3,5-Bis(trifluoromethyl)aniline

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)aniline
• CAS No.: 328-74-5
• Molecular Formula: C8H5F6N
• Molecular Weight: 229.125
• Hs Code.: 29214910
• European Community (EC) Number: 206-335-0
• NSC Number: 3411
• UNII: LLV6H6898J
• DSSTox Substance ID: DTXSID1059814
• Nikkaji Number: J5.676F
• Wikidata: Q72447128
• Mol file: 328-74-5.mol

Synonyms:3,5-BIS(TRIFLUOROMETHYL)ANILINE;328-74-5;3,5-Di(trifluoromethyl)aniline;Benzenamine, 3,5-bis(trifluoromethyl)-;3,5-Bis(trifluoromethyl)benzenamine;Aniline, 3,5-bis(trifluoromethyl)-;alpha,alpha,alpha,alpha',alpha',alpha'-Hexafluoro-3,5-xylidine;NSC 3411;3,5-Bis-trifluoromethyl-phenylamine;MFCD00000394;C8H5F6N;AI3-17666;EINECS 206-335-0;BRN 0654318;NSC-3411;3,5-Xylidine, alpha,alpha,alpha,alpha,alpha,alpha-hexafluro-;3,5-Xylidine, alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-;3-12-00-02498 (Beilstein Handbook Reference);3',5'-bis-(Trifluoromethyl)aniline;3,5-bis-trifluoromethylaniline;NSC3411;WLN: FXFFR CZ EXFFF;3,5 bistrifluoromethylaniline;3,5-Bistrifluoromethylaniline;3,5-Bis-trifluoromethylanilin;BIDD:GT0502;SCHEMBL130383;3,5-bistrifluoromethyl aniline;LLV6H6898J;3,5-bis-trifluoromethyl-aniline;3.5-bis(trifluoromethyl)aniline;DTXSID1059814;Aniline,5-bis(trifluoromethyl)-;3,5-bis(trifluoromethyl)-aniline;3,5-bis-(trifluoromethyl)aniline;C8-H5-F6-N;3,5-bis-(trifluoromethyl)-aniline;Benzenamine,5-bis(trifluoromethyl)-;3,5 -bis (trifluoromethyl) aniline;AKOS000119781;AM62322;CS-W009500;PS-7736;SB79857;3,5-Bis(trifluoromethyl)aniline, 97%;AC-10222;SY020744;LS-162650;A5875;B1324;FT-0614447;5-Amino-a,a,a,a',a',a'-hexafluoro-m-xylene;EN300-19708;W-106813;F2190-0471;Z104474858;3, .alpha.,.alpha.,.alpha.,.alpha.,.alpha.,.alpha.-hexafluro-;3, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-;.alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-Hexafluoro-3,5-xylidine;3,5-Xylidine, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-

Chemical Property of 3,5-Bis(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: clear light yellow to yellow-brown liquid
• Vapor Pressure: 0.405mmHg at 25°C
• Melting Point: 3oC
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 175.5 °C at 760 mmHg
• PKA: 2.15±0.10(Predicted)
• Flash Point: 70 °C
• PSA: 26.02000
• Density: 1.443 g/cm³
• LogP: 3.88760
• Storage Temp.: Store below +30°C.
• Water Solubility.: Not miscible in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 229.03261814
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

≥98% ^*data from raw suppliers

3,5-Bis(trifluoromethyl)aniline >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn， Xi
• Hazard Codes: Xi,Xn
• Statements: 33-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)N)C(F)(F)F
• Uses: 3,5-Bis(trifluoromethyl)aniline was found to be a highly efficient monodentate transient directing group (MonoTDG) for the palladium-catalyzed direct dehydrogenative cross-coupling of benzaldehydes with arenes.

Technology Process of 3,5-Bis(trifluoromethyl)aniline

There total 19 articles about 3,5-Bis(trifluoromethyl)aniline 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%

(6aS*,9aS*)-N-(3,5-bis(trifluoromethyl)phenyl)-1,2,6a,7,8,9a-hexahydro-6H-furo[2,3-b]pyrrolo[3,2,1-ij]quinolin-6-imine → (6aR*,9aS*)-1,2,6a,7,8,9a-hexahydro-6H-furo[2,3-b]pyrrolo[3,2,1-ij]quinolin-6-one + 3,5-Bis-(trifluoromethyl)aniline (328-74-5)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 20 - 80 ℃; for 18h;

DOI:10.1002/adsc.201600154

Reference yield: 97.0%

→ 3,5-Bis-(trifluoromethyl)aniline (328-74-5) + isopentyl nitrite (110-46-3)

Guidance literature:

Reference yield: 95.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 3,5-Bis-(trifluoromethyl)aniline (328-74-5)

Guidance literature:

With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 12h;

DOI:10.1055/s-0039-1690707

upstream raw materials:

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

carbon monoxide

cyclohexene

3,6-bis(trifluoromethyl)bromobenzene

Downstream raw materials:

4-phenyl-3',5'-bis(trifluoromethyl)carbanilide

4-[1-(3,5-Bis-trifluoromethyl-phenylamino)-meth-(Z)-ylidene]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one

3-[(E)-3,5-Bis-trifluoromethyl-phenylimino]-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

2-(3,5-bis-trifluoromethyl-phenylamino)-4,6-di-tert-butyl-phenol

Refernces

• 1、 da Silva Mesquita, Rochelly,Kyrylchuk, Andrii,Grafova, Iryna,Kliukovskyi, Denys,Bezdudnyy, Andriy,Rozhenko, Alexander,Tadei, Wanderli Pedro,Leskel?, Markku,Grafov, Andriy. "Synthesis, molecular docking studies, and larvicidal activity evaluation of new fluorinated neonicotinoids against Anopheles darlingi larvae". . . Retrieved 2020.
• 2、 Carsch, Kurtis M.,Lukens, James T.,Dimucci, Ida M.,Iovan, Diana A.,Zheng, Shao-Liang,Lancaster, Kyle M.,Betley, Theodore A.. "Electronic Structures and Reactivity Profiles of Aryl Nitrenoid-Bridged Dicopper Complexes". supporting information. p. 2264 - 2276. Retrieved 2020/02/18.