Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II) (HCID 105144)

Overview

See also: Palladium (annotation moved to).

Names & identifiers

Preferred name: Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
IUPAC: palladium(2+)
English name: Allylchloro[1,3-bis(2,6-di-I-propylphenyl)imidazol-2-ylidene]palladium (II)
Molecular formula: C30H41ClN2Pd
Molecular weight: 571.53

Names & synonyms

Allyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloropalladium(II)Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)RefChem:554893625-870-4PALLADIUM IONpalladium(2+)16065-88-6Palladous ionPalladium(2+), ionPALLADIUM(II)Palladium, ion (Pd(2+))palladium(+2)

Show more names

(NHC)Pd(allyl)Cl-2-yLUmicore CX21ALLYLCHLORO[1,3-BIS(2imidazol-2-ylidene]palladium(II)UMicore CX21, 18% Pd, Product of UMicoreAllylchloro[1,3-bis(2,6-di-i-propylphenyl)[1,3-bis(2,6-diisopropylphenyl)-2H-imidazol-2-yl]-chloro-pal...

PDIIPd++Pd2+SCHEMBL29372082DTXSID10936361MUJIDPITZJWBSW-UHFFFAOYSA-NQ27464366

Database identifiers

CAS: 16065-88-6、478980-03-9
PubChem CID: 105144
DTXSID: DTXSID10936361
EC Number: 625-870-4
Nikkaji: J3.792.114I

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 1
Formal charge: 2
Complexity: 0

Physicochemical properties

Melting point: 190 °C · 190°C (dec.)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
form: Powder
color: white
InChI: InChI=1S/Pd/q+2
InChIKey: MUJIDPITZJWBSW-UHFFFAOYSA-N
SMILES: [Pd+2]
UNSPSC Code: 12161600 · 12161600
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39-36/37
WGK Germany: 3 · 3
HS Code: 28439000 · 28439000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H252 (34.4%): Self-heating in large quantities; may catch fire [Warning Self-heating substances and mixtures]

P235, P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 64 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSelf-heat. 2 (34.4%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 28439000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36/37/39-36/37
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]PALLADIUM (II) is used as a catalyst for the arylation of ketones, Suzuki coupling reaction, Buchwald-Hartwig amination reaction, dehalogenation of aryl chlorides, and oxidation of secondary alcohols.

General DescriptionAllyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloropalladium(II) is an air-stable, well-defined palladium N-heterocyclic carbene complex, which can efficiently catalyze α-arylation of ketones.