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1109-15-5

Basic Information
CAS No.: 1109-15-5
Name: Tris(pentafluorophenyl)borane
Article Data: 78
Molecular Structure:
Molecular Structure of 1109-15-5 (Tris(pentafluorophenyl)borane)
Formula: C18BF15
Molecular Weight: 511.985
Synonyms: Tris(perfluorophenyl)boron;Borane,tris(pentafluorophenyl)- (7CI,8CI,9CI);Borane,tris(2,3,4,5,6-pentafluorophenyl)-;Tris(2,3,4,5,6-pentafluorophenyl)borane;Tris(pentafluorophenyl)boron;Tri(pentafluorophenyl)boron;Perfluorotriphenylboron;
EINECS: -0
Density: 1.707 g/cm3
Melting Point: 126-131 °C(lit.)
Boiling Point: 327.271 °C at 760 mmHg
Flash Point: 151.728 °C
Appearance: white powder
Hazard Symbols: HarmfulXn,IrritantXi,ToxicT,DangerousN,FlammableF
Risk Codes: 36/37/38-25-67-65-50/53-11
Safety: 60-61-62-45-37/39-26-36
Transport Information: UN 1268 3/PG 2
PSA: 0.00000
LogP: 4.28930
Synthetic route
344-04-7

bromopentafluorobenzene

109-63-7

boron trifluoride diethyl etherate

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
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

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
Stage #1: bromopentafluorobenzene With n-butyllithium In hexane at -80℃; for 0.666667h;
Stage #2: With boron trichloride In hexane at -80 - 20℃;
85%
Multi-step reaction with 2 steps
1: n-BuLi / light petroleum; hexane / 1 h / -78 °C
2: 48 percent / boron tribromide / light petroleum; hexane / 15 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: magnesium; 1-bromo-butane / dibutyl ether / 2.5 h / 30 °C / Inert atmosphere
2: methyl cyclohexane; dibutyl ether / 2.5 h / 20 - 30 °C / Inert atmosphere
View Scheme
344-04-7

bromopentafluorobenzene

10294-34-5

boron trichloride

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
Stage #1: bromopentafluorobenzene With n-butyllithium In hexane at -80℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: boron trichloride In hexane at -80 - 20℃; for 17h; Inert atmosphere; Schlenk technique; Glovebox;
84%
Stage #1: bromopentafluorobenzene With n-butyllithium In hexane; pentane at -78℃; for 1h;
Stage #2: boron trichloride In hexane; pentane at 20℃;
68%
Stage #1: bromopentafluorobenzene With n-butyllithium In hexane at -80℃; for 1.5h; Inert atmosphere;
Stage #2: boron trichloride In hexane at -80 - 25℃; Inert atmosphere;
67%
75-01-4

chloroethylene

Zr(C10H8)2(CH3)(CH3)B(C6F5)3

Zr(C20H16)Cl2

B

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
In dichloromethane-d2 byproducts: atactic oligopropylene; Zr complex reacted with 15-fold excess of vinyl chloride at 25° for 5 min to produce a dark-red soln.; within 24 h at 25° the soln. turned to yellow; NMR monitoring; intermediates and products detd. by NMR spectra;A 81%
B n/a
[Cu(C6F5)]4(η2-toluene)2

[Cu(C6F5)]4(η2-toluene)2

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
With boron tribromide In dichloromethane80%
109-63-7

boron trifluoride diethyl etherate

879-05-0

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

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
80%

[pentafluorophenylcopper]4(η2-toluene)2

10294-33-4

boron tribromide

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
In dichloromethane under N2; soln. of BBr3 (0.33 equiv) in CH2Cl2 added dropwise to soln. of (Cu(C6F5))4(η2-toluene)2 in CH2Cl2 at -78 °C; mixt. stirredat -78 °C for 1 h, allowed to slowly warm to room temp., and sti rred for addnl. 12 h; react. mixt. filtered through fritted glass disk and washed twice with CH2Cl2; all volatiles removed under vac.; crude product purified by high-vac. sublimation at 80 °C;80%

[pentafluorophenylcopper]4(η2-toluene)2

10294-33-4

boron tribromide

A

1109-15-5

tris(pentafluorophenyl)borate

B

1012-83-5

(pentafluoro phenyl) dibromo borane

C

bromobis(pentafluorophenyl)-borane

Conditions
ConditionsYield
In toluene under N2; soln. of BBr3 (1.00 equiv) in toluene added to soln. of (Cu(C6F5))4(η2-toluene)2 in toluene at -78 °C; mixt. stirred at -78°C for 1 h and then allowed to gradually warm to room temp.; products not sepd.; product distribution in supernatant estimated by (19)F-NMR spectroscopy;A 10%
B 74%
C 16%
In toluene under N2; soln. of BBr3 (0.50 equiv) in toluene added to soln. of (Cu(C6F5))4(η2-toluene)2 in toluene at -78 °C; mixt. stirred at -78°C for 1 h and then allowed to gradually warm to room temp.; products not sepd.; product distribution in supernatant estimated by (19)F-NMR spectroscopy;A 43%
B 34%
C 23%

(η5-C5H5)(η5-[C5H4B(C6F5)3])Ti *0.5C6H5CH3

107-08-4

1-iodo-propane

A

bis-cyclopentadienyltitanium(IV) diiodide

B

TiI(η5-cyclopentadienyl)(η5-C5H4B(C6F5)3)

C

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
In neat (no solvent) byproducts: propylene; under Ar; mixt. of Ti complex and n-propyl iodide stirred at 20°Cfor several minutes, stored for 24 h; soln. concd., stored at 20°C under Ar for 3 d, crystals sepd. by decantation, dried at 20°C for 2 h under vac., soln. evapd. undervac. to dryness, residue extd. with n-hexane; elem. anal.;A 70%
B 0%
C n/a
879-05-0

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

10294-34-5

boron trichloride

1109-15-5

tris(pentafluorophenyl)borate

Conditions
ConditionsYield
at -15 - 20℃; Temperature;63.8%
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    Product Name: TRIS(PENTAFLUOROPHENYL)BORANE CAS: 1109-15-5 MF: C18BF15 MW: 511.98 EINECS: 000-000-0 Mol File: 1109-15-5.mol TRIS(PENTAFLUOROPHENYL)BORANE Structure TRIS(PENTAFLUOROPHENYL)BORANE Chemical Properties Melting point

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  • tris(pentafluorophenyl)borane CAS NO.1109-15-5  CAS NO.1109-15-5

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    tris(pentafluorophenyl)borane CAS NO.1109-15-5 CAS NO.1109-15-5

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Specification

Tris(pentafluorophenyl)borane is an organic compound with the formula C18BF15, and its systematic name is the same with the product name. With the CAS registry number 1109-15-5, it is also named as Perfluorotriphenylboron. It belongs to the product categories of B (Classes of Boron Compounds); Boranes; BoronAlphabetic; Precursors by Metal; TP - TZ; Vapor Deposition Precursors;organoboron compound. In addition, the molecular weight is 511.98. Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. It is used to prepare organometallic complexes and polymerization catalysts.

Physical properties of Tris(pentafluorophenyl)borane are: (1)ACD/LogP: 5.905; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 5.91; (4)ACD/LogD (pH 7.4): 5.91; (5)ACD/BCF (pH 5.5): 18096.46; (6)ACD/BCF (pH 7.4): 18096.46; (7)ACD/KOC (pH 5.5): 38830.45; (8)ACD/KOC (pH 7.4): 38830.45; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.455; (13)Molar Refractivity: 81.331 cm3; (14)Molar Volume: 299.916 cm3; (15)Polarizability: 32.242×10-24cm3; (16)Surface Tension: 28.94 dyne/cm; (17)Density: 1.707 g/cm3; (18)Flash Point: 151.728 °C; (19)Enthalpy of Vaporization: 54.693 kJ/mol; (20)Boiling Point: 327.271 °C at 760 mmHg ; (21)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by pentafluorophenyllithium at the ambient temperature. This reaction will need reagent boron tribromide and solvents light petroleum, hexane with the reaction time of 15 hours. The yield is about 48%.

Tris(pentafluorophenyl)borane can be prepared by pentafluorophenyllithium at the ambient temperature

Uses of Tris(pentafluorophenyl)borane: it can be used to produce 2-pentafluorophenyl-1,3-dioxa-2-bora-cyclopenta[b]naphthalene at the temperature of 20 °C. It will need solvent toluene with the reaction time of 2 days. The yield is about 31%.

Tris(pentafluorophenyl)borane can be used to produce 2-pentafluorophenyl-1,3-dioxa-2-bora-cyclopenta[b]naphthalene at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic if swallowed. If swallowed, it will not induce vomiting, but you need to seek medical advice immediately and show this container or label. It is irritating to eyes, respiratory system and skin and is highly flammable. This substance is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. It is harmful as it may cause lung damage if swallowed. Its vapours may cause drowsiness and dizziness. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). This material and its container must be disposed of as hazardous waste. You must avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: B(c1c(c(c(c(c1F)F)F)F)F)(c2c(c(c(c(c2F)F)F)F)F)c3c(c(c(c(c3F)F)F)F)F
(2)Std. InChI: InChI=1S/C18BF15/c20-4-1(5(21)11(27)16(32)10(4)26)19(2-6(22)12(28)17(33)13(29)7(2)23)3-8(24)14(30)18(34)15(31)9(3)25
(3)Std. InChIKey: OBAJXDYVZBHCGT-UHFFFAOYSA-N