Bromopentafluorobenzene

Base Information

• Chemical Name: Bromopentafluorobenzene
• CAS No.: 344-04-7
• Molecular Formula: C6BrF5
• Molecular Weight: 246.962
• Hs Code.: 29036990
• European Community (EC) Number: 206-449-0
• NSC Number: 21630
• UNII: S88219080S
• DSSTox Substance ID: DTXSID3047136
• Nikkaji Number: J30B
• Wikipedia: Bromopentafluorobenzene
• Wikidata: Q27289044
• ChEMBL ID: CHEMBL1231233
• Mol file: 344-04-7.mol

Synonyms:BROMOPENTAFLUOROBENZENE;344-04-7;1-Bromo-2,3,4,5,6-pentafluorobenzene;Pentafluorobromobenzene;Benzene, bromopentafluoro-;Bromoperfluorobenzene;Pentafluorophenyl bromide;2,3,4,5,6-Pentafluorobromobenzene;C6BrF5;benzene, 1-bromo-2,3,4,5,6-pentafluoro-;2,3,4,5,6-bromopentafluorobenzene;EINECS 206-449-0;NSC 21630;DTXSID3047136;UNII-S88219080S;NSC-21630;S88219080S;NSC21630;bromoperfluoro-benzene;bromo-pentafluorobenzene;bromopentafluoro-benzene;1-Bromo-2,3,4,5,6-pentafluoro-benzene;1-bromopentafluorobenzene;C6F5Br;C6-Br-F5;Bromopentafluorobenzene, 99%;SCHEMBL350227;CHEMBL1231233;DTXCID1027136;AMY3604;Tox21_302507;MFCD00000287;AKOS003652412;CS-W008751;NCGC00256664-01;CAS-344-04-7;DS-14218;LS-29211;1-Bromo-2,3,4,5,6-pentafluorobenzene #;A6061;B1116;FT-0623254;FT-0656416;EN300-67419;D70199;Bromopentafluorobenzene, purum, >=97.0% (GC);J-504384;Q27289044;BBF

Chemical Property of Bromopentafluorobenzene

Chemical Property:

• Appearance/Colour: Clear colorless to very faintly colored liquid
• Vapor Pressure: 9.17mmHg at 25°C
• Melting Point: -31 °C(lit.)
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 136.4 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 0.00000
• Density: 1.949 g/cm³
• LogP: 3.14460
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 245.91035
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

Bromopentafluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)Br)F)F)F
• Uses: It is used as pharmaceutical intermediate. It is a Grignard reagent (with CuBr in dioxane) can introduce pentafluorophenyl groups. Bromopentafluorobenzene is a polyfluorinated chemical that is widely distributed in the environment and released because of its use in different household and industrial products. Bromopentafluorobenzene is also used in the synthesis of phenylproparginols which have herbicidal activity.

Technology Process of Bromopentafluorobenzene

There total 61 articles about Bromopentafluorobenzene 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%

C6F9Si(1-)*C4H12N(1+) → bromopentafluorobenzene (344-04-7)

Guidance literature:

With bromine; In diethylene glycol dimethyl ether; at 10 ℃; for 0.0833333h;

DOI:10.1016/0022-328X(95)05616-W

Reference yield: 93.0%

trimethyl(pentafluorophenyl)silane (1206-46-8) → bromopentafluorobenzene (344-04-7)

Guidance literature:

With bromine; cesium fluoride; In acetonitrile; at 20 ℃; for 3h;

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

upstream raw materials:

tribromofluoromethane

Pentafluorobenzene

chloro-trimethyl-silane

pentafluorphenylbrom(V)tetrafluorid

Downstream raw materials:

1,2,3,4-Tetrafluor-9-phenaethyl-9,10-dihydro-phenanthren

1,1,2,2-tetramethyl-1,2-bis(perfluorophenyl)disilane

N-tert-Butyl-N-pentafluorophenyl-hydroxylamine

(4-Brom-2,3,5,6-tetrafluorphenyl)-malonsaeureethylester-nitril

Refernces

• 1、 Iwamoto, Hidetoshi,Sonoda, Takaaki,Kobayashi, Hiroshi. "Diazotization of pentafluoroaniline by means of anion-catalyzed phase transfer catalysis in a hydrophobic organic solvent". . p. 535 - 537. Retrieved 1984.
• 2、 Shimamori, Hiroshi,Tatsumi, Yoshitsugu,Suanagawa, Takeyoshi. "Thermal electron attachment to C6F5X and C6H5X (X - I, Br, Cl, and F)". . p. 7787 - 7792. Retrieved 1993.
• 3、 -. "Preparation method of bromopentafluorobenzene". Paragraph 0024-0037. . Retrieved 2019/04/06.
• 4、 Gruber, Stefan,Ametamey, Simon M.,Schibli, Roger. "Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles". supporting information. p. 8999 - 9002. Retrieved 2018/08/21.