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CAS RN: 1295-35-8 | Product Number: B3095
Bis(1,5-cyclooctadiene)nickel(0)
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Purity: >97.0%(T)
Synonyms:
- Ni(COD)2
Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 5G |
€ 374,00
|
Contact Us | Contact Us |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | B3095 |
| Purity / Analysis Method | >97.0%(T) |
| Molecular Formula / Molecular Weight | C__1__6H__2__4Ni = 275.06 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | -20°C |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Air Sensitive,Heat Sensitive |
| Packaging and Container | 5G-Ampules (View image) |
| CAS RN | 1295-35-8 |
| Reaxys Registry Number | 11341079 |
| PubChem Substance ID | 354333940 |
| MDL Number | MFCD00058902 |
Specifications
| Appearance | Light yellow to Brown powder to crystal |
| Purity(Chelometric Titration) | min. 97.0 % |
Properties (reference)
| Melting Point | 60 °C(dec.) |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H372 : Causes damage to organs through prolonged or repeated exposure. H317 : May cause an allergic skin reaction. H334 : May cause allergy or asthma symptoms or breathing difficulties if inhaled. H350 : May cause cancer. H228 : Flammable solid. |
| Precautionary Statements | P260 : Do not breathe dust/ fume/ gas/ mist/ vapours/ spray. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P201 : Obtain special instructions before use. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P304 + P340 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. |
Related Laws:
| EC Number | 215-072-0 |
| RTECS# | QR6135000 |
Transport Information:
| UN Number | UN1325 |
| Class | 4.1 |
| Packing Group | II |
| HS Number | 2931900090 |
Application
Ni/NHC Complex Catalyzed Amide Esterification
References
- Conversion of Amides to Esters by the Nickel-catalysed Activation of Amide C?N Bonds
Application
Ni/NHC Complex Catalyzed Transamidation
References
- A Two-step Approach to Achieve Secondary Amide Transamidation Enabled by Nickel Catalysis
Application
Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes
Typical procedure (R = 4-Ph):
To a solution of 4-fluorobiphenyl (34.0 mg, 0.2 mmol, 1 eq.), bis(pinacolato)diboron (102 mg, 0.402 mmol, 2.0 eq.), copper iodide (7.6 mg, 0.04 mmol, 0.20 eq.), and cesium fluoride (91.0 mg, 0.6 mmol, 3.0 eq.) in toluene (0.5 mL) is added a solution of bis(1,5-cyclooctadiene)nickel(0) (5.1 mg, 0.02 mmol, 0.10 eq.) and tricyclohexylphosphine (28 mg, 99.8 µmol, 0.50 eq.) in toluene (0.5 mL) at room temperature. After stirring for 1 min at the same temperature, the mixture is heated at 80 °C with stirring for 20 h. After cooling to room temperature, saturated aqueous ammonium chloride (ca. 3 mL) is added to the mixture followed by extraction with EtOAc (ca. 3 mL × 3). The combined organic extract is dried over Na2SO4, and the filtrate is concentrated under reduced pressure. The residue is purified by preparative TLC (solvent: benzene/acetic acid = 20/1) to give 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl (55.6 mg, 0.198 mmol, 99% yield) as a colorless solid.
To a solution of 4-fluorobiphenyl (34.0 mg, 0.2 mmol, 1 eq.), bis(pinacolato)diboron (102 mg, 0.402 mmol, 2.0 eq.), copper iodide (7.6 mg, 0.04 mmol, 0.20 eq.), and cesium fluoride (91.0 mg, 0.6 mmol, 3.0 eq.) in toluene (0.5 mL) is added a solution of bis(1,5-cyclooctadiene)nickel(0) (5.1 mg, 0.02 mmol, 0.10 eq.) and tricyclohexylphosphine (28 mg, 99.8 µmol, 0.50 eq.) in toluene (0.5 mL) at room temperature. After stirring for 1 min at the same temperature, the mixture is heated at 80 °C with stirring for 20 h. After cooling to room temperature, saturated aqueous ammonium chloride (ca. 3 mL) is added to the mixture followed by extraction with EtOAc (ca. 3 mL × 3). The combined organic extract is dried over Na2SO4, and the filtrate is concentrated under reduced pressure. The residue is purified by preparative TLC (solvent: benzene/acetic acid = 20/1) to give 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl (55.6 mg, 0.198 mmol, 99% yield) as a colorless solid.
References
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Related Products
Bis(1,5-cyclooctadiene)nickel(0) (Wax encapsulated) (ca. 0.05mmol/capsule)
| Product # | B5417 |
| CAS RN | 1295-35-8 |
| Purity / Analysis Method: |