1,3-Bis(trifluoromethyl)benzene

Base Information

• Chemical Name: 1,3-Bis(trifluoromethyl)benzene
• CAS No.: 402-31-3
• Molecular Formula: C8H4F6
• Molecular Weight: 214.11
• Hs Code.: 29039990
• European Community (EC) Number: 206-939-4
• NSC Number: 10342
• UNII: F7TWF66P6X
• DSSTox Substance ID: DTXSID1059949
• Nikkaji Number: J37.675B
• Wikidata: Q72447152
• Mol file: 402-31-3.mol

Synonyms:1,3-Bis(trifluoromethyl)benzene;402-31-3;Benzene, 1,3-bis(trifluoromethyl)-;1,3-Bis(trifluoromethyl)-benzene;m-Bis(trifluoromethyl)benzene;1,3-di(Trifluoromethyl)benzene;alpha,alpha,alpha,alpha',alpha',alpha'-Hexafluoro-m-xylene;Hexafluoro-m-xylene;m-ditrifluoromethylbenzene;NSC 10342;alpha,alpha,alpha,beta,beta,beta-Hexafluoro-m-xylene;F7TWF66P6X;C8H4F6;EINECS 206-939-4;NSC-10342;a,a,a,a',a',a'-hexafluoro-m-xylene;AI3-52239;EC 206-939-4;m-Xylene, alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-;m-Xylene, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-;1,3-bis-(Trifluoromethyl)benzene;NSC10342;m-XHF;UNII-F7TWF66P6X;SCHEMBL62723;1,3-bistrifluoromethylbenzene;2,6-bis(trifluoromethyl)benzene;3,5-bis(trifluoromethyl)benzene;DTXSID1059949;Benzene,3-bis(trifluoromethyl)-;1,3-bis(trifluoro-methyl)benzene;1,3-bis-(trifluoromethyl)-benzene;Bis(trifluoromethyl)benzene, 1,3-;MFCD00000392;AKOS009031433;CS-W021277;1,3-Bis(trifluoromethyl)benzene, 99%;AC-10618;AM20060280;FT-0606581;H0585;EN300-19931;A824993;W-106376;Z104476126;.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-Hexafluoro-m-xylene;m-Xylene,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-;.alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-Hexafluoro-m-xylene

Chemical Property of 1,3-Bis(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.183mmHg at 25°C
• Melting Point: -35 °C
• Refractive Index: n20/D 1.379(lit.)
• Boiling Point: 116 °C at 760 mmHg
• Flash Point: 26.1 °C
• PSA: 0.00000
• Density: 1.368 g/cm³
• LogP: 3.72420
• Storage Temp.: Flammables area
• Water Solubility.: Insoluble in water. Soluble in alcohol, ether, benzene.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 214.02171910
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

99%, ^*data from raw suppliers

1,3-Bis(trifluoromethyl)benzene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F
• Uses: 1,3-Bis(trifluoromethyl)benzene undergoes regioselective metalation and subsequent carboxylation at position 2 to give 2,6-bis(trifluoromethyl)benzoic acid. a convenient, selective synthesis of bis[2,4-bis(trifluoromethyl)phenyl]phosphane derivatives with 1,3-bis(trifluoromethyl)benzene as starting material.

Technology Process of 1,3-Bis(trifluoromethyl)benzene

There total 39 articles about 1,3-Bis(trifluoromethyl)benzene 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: 100.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 1,3-bis(trifluoromethyl)benzene (402-31-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; C₃₉H₄₆IrN₄; In acetonitrile; at 45 ℃; for 48h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/acscatal.9b02759

Reference yield: 100.0%

4-(3-(benzyloxy)propyl)-2-(2,6-bis(trifluoromethyl)phenyl)-1,3,2-dioxaborinane → 1,3-bis(trifluoromethyl)benzene (402-31-3) + 6-(benzyloxy)hexane-1,3-diol

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.2h; Mechanism; Reflux;

DOI:10.1055/s-0039-1690236

Reference yield: 86.0%

3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride (785-56-8) → 3,5-Bis(trifluoromethyl)benzaldehyde (401-95-6) + 1,3-bis(trifluoromethyl)benzene (402-31-3)

Guidance literature:

With hydrogen sulfide; palladium; In quinoline; water; toluene;

upstream raw materials:

1,3-bis-trichloromethyl-benzene

1,3,5-trisbromobenzene

sodium 2,2,2-trifluoroacetate

m-trifluoromethyl dithiobenzoic acid

Downstream raw materials:

1,2,4,5-tetrachloro-3,6-bis-trifluoromethyl-benzene

isophthalic acid

1-nitro-3,5-bis(trifluoromethyl)benzene

perfluoro-1,3-dimethylcyclohexane

Refernces

• 1、 McBee et al.. "-". . p. 298. Retrieved 1947.
• 2、 Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie. "Cross-Coupling through Ag(I)/Ag(III) Redox Manifold". supporting information. p. 15396 - 15405. Retrieved 2021/10/12.
• 3、 Makino, Kazuishi,Nojima, Shinya,Shimada, Naoyuki,Urata, Sari. "An Efficient Deprotection of 2,6-Bis(trifluoromethyl)phenylboronic Esters via Catalytic Protodeboronation Using Tetrabutyl ammonium Fluoride". supporting information. p. 2300 - 2304. Retrieved 2019/12/11.