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CAS RN: 224311-51-7 | Product Number: D3387

2-(Di-tert-butylphosphino)biphenyl


Purity: >98.0%(GC)
Synonyms:
  • (2-Biphenylyl)di-tert-butylphosphine
  • JohnPhos
Product Documents:
1G
$73.00
4   1   ≥40 
5G
$301.00
Contact Us 1   20  

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Supplemental Product Information:

This product is intended for research and development purposes only. It may not be used for (i) any human or veterinary use, including without limitation therapeutic and prophylactic use, (ii) any clinical use, including without limitation diagnostic use. Any use of this product for any of the above mentioned purposes requires a license from the Massachusetts Institute of Technology.

List of Patent Applications and Patents (PDF)

Product Number D3387
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__2__0H__2__7P = 298.41 
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 224311-51-7
Reaxys Registry Number 8322131
PubChem Substance ID 87558786
MDL Number

MFCD01862440

Specifications
Appearance White to Almost white powder to crystal
Purity(GC) min. 98.0 %
Melting point 85.0 to 89.0 °C
Properties (reference)
Melting Point 87 °C
Solubility in water Insoluble
Solubility (soluble in) Toluene
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H413 : May cause long lasting harmful effects to aquatic life.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P273 : Avoid release to the environment.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
Related Laws:
Transport Information:
HS Number 2931.90.6000
Application
TCI Practical Example: Buchwald-Hartwig Amination Using JohnPhos

Used Chemicals

Procedure

To a solution of sodium tert-butoxide (0.54 g, 5.6 mmol), palladium(II) acetate (4.5 mg, 0.020 mmol), and JohnPhos (0.012 g, 0.040 mmol) in toluene (8 mL) 4-chlorotoluene (0.51 g, 4.0 mmol) and morpholine (0.42 g, 4.8 mmol) were successively added at room temperature. The mixture was stirred under nitrogen atmosphere at room temperature for 1.5 days, then under reflux condition for 0.5 days. Diethyl ether (20 mL) was added to the reaction mixture and filtered through celite. Solvent was removed and the residue was purified by column chromatography (1:4 ethyl acetate / hexane on SiO2), giving 4-(p-tolyl)morpholine as a pale brown solid (0.45 g, 63% yield).

Experimenter's Comments

The reaction mixture was monitored by 1H NMR.

Analytical Data (4-(p-Tolyl)morpholine)

1H NMR (400 MHz, CDCl3); δ 7.10 (d, J = 8.2 Hz, 2H), 6.85 (d, J = 8.2 Hz, 2H), 3.87 (t, J = 4.6 Hz, 4H), 3.12 (t, J = 4.8 Hz, 4H), 2.28 (s, 3H).

13C NMR (101 MHz, CDCl3); δ 129.9 (4 C), 116.2 (2 C), 67.1 (2 C), 50.1 (2 C), 20.6.

Lead Reference

Other References


Application
Fluorination of Alkynes using an Stable HF Complex : DMPU-HF and Gold Catalyst

D3387

Reference


Application
Vinylation of aryl bromides

Reference


PubMed Literature


TCIMAIL
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