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677264

APhos

Name: APhos
Brand: ALDRICH

95%

Synonym(s):

(4-(N,N-Dimethylamino)phenyl)di-tert-butyl phosphine, A-^taPhos, [4-(Dimethylamino)phenyl]bis(tert-butyl)phosphine

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₈NP

CAS Number:

932710-63-9

Molecular Weight:

265.37

MDL number:

MFCD09265102

UNSPSC Code:

12352116

PubChem Substance ID:

24885360

NACRES:

NA.22

Quality Level

100

Assay

95%

form

solid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
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
reagent type: ligand
reaction type: Cross Couplings

mp

57-61 °C

functional group

phosphine

SMILES string

CN(C)c1ccc(cc1)P(C(C)(C)C)C(C)(C)C

InChI

1S/C16H28NP/c1-15(2,3)18(16(4,5)6)14-11-9-13(10-12-14)17(7)8/h9-12H,1-8H3

InChI key

IQTHEAQKKVAXGV-UHFFFAOYSA-N

Related Categories

Buchwald Catalysts & Ligands

Cross-Coupling Catalysts

Exclusive Savings

Phosphine Ligands

Transition Metal Catalysts

Application

Ligand used to prepare a palladium dichloride catalyst (678740) on treatment with PdCl₂(COD). The catalyst effectively cross-couples aryl boronic acids with heteroaryl chlorides.

Pictograms

GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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New air-stable catalysts for general and efficient suzuki-miyaura cross-coupling reactions of heteroaryl chlorides.

Anil S Guram et al.

Organic letters, 8(9), 1787-1789 (2006-04-21)

[reaction: see text] New air-stable PdCl(2){P(t)Bu(2)(p-R-Ph)}(2) (R = H, NMe(2), CF(3),) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of

Articles

An Introduction to A-Phos, its Applications and Advantages

Ligand used to prepare a palladium dichloride catalyst on treatment with PdCl2(COD). The catalyst effectively cross-couples aryl boronic acids with heteroaryl chlorides.