1,3,5-Tris(trifluoromethyl)benzene

Base Information

• Chemical Name: 1,3,5-Tris(trifluoromethyl)benzene
• CAS No.: 729-81-7
• Molecular Formula: C9H3F9
• Molecular Weight: 282.108
• Hs Code.: 29039990
• European Community (EC) Number: 625-954-0
• DSSTox Substance ID: DTXSID90223201
• Nikkaji Number: J253.694C
• Wikidata: Q72515442
• ChEMBL ID: CHEMBL466378
• Mol file: 729-81-7.mol

Synonyms:1,3,5-Tris(trifluoromethyl)benzene;729-81-7;1,3,5-Tri(trifluoromethyl)benzene;Benzene, 1,3,5-tris(trifluoromethyl)-;MFCD00054722;SCHEMBL440959;CHEMBL466378;DTXSID90223201;AMY10449;1,3,5-tris-trifluoromethyl-benzene;BBL103193;STL557003;AKOS003587394;AS-33096;1,3,5-tris(trifluoromethyl)benzene, 97%;FT-0606530;T2830

Chemical Property of 1,3,5-Tris(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: Odorless Clear Liquid
• Vapor Pressure: 4.03E-05mmHg at 25°C
• Melting Point: 9oC
• Refractive Index: n20/D 1.359(lit.)
• Boiling Point: 94.1 ºC at 760 mmHg
• Flash Point: 19.4 ºC
• PSA: 0.00000
• Density: 1.485 g/cm³
• LogP: 4.74300
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 0
• Exact Mass: 282.00910355
• Heavy Atom Count: 18
• Complexity: 224

Purity/Quality:

98% ^*data from raw suppliers

1,3,5-Tris(trifluoromethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)C(F)(F)F
• Uses: 1,3,5-tris(trifluoromethyl)benzene was used as a starting material in the synthesis of bis(2,4,6-tris(trifluoromethyl)phenyl)chloropnictines.It may be used as a starting material in the synthesis of 2,4,6-tris(trifluoromethyl)benzoic acid by reacting with n-butyllithium and carbon dioxide and in the synthesis of lithio derivative, via direct metalation with n-butyllithium.

Technology Process of 1,3,5-Tris(trifluoromethyl)benzene

There total 14 articles about 1,3,5-Tris(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: 96.0%

3,3,3-trifluoroprop-1-yne (661-54-1) → 1,3,5-tris(trifluoromethyl)benzene (729-81-7)

Guidance literature:

With 2; In benzene; for 1h; Product distribution; Ambient temperature; var. catalyst: 2 or 2; var. solv.: toluene, acetone;

DOI:10.1016/0040-4039(96)01301-9

Reference yield: 90.0%

benzene-1,3,5-tricarboxylic acid (554-95-0) → 1,3,5-tris(trifluoromethyl)benzene (729-81-7)

Guidance literature:

With sulfur tetrafluoride; at 170 ℃; for 48h;

DOI:10.1016/0022-328X(89)87317-6

Reference yield: 72.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + sodium 2,2,2-trifluoroacetate (2923-18-4) → 1,3,5-tris(trifluoromethyl)benzene (729-81-7)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; at 150 ℃; for 6h;

DOI:10.1002/cber.19961290219

upstream raw materials:

1,3,5-tris(trichloromethyl)benzene

3,3,3-trifluoroprop-1-yne

1,3,5-trisbromobenzene

sodium 2,2,2-trifluoroacetate

Downstream raw materials:

3,4,5,6-tetrafluoro-1,3,5-tris-trifluoromethyl-cyclohexene

1,2,2,3,4,5,6-heptafluoro-1,3,5-tris-trifluoromethyl-cyclohexane

1,2,2,3,4,4,5,6-octafluoro-1,3,5-tris-trifluoromethyl-cyclohexane

3,4,4,5,6-pentafluoro-1,3,5-tris-trifluoromethyl-cyclohexene

Refernces

• 1、 Delpozo, Juan,Carrasco, Desiree,Perez-Temprano, Monica H.,Garcia-Melchor, Max,Alvarez, Rosana,Casares, Juan A.,Espinet, Pablo. "Stille coupling involving bulky groups feasible with gold cocatalyst". supporting information. p. 2189 - 2193. Retrieved 2013/04/10.
• 2、 Garcia, Juventino J.,Sierra, Carmen,Torrens, Hugo. "Facile cyclotrimerization of CF3C≡CH and CF3C≡CCF3 with bimetallic rhodium catalysts". . p. 6097 - 6098. Retrieved 2007/10/03.