1-Bromo-2,3,5,6-tetrafluorobenzene

Base Information

• Chemical Name: 1-Bromo-2,3,5,6-tetrafluorobenzene
• CAS No.: 1559-88-2
• Molecular Formula: C6HBrF4
• Molecular Weight: 228.972
• Hs Code.: 29039990
• European Community (EC) Number: 216-327-9
• DSSTox Substance ID: DTXSID60165987
• Nikkaji Number: J206.789G
• Wikidata: Q72512662
• Mol file: 1559-88-2.mol

Synonyms:1559-88-2;1-Bromo-2,3,5,6-tetrafluorobenzene;3-Bromo-1,2,4,5-tetrafluorobenzene;2,3,5,6-tetrafluorobromobenzene;1-Bromo-2,3,5,6-tetrafluorbenzene;Benzene, 3-bromo-1,2,4,5-tetrafluoro-;bromo-2,3,5,6-tetrafluorobenzene;EINECS 216-327-9;SCHEMBL439846;DTXSID60165987;2,3,5,6-Tetrafluorobromo benzene;MFCD00000308;AKOS005255080;AC-9677;AM61787;CS-W010396;3-Bromo-1,2,4,5-tetrafluorobenzene #;AS-33095;B1706;FT-0607437;A20468;EN300-175965;A928045

Chemical Property of 1-Bromo-2,3,5,6-tetrafluorobenzene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.136mmHg at 25°C
• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 146 °C at 760 mmHg
• Flash Point: 53.9 °C
• PSA: 0.00000
• Density: 1.869 g/cm³
• LogP: 3.00550
• Storage Temp.: Flammables area
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 227.91978
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-1,2,4,5-tetrafluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38-22
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1F)F)Br)F)F
• Uses: 1-Bromo-2,3,5,6-tetrafluorobenzene is used to produce 1,2,4,5-tetrafluoro-3-hept-1-ynyl-benzene. It is also used as a pharmaceutical intermediate.

Technology Process of 1-Bromo-2,3,5,6-tetrafluorobenzene

There total 11 articles about 1-Bromo-2,3,5,6-tetrafluorobenzene 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: 87.0%

2,3,5,6-tetrafluorothiophenol (769-40-4) → 1-bromo-2,3,5,6-tetrafluorobenzene (1559-88-2) + bromopentafluorobenzene (344-04-7)

Guidance literature:

With bromine; at 500 - 510 ℃;

DOI:10.1007/s11178-006-0012-1

Reference yield: 36.0%

perfluoro(2-propoxypropionyl) fluoride (2062-98-8,125037-08-3,75566-60-8) + 4-bromotetrafluorophenylmagnesium bromide (31103-33-0) → bromobenzene (108-86-1,52753-63-6) + 1-bromo-2,3,5,6-tetrafluorobenzene (1559-88-2) + 4-Br-C6F4C(O)CF(CF3)OC3F7 (70628-03-4) + 1,4-{C3F7OCF(CF3)C(O)}2-C6F4 (70815-67-7)

Guidance literature:

In diethyl ether; -20°C, 12 d;

DOI:10.1016/S0022-1139(00)82083-7

Reference yield: 11.0%

1,4-dibromotetrafluorobenzene (344-03-6) + sodium phenoxide (139-02-6) → 1-bromo-2,3,5,6-tetrafluorobenzene (1559-88-2) + 1,4-dibromo-2,3,5-trifluoro-6-phenoxybenzene (1241914-37-3) + C18H10Br2F2O2 (1241914-38-4)

Guidance literature:

In acetonitrile; at 150 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.jfluchem.2010.02.005

upstream raw materials:

1,2,4,5-Tetrafluorobenzene

(4-bromo-2,3,5,6-tetrafluorophenyl)hydrazine

1,4-dibromotetrafluorobenzene

2,3,5,6-tetrafluorothiophenol

Downstream raw materials:

1-bromo-2,3,5,6-tetrafluoro-4-nitrobenzene

1-phenylthio-2,3,5,6-tetrafluorobenzene

1,4-dibromotetrafluorobenzene

1-bromo-2,3,5,6-tetrafluoro-4-iodobenzene

Refernces

• 1、 Quibell, Jacob M.,Perry, Gregory J. P.,Cannas, Diego M.,Larrosa, Igor. "Transition-metal-free decarboxylative bromination of aromatic carboxylic acids". . p. 3860 - 3865. Retrieved 2018/04/26.
• 2、 Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,Zhang, Jun-Long. "Catalytic C-F bond activation of perfluoroarenes by tricoordinated gold(I) complexes". experimental part. p. 1529 - 1541. Retrieved 2012/07/14.