bis(chloro({2-[(dimethylamino)methyl]phenyl})palladium)

• ChemBase ID: 148697
• Molecular Formular: C18H24Cl2N2Pd2
• Molecular Mass: 552.14256
• Monoisotopic Mass: 549.93862614
• SMILES: CN(C)Cc1ccccc1[Pd]Cl.CN(C)Cc1ccccc1[Pd]Cl
• Canonical SMILES: Cl[Pd]c1ccccc1CN(C)C.Cl[Pd]c1ccccc1CN(C)C
• InChI: InChI=1S/2C9H12N.2ClH.2Pd/c2*1-10(2)8-9-6-4-3-5-7-9;;;;/h2*3-6H,8H2,1-2H3;2*1H;;/q;;;;2*+1/p-2
• InChIKey: DSRDIGYUGAOPJI-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(chloro({2-[(dimethylamino)methyl]phenyl})palladium)
• IUPAC Traditional name: bis(chloro({2-[(dimethylamino)methyl]phenyl})palladium)
• Synonyms: Di-μ-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II); Di-μ-氯二[2-[(二甲氨基)甲基]苯基-C,N]二钯(II)

Database IDs

• CAS Number: 18987-59-2
• PubChem SID: 24862423; 162242872
• PubChem CID: 11092864

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.27984482
• LogD (pH = 7.4): 1.8506237
• Log P: 2.1236
• Molar Refractivity: 50.1533 cm^3
• Polarizability: 23.64452 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 175 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C18H24Cl2N2Pd2

DETAILS

Sigma Aldrich - 364282

Packaging
1 g in glass bottle
Application
Catalyst for:
• Oxidative allylic C-H silylation1
• Transesterification reactions2
• Suzuki-Miyaura cross-coupling reactions3
• Stereocontrolled homologation of carbon chain boronic esters using Hoppe′s lithiated carbamates4
• Oxidative carbonylation reactions5
• Buchwald-Hartwig reactions6
• Mizoroki-Heck reaction7