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Key Documents

275891

Sigma-Aldrich

Dichloro(1,5-cyclooctadiene)palladium(II)

99%

동의어(들):

PdCl2(cod)

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About This Item

실험식(Hill 표기법):
C8H12Cl2Pd
CAS Number:
Molecular Weight:
285.51
EC Number:
MDL number:
UNSPSC 코드:
12352202
PubChem Substance ID:
NACRES:
NA.22

분석

99%

반응 적합성

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

210 °C (dec.) (lit.)

SMILES string

Cl[Pd]Cl.C1CC=CCCC=C1

InChI

1S/C8H12.2ClH.Pd/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-;;;

InChI key

RRHPTXZOMDSKRS-PHFPKPIQSA-L

애플리케이션

Dichloro(1,5-cyclooctadiene)palladium(II) is a commonly used catalyst to protect alcohols as acetals by treating with 2-benzyloxy-1-propene; to synthesize bicyclooctanes from diethyl malonate and in alkene carbonylation. It can also be used to catalyze the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes; the synthesis of benzo[b]thiophenes from thioenols and to prepare an active catalyst for Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions.
Catalyst for C-C bond and C-N formation, used in Heck coupling of alkynes with alkenes , Suzuki cross-coupling of aryl bromides , allylic substitution of oximes with allylic acetate , and methoxycarbonylation of iodobenzene.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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이미 열람한 고객

An inexpensive and highly stable ligand 1, 4-bis (2-hydroxy-3, 5-di-tert-butylbenzyl) piperazine for Mizoroki?Heck and room temperature Suzuki?Miyaura cross-coupling reactions.
Mohanty S, et al.
Tetrahedron, 64(1), 240-247 (2008)
Cyclic Diolefin Complexes of Platinum and Palladium.
Inorg. Synth. (2007)
Studies on the Heck reaction with alkenyl phosphates: Can the 1, 2-migration be controlled? Scope and Limitations.
Ebran J P, et al.
Journal of the American Chemical Society, 129(21), 6931-6942 (2007)
Palladium-catalysed direct synthesis of benzo [b] thiophenes from thioenols.
Inamoto K, et al.
Chemical Communications (Cambridge, England), 43, 5529-5531 (2008)
Dichloro(1,5?cyclooctadiene)palladium(II).
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2009)

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