4-(Trifluoromethoxy)phenylboronic acid

Base Information

• Chemical Name: 4-(Trifluoromethoxy)phenylboronic acid
• CAS No.: 139301-27-2
• Molecular Formula: C7H6BF3O3
• Molecular Weight: 205.929
• Hs Code.: 29319090
• European Community (EC) Number: 642-479-4,685-335-6
• DSSTox Substance ID: DTXSID00370275
• Nikkaji Number: J1.490.434D
• Wikidata: Q72511489
• Mol file: 139301-27-2.mol

Synonyms:139301-27-2;4-(Trifluoromethoxy)phenylboronic acid;4-Trifluoromethoxyphenylboronic acid;4-(Trifluoromethoxy)benzeneboronic Acid;[4-(trifluoromethoxy)phenyl]boronic Acid;(4-(trifluoromethoxy)phenyl)boronic acid;MFCD01074648;p-(trifluoromethoxy)phenylboronic acid;[4-(trifluoromethoxy)-phenyl]boronic acid;Boronic acid, [4-(trifluoromethoxy)phenyl]-;[4-(Trifluoromethoxy)Phenyl]Boranediol;4-(Trifluoromethoxy)phenylboronicacid;SCHEMBL147828;N-DODECANOYL-PHENYLALANINE;DTXSID00370275;p-(Trifluoromethoxy)benzoboric Acid;BCP15046;4-trifluoromethoxybenzeneboronic acid;4-trifluoromethoxylphenylboronic acid;4-trifluoromethoxy phenylboronic acid;4-trifluoromethoxy-phenylboronic acid;4-trifluoromethoxyphenyl boronic acid;4-trifluoromethoxyphenyl-boronic acid;4-triflouromethoxylphenyl boronic acid;4-trifluoromethoxybenzene boronic acid;4-trifluoromethoxylbenzeneboronic acid;4-trifluoromethoxylphenyl boronic acid;4-(Trifluoromethoxy)phenylboranic acid;4-(Trifluoromethoxy)phenylboronic acid (contains varying amounts of Anhydride);4-triflouromethoxy phenyl boronic acid;4-trifluoromethoxy phenyl boronic acid;4-trifluoromethoxy-phenyl boronic acid;AKOS000265128;AB08092;AC-5370;AS-2510;CS-W008942;4-(trifluoromethoxy)-phenylboronic acid;4-(trifluoromethoxy)phenyl boronic acid;4-(trifluoromethyloxy)phenylboronic acid;(4-trifluoromethoxy-phenyl)-boronic acid;4-(Trifluoromethoxy) phenyl boronic acid;NCGC00249559-01;SY007800;[4-(trifluoromethoxy)phenyl]-boronic acid;AM20020465;FT-0616876;T1773;{4-[(trifluoromethyl)oxy]phenyl}boronic acid;Boronic acid, B-[4-(trifluoromethoxy)phenyl]-;EN300-137307;4-(TRIFLUOROMETHOXY)BENZENE BORONIC ACID;J-513902;F0001-0477;Z381541048;4-(Trifluoromethoxy)phenylboronic Acid, (contains varying amounts of Anhydride)

Chemical Property of 4-(Trifluoromethoxy)phenylboronic acid

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 0.00786mmHg at 25°C
• Melting Point: 123-127 °C(lit.)
• Refractive Index: 1.461
• Boiling Point: 256.6 °C at 760 mmHg
• PKA: 8.29±0.10(Predicted)
• Flash Point: 109 °C
• PSA: 49.69000
• Density: 1.41 g/cm³
• LogP: 0.26500
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 206.0362087
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

B-[4-(Trifluoromethoxy)phenyl]boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OC(F)(F)F)(O)O
• 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.

Technology Process of 4-(Trifluoromethoxy)phenylboronic acid

There total 5 articles about 4-(Trifluoromethoxy)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: 97.0%

tetrahydroxydiboron (13675-18-8) + 1-bromo-4-(trifluoromethoxy)benzene (407-14-7) → 4-trifluoromethoxyphenylboronic acid (139301-27-2)

Guidance literature:

In methanol; at 15 ℃; for 3h; Microwave irradiation;

DOI:10.1021/jacs.6b01376

Reference yield: 89.3%

→ (4S)-4-methyl-1-[[2-[2-(4-morpholinyl)ethoxy]-4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]carbonyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine + 4-trifluoromethoxyphenylboronic acid (139301-27-2)

Guidance literature:

Reference yield: 84.0%

1-bromo-4-(trifluoromethoxy)benzene (407-14-7) → 4-trifluoromethoxyphenylboronic acid (139301-27-2)

Guidance literature:

1-bromo-4-(trifluoromethoxy)benzene; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.75h;

With fluorodimethoxyborane diethyl etherate; In diethyl ether; hexane; at -75 ℃;

With water; In diethyl ether; hexane; Further stages.;

DOI:10.1002/1099-0690(200102)2001:4<691::AID-EJOC691>3.0.CO;2-A

upstream raw materials:

1-bromo-4-(trifluoromethoxy)benzene

3-(trifluoromethyl)pyrazole

Triisopropyl borate

tetrahydroxydiboron

Downstream raw materials:

6-benzyloxy-4-methoxy-5-(4-trifluoromethoxy-phenyl)-benzo[1,3]dioxole

4-(4'-trifluoromethoxy phenyl)-phenol

5-(4-trifluoromethoxyphenyl) furan-2-formaldehyde

Refernces

• 1、 Mfuh, Adelphe M.,Doyle, John D.,Chhetri, Bhuwan,Arman, Hadi D.,Larionov, Oleg V.. "Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts". supporting information. p. 2985 - 2988. Retrieved 2016/03/19.
• 2、 -. "HETEROCYCLIC AND BICYCLIC COMPOUNDS, COMPOSITIONS AND METHODS". Page/Page column 138-139. . Retrieved 2010/11/08.