Dichloro(1,5-cyclooctadiene)platinum(II) Chemical Properties

Melting point:

285 °C (dec.) (lit.)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in dichloromethane

form 

Crystals or Crystalline Powder

color 

White to pale yellow

Water Solubility 

insoluble

Sensitive 

Hygroscopic

InChI

InChI=1S/C8H12.2ClH.Pt/c1-2-4-6-8-7-5-3-1;;;/h1-2,7-8H,3-6H2;2*1H;/q;;;+2/p-2/b2-1-,8-7-;;;

InChIKey

VVAOPCKKNIUEEU-PHFPKPIQSA-L

SMILES

C1CC=CCCC=C1.[Pt](Cl)Cl |c:2,6|

CAS DataBase Reference

12080-32-9(CAS DataBase Reference)

NIST Chemistry Reference

(Cyclocta-1,5-diene)platinum(ii)chloride(12080-32-9)

EPA Substance Registry System

Platinum, dichloro[(1,2,5,6-.eta.)-1,5-cyclooctadiene]- (12080-32-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

TSCA 

Yes

HS Code 

28439000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Dichloro(1,5-cyclooctadiene)platinum(II) Usage And Synthesis

Chemical Properties

white to pale yellow

Uses

it is used in Hydrosilyation reactions.

Uses

Catalyst for:

• Hydrogenative cyclization of allenynes
• Stereoselective tandem hydrosilylation-Hiyama coupling reactions
• Amino alkene cyclohydroamination
• Hydrative cyclization reactions
• Direct amination of allylic alcohols under mild conditions

• Potential anticancer agent

reaction suitability

core: platinum
reagent type: catalyst

Synthesis

2.1.4.1 Synthesis of cis-dichloro(1,5-cyclooctadiene)platinum(II), [Pt(cod)Cl2] (0014): K2PtCl4 (1.000 g, 2.4 mmol) was dissolved in water (16 mL) and the resulting solution was filtered. Acetic acid (24 mL) and 1,5-cyclooctadiene (cod) (1.00 mL, 8.1 mmol) were sequentially added to the filtrate under light protection. The reaction mixture was stirred and heated in a water bath at about 100°C. Within 30 minutes, the dark red solution gradually changed to a pale yellow color with the formation of a precipitate. After about 2 h, the solution was concentrated to a volume of 10 mL by distillation under reduced pressure, after which the resulting precipitate was separated by centrifugation and washed sequentially with water, ethanol and ether. Product yield: 703 mg (80%).1H NMR (CDCl3) δ: 5.60 (4H, t, CH), 2.70 (2H, m, CH2-CH), 2.30-2.16 (2H, m, CH2-CH) ppm; 13C{1H} NMR (CDCl3) δ: 100.0 (CH), 30.0 (CH2) ppm. 195Pt NMR (CDCl3) δ: -3340 ppm.

References

[1] Chemistry - An Asian Journal, 2018, vol. 13, # 8, p. 1053 - 1059
[2] Dalton Transactions, 2008, # 47, p. 6724 - 6731
[3] Organometallics, 2014, vol. 33, # 15, p. 4027 - 4034
[4] Journal of the American Chemical Society, 2015, vol. 137, # 42, p. 13464 - 13467
[5] Journal of Inorganic Biochemistry, 2016, vol. 160, p. 275 - 286

Dichloro(1,5-cyclooctadiene)platinum(II)(12080-32-9)Related Product Information

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• 1,5-CYCLOOCTADIENE