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670103

Sigma-Aldrich

2-(1,1-Dimethylpropyl)-6-(diphenylphosphino)pyridine

≥98.0% (HPLC)

Synonym(s):

2-tert-Amyl-6-(diphenylphosphino)pyridine, ALPYPHOS

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About This Item

Empirical Formula (Hill Notation):
C22H24NP
CAS Number:
947315-18-6
Molecular Weight:
333.41
MDL number:
MFCD10000873
UNSPSC Code:
12352005
PubChem Substance ID:
329760370
NACRES:
NA.22

Assay

≥98.0% (HPLC)

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: ligand

mp

78-82 °C

functional group

phosphine

storage temp.

2-8°C

SMILES string

CCC(C)(C)c1cccc(n1)P(c2ccccc2)c3ccccc3

InChI

1S/C22H24NP/c1-4-22(2,3)20-16-11-17-21(23-20)24(18-12-7-5-8-13-18)19-14-9-6-10-15-19/h5-17H,4H2,1-3H3

InChI key

ZEQMNGUCEYRQRF-UHFFFAOYSA-N

Application

Catalyst for:
  • Regioselective synthesis of oligo-1,4-diols
  • Anti-Markovnikov hydration

Hazard Statements

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Aurélie Labonne et al.
Organic letters, 8(25), 5853-5856 (2006-12-01)
The anti-Markovnikov hydration of terminal alkynes to give aldehydes is catalyzed by complexes derived in situ from air-stable [CpRu(eta6-naphthalene)]PF6 (C) and 6-aryl-2-diphenylphosphinopyridines (L). Ligands L are readily available from a modular synthesis. Increasing the size of the ligand C-6 aryl

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