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CAS RN: 72914-19-3 | Product Number: D3134


Purity: >98.0%(GC)
  • 4,4'-Di-tert-butyl-2,2'-bipyridine
9   ≥20 
2   ≥20 

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Product Number D3134
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__1__8H__2__4N__2 = 268.4  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive
CAS RN 72914-19-3
Reaxys Registry Number 792133
PubChem Substance ID 172089138
MDL Number


Appearance White to Almost white powder to crystal
Purity(GC) min. 98.0 %
Melting point 159.0 to 163.0 °C
Properties (reference)
Melting Point 161 °C
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
HS Number 2933399990
Fe or Ni-catalyzed Decarboxylative C-C Couplings of Active Esters

I0079, B3372, D3134


ortho-Allylation of 1-Arylpyrazoles via Iron-Catalyzed C-H Bond Activation


Typical Procedure (X = H): 1-Phenylpyrazole (116 mg, 0.8 mmol) and ZnCl2-TMEDA (606 mg, 2.4 mmol) are placed in a dried Schlenk flask under argon. A solution of PhMgBr in THF (1.09 M, 4.40 mL, 4.8 mmol) is added dropwise to this mixture at 0 °C. After stirring for 3 min, allyl phenyl ether (220 µL, 1.6 mmol) and a solution of Fe(acac)3 / 4,4’-di-tert-butyl-2,2’-bipyridyl in THF (1.0 mL, 0.08 M, 80 µmol) are sequentially added. The reaction mixture is stirred at 0 °C for 48 h, and then it is diluted with Et2O, followed by the addition of a saturated aqueous solution of Rochelle salt tetrahydrate (L-(+)-tartaric acid potassium sodium salt tetrahydrate). After extraction with ethyl acetate, the combined organic layers are filtered through a pad of Florisil, and concentrated under reduced pressure. The crude product is purified by column chromatography on silica gel (eluent: hexane/AcOEt/NEt3 = 99/0.5/0.5), followed by gel-permeation chromatography (eluent: toluene) to afford 1-(2-allylphenyl)-1H-pyrazole as a colorless oil (118 mg, 80% yield).


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