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Dichloro(1,10-phenanthroline)palladium(ii)

Catalog Number
ACM14783109-2
Product Name
Dichloro(1,10-phenanthroline)palladium(ii)
Structure
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CAS
14783-10-9
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Synonyms
AKOS024259165; C12H8Cl2N2Pd; dichloropalladium; 14783-10-9; Dichloro(1,10-phenanthroline)palladium(II); 7360AA; NSC676734; AC1LAZTD;
IUPAC Name
dichloropalladium;1,10-phenanthroline
Molecular Weight
357.53
Molecular Formula
C12H8Cl2N2Pd
Canonical SMILES
C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1.Cl[Pd]Cl
InChI
InChI=1S/C12H8N2.2ClH.Pd/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;;;/h1-8H;2*1H;/q;;;+2/p-2;
InChI Key
YGAISFRMWCCXCG-UHFFFAOYSA-L
Boiling Point
365.1ºC at 760 mmHg
Flash Point
164.8ºC
Purity
96%
Complexity
185
Covalently-Bonded Unit Count
2
Exact Mass
355.91000
H-Bond Acceptor
2
H-Bond Donor
0
Heavy Atom Count
17
Monoisotopic Mass
355.91g/mol
Topological Polar Surface Area
25.8A^2
Application
Dichloro(1,10-phenanthroline)palladium(ii) serves as a versatile catalyst employed in a variety of chemical transformations. It facilitates carbonylation of alkyl nitrites and is pivotal in arylation reactions. Under the Sonogashira reaction protocol, it enables multiple acetylene insertions. This compound is also crucial in cross-coupling reactions of pyridine carboxylic acid chlorides with alkylzinc reagents and plays a role in the hydrophosphinylation of alkenes and alkynes. Furthermore, it is effective in the Heck reaction as well as in regioselective and stereoselective aminohalogenation reactions. It aids in the reaction of chloroenynes and chlorodienes with Grignard reagents, leading to the synthesis of stereodefined enynes and dienes. Additionally, it influences the aggregation of the human prion protein PrP106-126, showcasing its unique utility in biochemical applications.
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