1,2,3-Trifluorobenzene

Base Information

• Chemical Name: 1,2,3-Trifluorobenzene
• CAS No.: 1489-53-8
• Molecular Formula: C6H3F3
• Molecular Weight: 132.085
• Hs Code.: 29039990
• European Community (EC) Number: 625-446-9
• DSSTox Substance ID: DTXSID90164125
• Nikkaji Number: J149.700F
• Wikidata: Q72510842
• Mol file: 1489-53-8.mol

Synonyms:1,2,3-TRIFLUOROBENZENE;1489-53-8;Benzene, 1,2,3-trifluoro-;trifluorobenzene;Benzene, trifluoro-;3,4,5-trifluoro-benzene;MFCD00012013;3,4,5-trifluorobenzene;30179-54-5;SCHEMBL180426;DTXSID90164125;1,2,3-Trifluorobenzene, >=98%;AKOS006223911;AC-8267;AM61355;PS-10253;CS-0128836;FT-0606229;T2356;EN300-160012;J-503781

Chemical Property of 1,2,3-Trifluorobenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 56.1mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 93.5 °C at 760 mmHg
• Flash Point: 25°F
• PSA: 0.00000
• Density: 1.294 g/cm³
• LogP: 2.10390
• Storage Temp.: Flammables area
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 132.01868458
• Heavy Atom Count: 9
• Complexity: 84.3

Purity/Quality:

99% ^*data from raw suppliers

1,2,3-Trifluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39-37/39-33-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)F)F

Technology Process of 1,2,3-Trifluorobenzene

There total 34 articles about 1,2,3-Trifluorobenzene 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: 57.0%

Pentafluorobenzene (363-72-4) → 1,2,3-trifluorobenzene (1489-53-8) + 1,2,3,4-tetrafluorobenzene (551-62-2)

Guidance literature:

Pentafluorobenzene; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me₃C₆H₂)]₂)Al(H)₂]; In benzene-d6; benzene; at 100 ℃; for 3h; Inert atmosphere; Glovebox; Sealed tube;

With methanol; In benzene-d6; benzene; at 100 ℃; for 2h; regioselective reaction; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/om501113j

Reference yield: 51.5%

1,2,3,4-tetrafluorobenzene (551-62-2) → 1,2,3-trifluorobenzene (1489-53-8) + ortho-difluorobenzene (367-11-3)

Guidance literature:

1,2,3,4-tetrafluorobenzene; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me₃C₆H₂)]₂)Al(H)₂]; In benzene-d6; benzene; at 100 ℃; for 8h; Inert atmosphere; Glovebox; Sealed tube;

With methanol; In benzene-d6; benzene; at 100 ℃; for 2h; Overall yield = 76.5 %; regioselective reaction; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/om501113j

Reference yield: 39.0%

1,2,3,5-tetrafluorobenzene (2367-82-0) → 1,2,3-trifluorobenzene (1489-53-8) + 1,3-Difluorobenzene (372-18-9) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3) + 1,2,4-trifluorobenzene (367-23-7)

Guidance literature:

1,2,3,5-tetrafluorobenzene; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me₃C₆H₂)]₂)Al(H)₂]; In benzene-d6; benzene; at 100 ℃; for 8h; Inert atmosphere; Glovebox; Sealed tube;

With methanol; In benzene-d6; benzene; at 100 ℃; for 2h; Overall yield = 69.5 %; regioselective reaction; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/om501113j

upstream raw materials:

1H,2H,3H-Pentafluor-cyclohexa-1,3-dien

2,3,5-trifluorobicyclo<2.2.0>hexa-2,5-diene

hexafluoro-1,3-butadiene

buta-1,3-diene

Downstream raw materials:

2,6-difluorophenylacetic acid

2-(2,3-difluorophenyl)acetic acid

ethyl cyano(2,6-difluorophenyl)acetate

1-(2,3-Difluoro-4-nitrophenyl)-4-piperidinol

Refernces

• 1、 Adonin, Nicolay Yu.,Prikhod'ko, Sergey A.,Bardin, Vadim V.,Parmon, Valentin N.. "The first example of the ortho-directing effect of the weakly coordinating substituent [-BF3]- in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion". . p. 260 - 262. Retrieved 2009.
• 2、 Cybulski, Mateusz K.,Nicholls, Jessica E.,Lowe, John P.,Mahon, Mary F.,Whittlesey, Michael K.. "Catalytic Hydrodefluorination of Fluoroarenes Using Ru(IMe4)2L2H2 (IMe4 = 1,3,4,5-Tetramethylimidazol-2-ylidene; L2 = (PPh3)2, dppe, dppp, dppm) Complexes". . p. 2308 - 2316. Retrieved 2017/06/30.