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CAS RN: 1295-35-8 | Product Number: B5417

Bis(1,5-cyclooctadiene)nickel(0) (Wax encapsulated) (ca. 0.05mmol/capsule)


Purity:
Synonyms:
  • Ni(COD)2 (Wax encapsulated) (ca. 0.05mmol/capsule)
Documents:
5EACH
$140.00
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Product Number B5417
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
CAS RN 1295-35-8
Reaxys Registry Number 11341079
MDL Number

MFCD00058902

Specifications
Appearance White to Light yellow to Light orange powder to lump
Functionality test min. 80 %(qNMR)
Properties (reference)
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 P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P202 : Do not handle until all safety precautions have been read and understood.
P240 : Ground/bond container and receiving equipment.
P285 : In case of inadequate ventilation wear respiratory protection.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P201 : Obtain special instructions before use.
P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P272 : Contaminated work clothing must not be allowed out of the workplace.
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 + P341 : IF INHALED: If breathing is difficult, remove person to fresh air and keep comfortable for breathing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention.
P363 : Wash contaminated clothing before reuse.
P405 : Store locked up.
Related Laws:
RTECS# QR6135000
Transport Information:
UN Number (DOT-AIR) UN1325
Class (DOT-AIR) 4.1
Packing Group (TCI-A) II
HS Number 2931.90.9051
Application
Molecular Functionalizations using Wax encapsulated Ni(cod)2

A vial containing a magnetic stir bar is flame-dried under reduced pressure, and then allowed to cool under N2. The vial is charged with morpholine (52.4 μL, .6 mmol, 1.2 equiv), sulfamate (1.5 mg, .5 mmol, 1. equiv), anhydrous powdered NaOtBu (72. mg, .75 mmol, 1.5 equiv), SIPr•HCl (42.7 mg, .1 mmol, 2 mol%), and a paraffin capsule containing Ni(cod)2 (13.8 mg, .5 mmol, 1 mol%). The vial is flushed with N2, and subsequently 1,4-dioxane (2.5 mL, .2 M) is added. The vial is capped with a Teflon-lined screw cap under a flow of N2 and the reaction mixture is stirred at 8 °C for 3 h. After removing the vial from heat, the reaction mixture is transferred to a 1 mL round bottom flask containing 3. g of silica gel with hexanes (6. mL) and CH2Cl2 (6. mL). The mixture is adsorbed onto the silica gel under reduced pressure and filtered over a plug of silica gel (1 mL of hexanes eluent to remove paraffin, then 1 mL of 1:1 Hexanes:EtOAc eluent). The volatiles are removed under reduced pressure, and the crude residue is purified by preparative thin-layer chromatography (19:1 PhH:EtOAc) to yield amine (78% yield, average of two experiments) as a white solid.1)

References

Benchtop Delivery of Ni(cod)2 using Paraffin Capsules

J. E. Dander, N. A. Weires, N. K. Garg, Org. Lett. 2016, 18, 3934.


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