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677264

APhos

95%, solid

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
UNSPSC Code:
12352116
PubChem Substance ID:
24885360
NACRES:
NA.22
MDL number:
MFCD09265102
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Product Name

APhos, 95%

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

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.

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pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8B - Non-combustible, corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000209675
0000209675
SHBR3756
SHBN0024
SHBN5653

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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.

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Digital Reaction Optimization with Catalexis

Accelerate catalyst and ligand screening with Catalexis integrated with BayBE™ for fast, cost-effective reaction optimization across benchtop and HTE workflows.

利用Catalexis进行数字反应优化

通过将 Catalexis 与 BayBE™ 集成，加速催化剂和配体的筛选，从而在台式和 HTE 工作流程中实现快速、经济高效的反应优化。

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

Global Trade Item Number

SKUGTIN
677264-1G04061826733509
677264-5G04061833330845