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CAS RN: 131274-22-1 | Product Number: T2584

Tri-tert-butylphosphonium Tetrafluoroborate


Purity: >98.0%(T)
Synonyms:
Product Documents:
1G
₩162,800
8   ≥100  Contact Us
5G
₩553,200
32   ≥100  Contact Us
* Please contact our distributor of SEJIN CI Co., Ltd. if you would like to purchase TCI products. The above prices do not include freight cost, customs charge and other charges to the destination. SEJIN CI Co., Ltd. (Phone: 02-2655-2480 / email:  sales@sejinci.co.kr)
* The storage conditions are subject to change without notice.

Product Number T2584
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__2H__2__8BF__4P = 290.13 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 131274-22-1
Reaxys Registry Number 8813613
PubChem Substance ID 125307337
MDL Number

MFCD03426990

Specifications
Appearance White to Almost white powder to crystal
Purity(Iodometric Titration) min. 98.0 %
NMR confirm to structure
Properties (reference)
Melting Point 261 °C
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dusts or mists.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
P405 : Store locked up.
Related Laws:
Transport Information:
UN Number UN1759
Class 8
Packing Group III
H.S.code* 2931.49-900
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
TCI Practical Example: Buchwald-Hartwig amination using a palladium catalyst and an alkylphosphine ligand

Used Chemicals

Procedure

Aniline (1.0 g, 10.7 mmol) and 4-chlorotoluene (1.4 g, 11.8 mmol) were dissolved in degassed toluene (10 mL) under nitrogen atmosphere. To this solution was added sodium tert-butoxide (1.54 g, 16.1 mmol), tri-tert-butylphosphonium tetrafluoroborate (31.1 mg, 0.1 mmol) and Pd(dba)2 (61.7 mg, 0.1 mmol, 1.5mol%). The reaction mixture was refluxed for 24 h and cooled to room temperature and quenched with H2O (10 mL). The organic phase was separated and washed with brine (10 mL), dried over MgSO4 (10 g), concentrated under reduced pressure to afford the crude product as a brown liquid. The crude product was purified by column chromatography on silica-gel (hexane : ethyl acetate = 95 : 5) to afford the desired product as a pale yellow crystalline solid (1.21 g, 6.6 mmol, 62%).

Experimenter’s Comments

Toluene was degassed by bubbling with N2 gas for 30 min.
The reaction mixture was analyzed by TLC (hexane : ethyl acetate = 1 : 1, Rf = 0.30) and GC.

Analytical Data (4-Methyl-N-phenylaniline)

1H NMR (400 MHz, CDCl3); δ 7.24-7.20 (t, J = 8.7 Hz, 3H), 7.07 (d, J = 8.7 Hz, 2H), 7.00-6.88 (m, 4H), 6.88-6.84 (m, 1H), 5.58 (s, 1H), 2.29 (s, 3H).

Lead Reference


Application
TCI Practical Example: Buchwald-Hartwig Amination Using Pd2(dba)3 and tBu3P・HBF4

Used Chemicals

Procedure

To a 3-necked 300 mL round bottom flask was charged with diphenylamine (5.01 g, 29.6 mmol, 1.0 eq.), 4-chloroanisole (4.48 g, 31.4 mmol, 1.05 eq.) and degassed toluene (150 mL). To this solution was added Pd2(dba)3 (0.287 g, 0.131 mmol, 1 mol%), tri-tert-butylphosphonium tetrafluoroborate (0.198 g, 0.683 mmol, 2 mol%) and sodium tert-butoxide (6.34 g, 66.0 mmol, 2.2 eq.). The reaction mixture was refluxed for 16 hr under nitrogen atmosphere. After cooled to room temperature, the reaction was diluted with CH2Cl2 (300 mL). The suspension was filtered and the filtrate was dried over Na2SO4 and concentrated under reduced pressure to afford the crude and brown solid. The crude product was purified by silica-gel column chromatography (hexane/EtOAc = 99/1 then 8/1) to afford the light brown solid (7.0 g) containing 10 mol% of diphenylamine. Removal of the residual diphenylamine by recrystallization from hexane (55 mL, 60 °C then 15 °C) gave 4-methoxytriphenylamine as a white solid (5.26 g, 65 %).

Experimenter’s Comments

The reaction mixture was monitored by TLC (EtOAc/hexane = 1/10. Starting materials: Rf = 0.36 (diphenylamine), 0.59 (4-chloroanisole); target product: Rf = 0.46).

Analytical Data(4-Methoxytriphenylamine)

1H NMR (400 MHz, CD2Cl2); δ 7.26-7.17 (m, 4H), 7.10-6.98 (m, 6H), 6.98-6.91 (m, 2H), 6.89-6.82 (m, 2H), 3.79 (s, 3H).

13C NMR (101 MHz, CD2Cl2); δ 156.72, 148.56, 141.00, 129.39, 127.72, 123.12, 122.15, 115.05, 55.77.

Lead References

Other References


Application
Air-stable Tri-tert-butylphosphone Equinalent

References


PubMed Literature


Product Documents (Note: Some products will not have analytical charts available.)
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Other Documents

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