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CAS RN: 1295-35-8 | Product Number: B3095

Bis(1,5-cyclooctadiene)nickel(0)


Purity: >97.0%(T)
Synonyms:
  • Ni(COD)2
Documents:
5G
€321.00
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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 Pictogram 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 2931399090
Application
Ni/NHC Complex Catalyzed Amide Esterification
References

Conversion of Amides to Esters by the Nickel-catalysed Activation of Amide C–N Bonds

L. Hie, N. F. F. Nathel, T. K. Stah, E. L. Baker, X. Hong, Y. Yang, P. Liu, K. N. Houk, N. K. Garg, Nature 2015, 524, 79.


Application
Ni/NHC Complex Catalyzed Transamidation
References

A Two-step Approach to Achieve Secondary Amide Transamidation Enabled by Nickel Catalysis

E. L. Baker, M. M. Yamano, Y. Zhou, S. M. Anthony, N. K. Garg, Nat. Commun. 2016, 11554.


Application
Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes

B1964, B3095

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.

References


PubMed Literature


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