Allylpentafluorobenzene

Base Information

• Chemical Name: Allylpentafluorobenzene
• CAS No.: 1736-60-3
• Molecular Formula: C9H5F5
• Molecular Weight: 208.131
• Hs Code.: 29039990
• European Community (EC) Number: 217-083-6
• NSC Number: 88279
• DSSTox Substance ID: DTXSID50169636
• Nikkaji Number: J101.782I
• Wikidata: Q83039352
• Mol file: 1736-60-3.mol

Synonyms:Allylpentafluorobenzene;1736-60-3;Benzene, allylpentafluoro-;3-(pentafluorophenyl)-1-propene;1-Allyl-2,3,4,5,6-pentafluorobenzene;1,2,3,4,5-pentafluoro-6-prop-2-enylbenzene;BENZENE, PENTAFLUORO-2-PROPENYL-;Benzene, 1,2,3,4,5-pentafluoro-6-(2-propen-1-yl)-;EINECS 217-083-6;MFCD00000301;2,3,4,5,6-Pentafluoro(allylbenzene);C9H5F5;NSC88279;Allylpentafluorobenzene, 97%;SCHEMBL151989;1,2,3,4,5-pentafluoro-6-(prop-2-en-1-yl)benzene;DTXSID50169636;Allylpentafluorobenzene, >/=98%;C9-H5-F5;AC8594;NSC 88279;NSC-88279;PC1006;AKOS007930770;1-Allyl-2,3,4,5,6-pentafluorobenzen;PS-10091;SY048786;1-Allyl-2,3,4,5,6-pentafluorobenzene #;FT-0633805;J-010929

Chemical Property of Allylpentafluorobenzene

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 5.74mmHg at 25°C
• Melting Point: -64°C
• Refractive Index: n20/D 1.427(lit.)
• Boiling Point: 146.9 °C at 760 mmHg
• Flash Point: 42.8 °C
• PSA: 0.00000
• Density: 1.343 g/cm³
• LogP: 3.11060
• Storage Temp.: Flammables area
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 208.03114097
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

Allylpentafluorobenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCC1=C(C(=C(C(=C1F)F)F)F)F

Technology Process of Allylpentafluorobenzene

There total 14 articles about Allylpentafluorobenzene 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: 88.0%

allyl 2,3,4,5,6-pentafluorobenzoate (99483-18-8) → 1-allyl-2,3,4,5,6-pentafluorobenzene (1736-60-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Tri(p-tolyl)phosphine; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201400624

Reference yield:

1-chloro-2,3,4,5,6-pentafluorobenzene (344-07-0) + allyl bromide (106-95-6) → Pentafluorobenzene (363-72-4) + 1-allyl-2,3,4,5,6-pentafluorobenzene (1736-60-3)

Guidance literature:

1-chloro-2,3,4,5,6-pentafluorobenzene; With zinc; In N,N-dimethyl-formamide;

allyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 360h; Further stages.;

DOI:10.1134/s1070428008010119

Reference yield:

1-chloro-2,3,4,5,6-pentafluorobenzene (344-07-0) + 3-chloroprop-1-ene (107-05-1) → Pentafluorobenzene (363-72-4) + 1-allyl-2,3,4,5,6-pentafluorobenzene (1736-60-3)

Guidance literature:

1-chloro-2,3,4,5,6-pentafluorobenzene; With zinc; In N,N-dimethyl-formamide;

3-chloroprop-1-ene; With copper(l) iodide; In N,N-dimethyl-formamide; at 60 ℃; for 4h; Further stages.;

DOI:10.1134/s1070428008010119

upstream raw materials:

bromopentafluorobenzene

allylmagnesium bromide

allyl bromide

2,3,4,5,6-pentafluorophenylmagnesium bromide

Downstream raw materials:

(E)-6,6'-(prop-1-ene-1,3-diyl)bis(1,2,3,4,5-pentafluorobenzene)

ethyl ({4-[(4-chlorophenyl)sulfanyl]-4,4-difluoro-1-(pentafluorophenyl)butan-2-yl}sulfanyl)methanethioate

[5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2″,3″,7″,8″,12″,13″,17″,18″-octa(perfluorophenylmethyl)corrolato]Cu(III)

(E)-4,4,5,5-tetramethyl-2-(3-(perfluorophenyl)prop-1-enyl)-[1,3,2]-dioxaborolane

Refernces

• 1、 Li, Chunsheng,Li, Meng,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng. "Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters". supporting information. p. 66 - 69. Retrieved 2017/12/27.
• 2、 Vinogradov,Krasnov,Platonov. "Organozinc reagents from polyfluoroarenes: Preparation and reactions with allyl halides. Synthesis of allylpolyfluoroarenes". . p. 95 - 102. Retrieved 2008/12/21.