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CAS RN: 1662-01-7 | Product Number: D0905

Bathophenanthroline


Purity: >99.0%(T)
Synonyms:
  • 4,7-Diphenyl-1,10-phenanthroline
  • Bphen
Documents:
1G
£80.00
2   ≥20 
5G
£300.00
1   ≥20 

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*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).


Product Number D0905
Purity / Analysis Method >99.0%(T)
Molecular Formula / Molecular Weight C__2__4H__1__6N__2 = 332.41  
Physical State (20 deg.C) Solid
CAS RN 1662-01-7
Reaxys Registry Number 261048
PubChem Substance ID 87567505
SDBS (AIST Spectral DB) 3200
MDL Number

MFCD00004976

Specifications
Appearance White to Orange to Green powder to crystal
Purity(Nonaqueous Titration) min. 99.0 %
Purity(HPLC) min. 98.0 area%
Melting point 218.0 to 221.0 °C
Solubility in hot EtOH almost transparency
Sensitiveness Abs min.0.36(near 533nm) in the presence of Fe(1 ppm)
Properties (reference)
Melting Point 221 °C
Solubility in water Slightly soluble
Solubility (soluble in) Acetone,Benzene,Ethanol
GHS
Related Laws:
EC Number 216-767-1
RTECS# SF8427000
Transport Information:
HS Number 2933998090
Application
Arylation via C-H Activation using an Organocatalyst

Typical Procedure: A mixture of bathophenanthroline (7.6 mg, 23 µmol), sodium tert-butoxide (43.3 mg, 0.451 mmol), 4-iodotoluene (48.6 mg, 0.223 mmol) and benzene (2.4 mL, 27 mmol) in a 35 mL oven-dried pressure-resistant tube is stirred at 155 °C for 6 h. After cooling, the reaction mixture is quenched with a 1 N HCl aqueous solution (4 mL) and extracted with Et2O (10 mL × 3). The combined organic layer is dried over MgSO4, filtered, and concentrated in vacuo. Purification with PTLC (silica gel, hexane : EtOAc = 20 : 1) gives the product (28.4 mg, Y. 76%).

References


Application
Iron-catalyzed direct arylation of benzenes

Typical procedure: To a vial is added Fe(OAc)2 (4.3 mg), bathophenanthroline (16.6 mg), and KOt-Bu (112 mg). To the vial is then added iodobenzene (102 mg) and benzene (3.9 g). The reaction was stirred vigorously at room temperature for 20 min and then at 80 °C for 20 h. Following cooling, 2 mL of CH2Cl2/hexanes (1:1) is added, and the solution is filtered through silica pad. The pad then rinsed with 15 mL of CH2Cl2/hexanes (1:1). The combined solution is concentrated and the crude mixture is purified by column chromatography (eluent: hexanes) to give biphenyl (68.6 mg, 89 %) as a white solid.

References


PubMed Literature


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