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695157

Sigma-Aldrich

Bis(3,5-dimethylphenyl)phosphine

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₹23,641.80

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500 MG
₹23,641.80

About This Item

Empirical Formula (Hill Notation):
C16H19P
CAS Number:
71360-06-0
Molecular Weight:
242.30
MDL number:
MFCD01074629
UNSPSC Code:
12352103
PubChem Substance ID:
329761721
NACRES:
NA.22

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form

liquid

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

refractive index

n20/D 1.599

density

1.017 g/mL at 25 °C

functional group

phosphine

SMILES string

Cc1cc(C)cc(Pc2cc(C)cc(C)c2)c1

InChI

1S/C16H19P/c1-11-5-12(2)8-15(7-11)17-16-9-13(3)6-14(4)10-16/h5-10,17H,1-4H3

InChI key

GPFIUEZTNRNFGD-UHFFFAOYSA-N

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This Item
710385392073155039
Bis(3,5-dimethylphenyl)phosphine

695157

Bis(3,5-dimethylphenyl)phosphine

Bis(3,5-dimethyl-4-methoxyphenyl)chlorophosphine 95%

710385

Bis(3,5-dimethyl-4-methoxyphenyl)chlorophosphine

Diphenyl(trimethylsilyl)phosphine technical grade

392073

Diphenyl(trimethylsilyl)phosphine

Diphenyl(p-tolyl)phosphine 96%

155039

Diphenyl(p-tolyl)phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

density

1.017 g/mL at 25 °C

density

1.141 g/cm3 at 25 °C

density

1.009 g/mL at 25 °C (lit.)

density

-

refractive index

n20/D 1.599

refractive index

n20/D 1.597

refractive index

n20/D 1.603 (lit.)

refractive index

-

Application

Bis(3,5-dimethylphenyl)phosphine can be used as a reactant to prepare:
  • Iron(II) chiral diimine diphosphine complexes as catalysts for the asymmetric transfer hydrogenation of ketones.[1]
  • The complex of iridium with biphenol phosphite-phosphine bidentate ligand as an asymmetric catalyst for the hydrogenation of N-arylimines.[2]
  • Chiral phosphines with excellent stereoselectivity by 1, 4 addition reaction with α,β-unsaturated aldehydes using a palladium catalyst.[3]

Legal Information

Product of Kanata Chemical Technologies, Inc.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT9160
MKCS3040
MKCG3045
MKCC5653
05215AJV

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Iridium Complexes with Phosphine- Phosphite Ligands. Structural Aspects and Application in the Catalytic Asymmetric Hydrogenation of N-Aryl Imines
Vargas S, et al.
Organometallics, 25(4), 961-973 (2006)
Palladium-catalyzed 1, 4-addition of diarylphosphines to α, β -unsaturated aldehydes
Chen Y-R and Duan W-L
Organic Letters, 13(21), 5824-5826 (2011)
Stereoelectronic factors in iron catalysis: synthesis and characterization of aryl-substituted iron (II) carbonyl P-N-N-P complexes and their use in the asymmetric transfer hydrogenation of ketones
Sues PE, et al.
Organometallics, 30(16), 4418-4431 (2011)

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