Bromopentafluorobenzene supplier

Name
Bromopentafluorobenzene
EINECS 206-449-0
CAS No. 344-04-7
Article Data63
CAS DataBase
Density 1.949 g/cm³
Solubility Insoluble in water.
Melting Point -31 °C(lit.)
Formula C₆BrF₅
Boiling Point 136.4 °C at 760 mmHg
Molecular Weight 246.962
Flash Point 87.8 °C
Transport Information
Appearance Clear colorless to very faintly colored liquid
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzene,bromopentafluoro- (6CI,8CI,9CI);NSC 21630;Pentafluorobromobenzene;Pentafluorophenylbromide;
PSA 0.00000
LogP 3.14460

Synthetic route

: C6F9Si(1-)*C4H12N(1+)

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine In diethylene glycol dimethyl ether at 10℃; for 0.0833333h;	100%

: 363-72-4
Pentafluorobenzene

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; boron trifluoride at 20℃; for 1h;	96%
With tris(pentafluorophenyl)borate; bromine; chlorine In chloroform at 30 - 35℃; for 2h; Reagent/catalyst; Solvent; Temperature; Large scale;	93%
With aluminum (III) chloride; bromine at 45℃; for 18h;	90.5%

: 1206-46-8
trimethyl(pentafluorophenyl)silane

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine; cesium fluoride In acetonitrile at 20℃; for 3h;	93%

: 769-40-4
2,3,5,6-tetrafluorothiophenol

A: 1559-88-2
1-bromo-2,3,5,6-tetrafluorobenzene

B: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine at 500 - 510℃;	A 87% B n/a

: 392-56-3
Hexafluorobenzene

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
Stage #1: Hexafluorobenzene With iron(III)-acetylacetonate; ethylmagnesium bromide In tetrahydrofuran at -30℃; for 1.5h; Stage #2: With bromine In tetrahydrofuran at -30 - 20℃;	83%

: 7726-95-6
bromine

: 879-06-1
pentafluorophenylmagnesium chloride

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
In diethyl ether reaction at 20°C, 1 hour;;	69%
In diethyl ether reaction at 20°C, 1 hour;;	69%

: 1494-06-0
bis(pentafluorophenyl) disulfide

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine at 500℃;	68%

: C6F5NN(1+)*F(1-)=C6F5NNF

: 7787-70-4
copper(I) bromide

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
at 100°C in HBr;	63%
at 100°C in HBr;	63%

: 363-72-4
Pentafluorobenzene

A: 344-04-7
bromopentafluorobenzene

B: 60890-52-0
3-H-pentafluoro-2,5-cyclohexadien-1-one

C: 773-53-5
1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene

Conditions

Conditions	Yield
With bromine trifluoride; antimony pentafluoride In fluorosulfonylchloride at -90 - -80℃; for 0.5h;	A 57% B 13% C 9%

...Expand

: 363-72-4
Pentafluorobenzene

A: 344-04-7
bromopentafluorobenzene

B: 1-H-heptafluoro-1,4-cyclohexadiene

C: 70557-89-0
1-bromoheptafluoro-1,4-cyclohexadiene

Conditions

Conditions	Yield
With bromine trifluoride; boron trifluoride In fluorosulfonylchloride at -90 - -80℃; for 0.333333h; Title compound not separated from byproducts;	A 47% B 10 % Chromat. C 10 % Chromat.
With bromine trifluoride; boron trifluoride In fluorosulfonylchloride at -90 - -80℃; for 0.333333h;	A 47 % Chromat. B 10% C 10 % Chromat.

...Expand

: 363-72-4
Pentafluorobenzene

A: 344-04-7
bromopentafluorobenzene

B: 60890-52-0
3-H-pentafluoro-2,5-cyclohexadien-1-one

C: 57113-81-2
2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene

Conditions

Conditions	Yield
With bromine trifluoride; boron trifluoride In fluorosulfonylchloride at -90 - -80℃; for 0.333333h;	A 46% B 26% C 10%

...Expand

: potassium perfluorophenyltrifluoroborate

A: 344-04-7
bromopentafluorobenzene

B: 57113-81-2
2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene

C: 4933-59-9
1-bromo nonafluoro cyclohexene

D: bis(pentafluorophenyl)bromonium tetrafluoroborate

Conditions

Conditions	Yield
With bromine trifluoride; hydrogen fluoride at -40 - -30℃; Inert atmosphere;	A 0.1 mmol B 0.16 mmol C 0.06 mmol D 45%

...Expand

: 116-15-4
perfluoropropylene

: 1076-44-4
pentafluorophenyl lithium

A: 344-04-7
bromopentafluorobenzene

B: 37600-06-9
cis-1-perfluoro(phenylpropylene)

C: 37600-07-0
trans-1-perfluoro(phenylpropylene)

Conditions

Conditions	Yield
In diethyl ether byproducts: trans-perfluoro(α-(4-biphenyl)propylene); stream of dry argon between -80 and 50°C, keeping the mixt. at -70°Cfor 3 h, then acidifying with 10 % HCl at 10°C;	A 5% B 8% C 40%
In diethyl ether

...Expand

: 363-72-4
Pentafluorobenzene

A: 344-04-7
bromopentafluorobenzene

B: 60890-52-0
3-H-pentafluoro-2,5-cyclohexadien-1-one

C: 773-53-5
1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene

D: 57113-81-2
2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene

Conditions

Conditions	Yield
With bromine trifluoride; antimony pentafluoride In fluorosulfonylchloride at -90 - -80℃; for 0.5h;	A 35% B 1% C 26% D 17%

...Expand

: 828-73-9
pentafluorophenyl hydrazine

A: 771-60-8
2,3,4,5,6-pentafluoroaniline

B: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine In ethanol with ethanolic Br2 soln. at -60°C (2 h);	A 5% B 24%
With Br2 In ethanol with ethanolic Br2 soln. at -60°C (2 h);	A 5% B 24%

: 353-54-8
tribromofluoromethane

A: 392-56-3
Hexafluorobenzene

B: 594-79-6
1,2-difluorotetrabromoethane

C: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
at 630 - 640℃;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 75822-05-8
pentafluorphenylbrom(V)tetrafluorid

A: 420-56-4
trimethylsilyl fluoride

B: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
In acetonitrile

...Expand

: 771-60-8
2,3,4,5,6-pentafluoroaniline

A: 344-04-7
bromopentafluorobenzene

B: 363-72-4
Pentafluorobenzene

Conditions

Conditions	Yield
With copper(I) bromide; sulfuric acid; copper(II) sulfate; potassium bromide; sodium nitrite; tetrakis[3,5-bis(trifluoromethyl)phenyl]borate anion 1) 0 deg C, dichloromethane, water 2) dichloromethane, water, 100 min, rt.; Yield given. Multistep reaction. Yields of byproduct given;
With copper(I) bromide; sulfuric acid; copper(II) sulfate; potassium bromide; sodium nitrite; tetrakis[3,5-bis(trifluoromethyl)phenyl]borate anion 1) 0 deg C, dichloromethane, water, 2) dichloromethane, water, 100 min, rt.; Yield given. Multistep reaction. Yields of byproduct given;

: 1206-46-8
trimethyl(pentafluorophenyl)silane

A: 344-04-7
bromopentafluorobenzene

B: 363-72-4
Pentafluorobenzene

C: 434-90-2
decafluorobiphenyl

Conditions

Conditions	Yield
With xenon difluoride; Bromoform; cesium fluoride In acetonitrile at 20 - 25℃; for 0.5h;	A 25 % Chromat. B 14 % Chromat. C 1 % Chromat.
With xenon difluoride; Bromoform; cesium fluoride prototype reaction (oth. aryltrimethylsilanes);

...Expand

: 75822-05-8
pentafluorphenylbrom(V)tetrafluorid

: 603-35-0
triphenylphosphine

A: 344-04-7
bromopentafluorobenzene

B: 845-64-7
triphenyldifluorophosphorane

Conditions

Conditions	Yield
In acetonitrile at 0℃;

...Expand

: 75822-05-8
pentafluorphenylbrom(V)tetrafluorid

: 1259-35-4
tris(pentafluorophenyl)phosphine

A: 344-04-7
bromopentafluorobenzene

B: 22474-72-2, 54082-67-6
difluorotris(pentafluorphenyl)phosphorane

Conditions

Conditions	Yield
In acetonitrile at 0℃;

...Expand

: 344-07-0
1-chloro-2,3,4,5,6-pentafluorobenzene

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With bromine In gaseous matrix at 40℃; Thermodynamic data; collision energy E(c);

: 5272-26-4
trifluoro(pentafluorophenyl)silane

: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With aluminum tri-bromide; bromine at -20℃; for 76h;
Multi-step reaction with 2 steps 1: 76 percent / acetonitrile / 0.25 h / Ambient temperature 2: 100 percent / Br2 / bis-(2-methoxy-ethyl) ether / 0.08 h / 10 °C View Scheme

: 5272-26-4
trifluoro(pentafluorophenyl)silane

A: 344-04-7
bromopentafluorobenzene

B: Bromo-difluoro-pentafluorophenyl-silane

Conditions

Conditions	Yield
With bromine for 240h; Product distribution; Ambient temperature;

: 1074-91-5
1-bromo-2,3,4,5-tetrafluorobenzene

A: 344-04-7
bromopentafluorobenzene

B: 1-Bromo-2H-hexafluoro-1,4-cyclohexadiene

C: 1-Bromo-2H-octafluorocyclohexene

Conditions

Conditions	Yield
With xenon difluoride; hydrogen fluoride for 0.416667h; Ambient temperature; Title compound not separated from byproducts;	A 2 % Spectr. B 29 % Spectr. C 11 % Spectr.

...Expand

: 2314-97-8
iodotrifluoromethane

: 1-Bromo-2,3,4,5,6-pentafluoro-benzene

A: 2264-21-3
trifluoromethyl radical

B: 344-04-7
bromopentafluorobenzene

C: 2314-97-8
trifluoro-iodo-methane radical anion

Conditions

Conditions	Yield
In gas at 36.9℃; Rate constant;

...Expand

: 1206-46-8
trimethyl(pentafluorophenyl)silane

A: 2857-97-8
trimethylsilyl bromide

B: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With aluminum tri-bromide; bromine -20 deg C -> rt., 15 min; Yield given;

: 10536-62-6
di-(pentafluoro phenyl) dimethyl silane

A: 4095-10-7
dimethyldibromosilane

B: 344-04-7
bromopentafluorobenzene

Conditions

Conditions	Yield
With aluminum tri-bromide; bromine Ambient temperature; -20 deg C -> r.t., 15 min; Yield given;

: 10536-62-6
di-(pentafluoro phenyl) dimethyl silane

A: 344-04-7
bromopentafluorobenzene

B: 363-72-4
Pentafluorobenzene

C: 23761-73-1
Brom-dimethyl-pentafluorphenyl-silan

Conditions

Conditions	Yield
With aluminum tri-bromide In various solvent(s) for 0.5h; Ambient temperature; Yield given. Yields of byproduct given;

...Expand

: 110-86-1
pyridine

: 14096-51-6
dichloro(ethylenediamine)platinum(II)

: 344-04-7
bromopentafluorobenzene

: 108089-51-6
[N,N'-bis(4-bromo-2,3,5,6-tetrafluorophenyl)ethane-1,2-diaminato]dipyridineplatinum(II)

B: 124-38-9
carbon dioxide

Conditions

Conditions	Yield
With Tl2CO3 In pyridine N2-atmosphere; stirring (115°C, 1 h); evapn. (vac.), light petroleum addn., stirring (1 h), decanting, extg. (Me2CO), filtering, concg., light petroleum addn., crystn. on concg., re crystn. (Me2CO / light petroleum);	A 60% B 100%
With K2CO3 In pyridine N2-atmosphere; stirring (115°C, 1 h); evapn. (vac.), light petroleum addn., stirring (1 h), decanting, extg. (Me2CO), filtering, concg., light petroleum addn., crystn. on concg., re crystn. (Me2CO / light petroleum);	A 26% B 30%

...Expand

: 344-04-7
bromopentafluorobenzene

: 2797-28-6
lithium tetrakis(pentafluorophenyl)borate

Conditions

Conditions	Yield
With n-butyllithium; carbon dioxide; boron trichloride In hexane; water; pentane	99%

: 344-04-7
bromopentafluorobenzene

: 557-18-6
diethylmagnesium

: 17436-90-7
bis-(pentafluoro phenyl) magnesium

Conditions

Conditions	Yield
In tetrahydrofuran reaction at 0°C;;	99%

: 109-99-9
tetrahydrofuran

: 7440-74-6
indium

: 344-04-7
bromopentafluorobenzene

: 7726-95-6
bromine

: 399511-25-2
bis(tetrahydrofuran)(pentafluorophenyl)indium dibromide

Conditions

Conditions	Yield
In tetrahydrofuran	99%

...Expand

: 110-86-1
pyridine

: 7440-74-6
indium

: 344-04-7
bromopentafluorobenzene

: 7726-95-6
bromine

: bis(pyridine)(pentafluorophenyl)indium dibromide

Conditions

Conditions	Yield
In dichloromethane	99%

...Expand

: 110-86-1
pyridine

: indium(I) bromide

: 344-04-7
bromopentafluorobenzene

: bis(pyridine)(pentafluorophenyl)indium dibromide

Conditions

Conditions	Yield
In dichloromethane elem. anal.;	99%

...Expand

: 344-04-7
bromopentafluorobenzene

: 5407-98-7
1-cyclobutyl-1-phenyl-methanone

: 1361052-41-6
C17H11F5O

Conditions

Conditions	Yield
Stage #1: 1-cyclobutyl-1-phenyl-methanone With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 0.0833333h; Inert atmosphere; Stage #2: bromopentafluorobenzene In tetrahydrofuran; 1,4-dioxane for 0.25h; Inert atmosphere;	99%

: 63835-22-3
tetrakis(trimethylphosphine)iron(0)

: 344-04-7
bromopentafluorobenzene

: C18H41BrFeP4

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 3h; Inert atmosphere;	99%

: 344-04-7
bromopentafluorobenzene

: tert-butyl (1R,5R)-8-oxo-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocine-3(4H)-carboxylate

: N-Boc 10-(perfluorophenyl)cytisine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In tetrahydrofuran for 18h; Inert atmosphere; Reflux;	99%
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In tetrahydrofuran at 80℃; for 18h;

: 292638-84-7
styrene

: 344-04-7
bromopentafluorobenzene

: 80365-31-7, 19292-25-2
(E)-1,2,3,4,5-pentafluoro-6-styrylbenzene

Conditions

Conditions	Yield
With (NBu4)2[Pd2(μ-Br)2(C6F5)2Br2]; calcium carbonate In 1-methyl-pyrrolidin-2-one; water at 130℃; for 24h; Heck reaction;	98%
With 1,3-bis(2-(diphenylphosphinomethyl)-phenyl)benzene*PdCl2; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 25h; Heck coupling;	67 % Chromat.

: 344-04-7
bromopentafluorobenzene

: 925-90-6
ethylmagnesium bromide

: 879-05-0
2,3,4,5,6-pentafluorophenylmagnesium bromide

Conditions

Conditions	Yield
In tetrahydrofuran reaction at 0°C;;	98%
In diethyl ether
In di-isopropyl ether

: 344-04-7
bromopentafluorobenzene

: 7646-78-8
tin(IV) chloride

: 1522-03-8, 1871-05-2, 68628-90-0, 68628-91-1, 68628-92-2, 77626-11-0
tetraallyltin

: (C6F5)2Sn(CH2CHCH2)2

Conditions

Conditions	Yield
With magnesium In diethyl ether Ar-atmosphere; addn. of 1 equiv. of SnCl4 to tetraallyltin at -50°C, warming to 0°C, dropwise addn. of excess of Grignard reagent (prepd. from Mg and C6F5Br), stirring (room temp., 38-75 h); filtration (celite), chromy. (SiO2, hexane), evapn., chromy. (SiO2, hexane); elem. anal.;	98%

...Expand

: 109-99-9
tetrahydrofuran

: indium(I) bromide

: 344-04-7
bromopentafluorobenzene

: 399511-25-2
bis(tetrahydrofuran)(pentafluorophenyl)indium dibromide

Conditions

Conditions	Yield
In tetrahydrofuran InBr suspended in THF, C6F5Br added, stirred for 16 h at ambient temp.; volatile distilled off in vac. at ambient temp.; elem. anal.;	98%

...Expand

: 344-04-7
bromopentafluorobenzene

: 14542-93-9
1,1,3,3-tetramethylbutane isonitrile

: 88284-48-4
2-(trimethylsilyl)phenyl trifluoromethanesulfonate

: 1352657-86-3
N-[(2-bromophenyl)(pentafluorophenyl)methylene]-tert-octylamine

Conditions

Conditions	Yield
With potassium fluoride; 18-crown-6 ether In 1,2-dimethoxyethane at 0℃; for 14h; Inert atmosphere; regioselective reaction;	98%

...Expand

: potassium cyclopentadienyldicarbonyliron(0)

: 344-04-7
bromopentafluorobenzene

A: 38117-54-3
cyclopentadienyl iron(II) dicarbonyl dimer

B: 12110-35-9
p-HC6F4Fe(CO)2Cp

Conditions

Conditions	Yield
With (C6H5)(C2H5)CHCN In tetrahydrofuran byproducts: C6F5H; at room temp. using Ph(Et)CHCN as radical trap; not isolated, detected by NMR;	A 97% B 3%

...Expand

: 110-86-1
pyridine

: 104034-36-8
cis-(N,N-dimethyl-ethylenediamine)diiodoplatinum(II)

: 75669-81-7
thallous 2,3,5,6-tetrafluorobenzoate

: 344-04-7
bromopentafluorobenzene

: 117533-85-4
c(N),d(N')-{N,N-dimethyl-N'-(4-bromo-2,3,5,6-tetrafluorophenyl)ethane-1,2-diaminato(1-)}-b-iodo-a-pyridineplatinum(II)

B: 124-38-9
carbon dioxide

Conditions

Conditions	Yield
In pyridine Heating under stirring (105-110°C, N2, 25 min).; Cooling, evapn. to dryness (vacuum), washed (light petroleum), dried, extn. with Me2CO, filtn. of TlI, evapn. to dryness, washed (cold EtOH), recrystn. (pyridine/H2O and ether/light petroleum), elem. anal.;	A 27% B 97%

...Expand

: 344-04-7
bromopentafluorobenzene

: 3151-41-5
tribenzyltin(IV) chloride

: 221363-75-3
(C6F5)Sn(CH2C6H5)3

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran; diethyl ether Ar-atmosphere; mixing equimolar amts. of Mg and PhBr (in ether, 0°C), stirring for 2 h, dropwise addn. of Sn-compd. (in THF) to slight excess of Grignard reagent at 0°C, stirring (room temp., 63 h); filtration (celite), chromy. (SiO2, hexane), evapn., chromy. (SiO2, hexane); elem. anal.;	97%

: 344-04-7
bromopentafluorobenzene

: 1066-54-2
trimethylsilylacetylene

: 52168-00-0
((trimethylsilyl)ethynyl)pentafluorobenzene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at 80℃; for 19h; Inert atmosphere;	96%
With bis(benzonitrile)palladium(II) dichloride; copper diacetate; diisopropylamine; triphenylphosphine 1.) RT, 1 h, 2.) reflux, 1 h;	20%
With copper(l) iodide; diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine at 72℃; for 24h; Sonogashira Cross-Coupling; Inert atmosphere;

: 344-04-7
bromopentafluorobenzene

: 2156-04-9
4-Vinylphenylboronic acid

: 2,3,4,5,6-pentafluoro-4’-vinylbiphenyl

Conditions

Conditions	Yield
With [Pd(η2-dibenzylideneacetone)(tris(o-tolyl)phosphine)2]; potassium carbonate In ethanol; water; toluene at 85℃; Suzuki-Miyaura Coupling; Inert atmosphere;	96%
With bis(trisphenylphosphine)(dibenzylideneacetone)palladium(0); sodium carbonate In ethanol; toluene at 60 - 90℃; for 2 - 20h; Reagent/catalyst; Temperature; Time; Suzuki-Miyaura Coupling;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene Heating;

: 121-43-7
Trimethyl borate

: 344-04-7
bromopentafluorobenzene

: 1582-24-7
pentafluorophenylboronic acid

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -30℃; Temperature; Flow reactor;	95.2%
Stage #1: bromopentafluorobenzene With ethylmagnesium bromide In octamethylcyclotetrasiloxane at 20℃; for 0.00972222h; Inert atmosphere; Stage #2: Trimethyl borate In octamethylcyclotetrasiloxane at 10℃; for 0.0138889h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;	94.5%
With magnesium In diethyl ether Grignard-comp. prepd. from Br-compd. and Mg in ether was cooled with ice-water bath and added dropwise to 1.5 equiv. of pre-cooled (ice-water bath) soln. of B(OMe)3 in ether, stirring at 0-4 °C for 1 h; pouring into 5 % HCl, org. layer was sepd., aq. layer was extd. with ether, extracts were combined, dried with MgSO4, evapd. under vac., solid was recrystd. from hot toluene, elem. anal.;	90%
Stage #1: bromopentafluorobenzene With magnesium In tetrahydrofuran at 40 - 45℃; for 5h; Inert atmosphere; Large scale; Stage #2: Trimethyl borate In tetrahydrofuran at -5℃; for 2h; Inert atmosphere; Large scale; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Large scale;	90.33%

: 344-04-7
bromopentafluorobenzene

: 10025-91-9
antimony(III) chloride

: 3910-39-2
tris(pentafluorophenyl)antimony

Conditions

Conditions	Yield
Stage #1: bromopentafluorobenzene With n-butyllithium at -78℃; for 0.25h; Stage #2: antimony(III) chloride at -78 - 20℃; for 2h;	95%
With magnesium In diethyl ether at -10 - 20℃; for 2h; Heating / reflux;	65%

: 344-04-7
bromopentafluorobenzene

: 753-73-1
dimethyltin dichloride

: 801-79-6
dimethylbis(pentafluorophenyl)tin

Conditions

Conditions	Yield
With BuLi; H2O In diethyl ether; hexane Ar-atmosphere; stirring (-78°C, 45 min), Sn-compd. addn., stirring (-78°C, 15 min, room temp., 12 h), wet hexanes addn.; evapn. (reduced pressure), extg. (hexanes), evapn., distg. (reduced pressure);	95%
Stage #1: bromopentafluorobenzene With iodine; magnesium In diethyl ether for 4h; Heating / reflux; Stage #2: dimethyltin dichloride In diethyl ether at 0 - 20℃;	90%

: 344-04-7
bromopentafluorobenzene

: 109-63-7
boron trifluoride diethyl etherate

: 1109-15-5
tris(pentafluorophenyl)borate

Conditions

Conditions	Yield
Stage #1: bromopentafluorobenzene With magnesium In diethyl ether at 20℃; Stage #2: boron trifluoride diethyl etherate In toluene at 0℃; for 1h; Schlenk technique; Inert atmosphere; Stage #3: In diethyl ether; toluene at 100℃; for 1h; Schlenk technique; Inert atmosphere;	95%
Stage #1: bromopentafluorobenzene With magnesium In diethyl ether for 1h; Reflux; Stage #2: boron trifluoride diethyl etherate In toluene at 100℃; for 1h;	88%
Stage #1: bromopentafluorobenzene With magnesium In diethyl ether at 20℃; for 1h; Inert atmosphere; Stage #2: boron trifluoride diethyl etherate In toluene at 100℃; for 1h; Inert atmosphere;	88%

: 344-04-7
bromopentafluorobenzene

: 78430-91-8
1-(4-vinylbenzyl)-1H-imidazole

: 1-(4-ethenylbenzyl)-3-(pentafluorobenzyl)-1H-imidazol-3-ium bromide

Conditions

Conditions	Yield
In acetonitrile at 60℃; for 2h; Inert atmosphere;	95%

: 344-04-7
bromopentafluorobenzene

: 32316-92-0
naphthalene-2-boronic acid

: 52331-48-3
2-(2,3,4,5,6-pentafluorophenyl)naphthalene

Conditions

Conditions	Yield
With potassium phosphate tribasic trihydrate; palladium diacetate; tricyclohexylphosphine In water; toluene for 12h; Inert atmosphere; Reflux;	95%

: 344-04-7
bromopentafluorobenzene

: 1076-44-4
pentafluorophenyl lithium

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at -78 - 20℃; for 2h; Inert atmosphere;	94.3%
With n-butyllithium In hexane; Petroleum ether at -78℃; for 1h;
With p-tolyllithium In tetrahydrofuran at -70 - -55℃; for 1h;

: 344-04-7
bromopentafluorobenzene

: 345-92-6
4,4'-Difluorobenzophenone

: 241823-93-8
2,3,4,4',4'',5,6-heptafluoro-triphenylmethanol

Conditions

Conditions	Yield
Stage #1: bromopentafluorobenzene With magnesium In diethyl ether Metallation; Stage #2: 4,4'-Difluorobenzophenone In diethyl ether for 3h; Grignard reaction; Heating;	94%

: 344-04-7
bromopentafluorobenzene

: N-(2,4,6-tri-tert-butylphenyl)-N-trimethylsilylamino(dichloro)phosphane

: 1309766-99-1
1,1-bis(pentafluorophenyl)-2,4-bis(2,4,6-tri-tert-butylphenyl)-1,3-diphospha-2,4-diazene

Conditions

Conditions	Yield
Stage #1: bromopentafluorobenzene With n-butyllithium In diethyl ether at -80℃; for 0.25h; Stage #2: N-(2,4,6-tri-tert-butylphenyl)-N-trimethylsilylamino(dichloro)phosphane In diethyl ether at -80℃;	93.4%

Bromopentafluorobenzene Chemical Properties

Product Name: Bromopentafluorobenzene (CAS NO.344-04-7)

Molecular Formula: C₆BrF₅
Molecular Weight: 246.96g/mol
Mol File: 344-04-7.mol
EINECS: 206-449-0
Appearance: Clear colorless to very faintly colored liquid
Melting Point: -31 °C(lit.)
Boiling point: 136.4 °C at 760 mmHg
Flash Point: 87.8 °C
Density: 1.949 g/cm³
Refractive index: n20/D 1.449(lit.)
Index of Refraction: 1.448
Molar Refractivity: 33.91 cm³
Molar Volume: 126.6 cm³
Surface Tension: 28.7 dyne/cm
Enthalpy of Vaporization: 35.83 kJ/mol
Vapour Pressure: 9.17 mmHg at 25°C
XLogP3-AA: 3.1
H-Bond Donor: 0
H-Bond Acceptor: 5
Structure Descriptors of Bromopentafluorobenzene (CAS NO.344-04-7):
IUPAC Name: 1-bromo-2,3,4,5,6-pentafluorobenzene
Canonical SMILES: C1(=C(C(=C(C(=C1F)F)Br)F)F)F
InChI: InChI=1S/C6BrF5/c7-1-2(8)4(10)6(12)5(11)3(1)9
InChIKey: XEKTVXADUPBFOA-UHFFFAOYSA-N
Product Categories: Pharmaceutical Intermediates; Fluoro-Aromatics; Aryl; C6; Halogenated Hydrocarbons

Bromopentafluorobenzene Safety Profile

Safety Information of Bromopentafluorobenzene (CAS NO.344-04-7):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: CY9040552
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT
HS Code: 29036990

Bromopentafluorobenzene Specification

Bromopentafluorobenzene , its CAS NO. is 344-04-7, the synonyms are Pentafluorophenyl bromide ; Benzene, 1-bromo-2,3,4,5,6-pentafluoro- ; Benzene, bromopentafluoro- .

Product Name

Bromopentafluorobenzene

Synthetic route

Bromopentafluorobenzene Chemical Properties

Bromopentafluorobenzene Safety Profile

Bromopentafluorobenzene Specification

Related Products

Hot Products