactions. Conformationally restricted analogs - i.e., 2,2-difluoro-1,3-benzodioxol-4-phenyllithium and its 5-fluoro- and 5-bromo-substituted congeners - did indeed react smoothly with oxirane, affording the adducts in ordinary yields.

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