2,4-Bis(trifluoromethyl)phenylboronic acid

Base Information

• Chemical Name: 2,4-Bis(trifluoromethyl)phenylboronic acid
• CAS No.: 153254-09-2
• Molecular Formula: C8H5BF6O2
• Molecular Weight: 257.928
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID20382198
• Nikkaji Number: J3.002.194K
• Wikidata: Q72447313
• Mol file: 153254-09-2.mol

Synonyms:2,4-Bis(trifluoromethyl)phenylboronic acid;153254-09-2;2,4-Bis(trifluoromethyl)benzeneboronic Acid;[2,4-bis(trifluoromethyl)phenyl]boronic Acid;MFCD01631349;BORONIC ACID, [2,4-BIS(TRIFLUOROMETHYL)PHENYL]-;2,4-bis(trifluoromethyl) phenylboronic acid;2,4-Bis(trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride);2,4-Bis(trifluoromethyl)phenylboronicacid;2,4-Bis(Trifluoromethyl)Phenyl;SCHEMBL496773;DTXSID20382198;AMY25578;CS-M1548;BBL103050;STL556859;AKOS004116595;AB09366;PS-9649;2,4-bistrifluoromethylbenzeneboronic acid;NCGC00249547-01;2,4-bistrifluoromethyl-phenylboronic acid;SY024883;2,4-Bis-trifluoromethyl-phenylboronic acid;2,4-bis(trifluoromethyl)phenyl boronic acid;2,4-bis-trifluoromethyl-phenyl-boronic acid;2,4-di-(trifluoromethyl)phenyl boronic acid;B3022;FT-0609952;Dihydroxy[2,4-bis(trifluoromethyl)phenyl]borane;F16069;(2,4-DITRIFLUOROMETHYLPHENYL)BORONIC ACID;J-507093

Chemical Property of 2,4-Bis(trifluoromethyl)phenylboronic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.0154mmHg at 25°C
• Melting Point: 148-150 °C
• Refractive Index: 1.419
• Boiling Point: 245.4 °C at 760 mmHg
• PKA: 7.40±0.58(Predicted)
• Flash Point: 102.2 °C
• PSA: 40.46000
• Density: 1.5 g/cm³
• LogP: 1.40400
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 258.0286785
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

2,4-Bis(trifluoromethyl)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: C,Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)C(F)(F)F)C(F)(F)F)(O)O
• Uses: Reactant for preparation of:Pyrrolo[2,3-d]pyrimidin-4-ones as corticotropin-releasing factor 1 receptor antagonists with a carbonyl-based hydrogen bonding acceptorBiaryl pyrazole carboxamides as sodium channel blockers for treatment of neuropathic painBiphenylketones as dual modulators of inflammation and bone loss(Biphenylyl)pyrazolecarboxamides and their voltage-gated sodium channel Nav1.7 blocking structure-activity relationshipN-hydroxyalkyl biphenylsulfonamides as inhibitors of bone resorption1,3,6,8a-tetraazaacenaphthylene derivatives and study of their activity as corticotropin-releasing factor-1 antagonistsBlue luminescent iridium phenylpyridine complexes

Technology Process of 2,4-Bis(trifluoromethyl)phenylboronic acid

There total 4 articles about 2,4-Bis(trifluoromethyl)phenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.8%

Triisopropyl borate (5419-55-6) + 1,3-bis(trifluoromethyl)benzene (402-31-3) → 2,4-bis(trifluoromethyl)phenylboronic acid (153254-09-2)

Guidance literature:

With lithium 2,2,6,6‐tetramethylpiperidide; at -60 - 20 ℃; for 7h; Acidic conditions;

Reference yield: 70.6%

Trimethyl borate (121-43-7,63156-11-6) + 1,3-bis(trifluoromethyl)benzene (402-31-3) → 2,4-bis(trifluoromethyl)phenylboronic acid (153254-09-2)

Guidance literature:

With lithium 2,2,6,6‐tetramethylpiperidide; at -60 - 20 ℃; for 5h; Acidic conditions;

Reference yield: 52.0%

Trimethyl borate (121-43-7,63156-11-6) + 1,3-bis(trifluoromethyl)benzene (402-31-3) + water (7732-18-5) → 2,4-bis(trifluoromethyl)phenylboronic acid (153254-09-2) + (2,6-bis-trifluoromethyl-phenyl)-boronic acid (681812-07-7)

Guidance literature:

1,3-bis(trifluoromethyl)benzene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

water; With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.8b02427

upstream raw materials:

Trimethyl borate

1-bromo-2,4-di(trifluoromethyl)benzene

1,3-bis(trifluoromethyl)benzene

water

Downstream raw materials:

1,3,6,8-tetrakis-(2,4-bis-trifluoromethyl-phenyl)-pyrene

tert-butyl (7AS,11AR)-2-[2,4-bis(trifluoromethyl)phenyl]-5,6,7a,8,9,10,11,11a-octahydro-4H-pyrido[3',4':4,5]pyrrolo[3,2,1-ij]quinoline-10(7AH)-carboxylate

3-(2,4-bis(trifluoromethyl)-phenyl)-6-methylpyridazine

5-((6-(2,4-bis(trifluoromethyl)phenyl)pyridazin-3-yl)methyl)-2-(2-fluorophenyl)-5H-imidazo[4,5-c]pyridine