ChemicalBook--->CAS DataBase List--->55700-44-2

55700-44-2

55700-44-2 Structure

55700-44-2 Structure
IdentificationBack Directory
[Name]

(R)-N,N-DIMETHYL-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE
[CAS]

55700-44-2
[Synonyms]

Josiphos
(R)-(S)-PPFA
Josiphos SL-0000-2
)-N,N-DiMethyl-1-[(S)-2-(diphenylphosphino)ferro
(-)-(R)-N,N-dimethyl-1-((S)-2-(diphenyl-phosphino
(R)-N,N-Dimethyl-1-((S)-2-(diphenylphosphino)ferro
(1R)-1-(2-diphenylphosphanylcyclopentyl)-N,N-dimethylethanamine
(R)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethy...
)-N,N-DiMethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylaMine
(R)-(-)-N,N-DIMETHYL-1-(2-DIPHENYLPHOSPHINO)FERROCENYLETHYLAMINE
(R)-N,N-DIMETHYL-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE
(S)-1-[(R)-1-(Dimethylamino)ethyl]-2-(diphenylphosphino) ferrocene
(R) -NN-dimethyl-1-((S) -2-diphenylphosphorus) ferrocene) ethylamine
(R)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine>
(R)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine,96%
(-)-(R)-N,N-DIMETHYL-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE
(R) - (-) - N, N- diMethyl-1- (2-biphenyl-phosphino) ferrocene ethylaMine
(R)-(-)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine, 97%,
(R)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine, 96%, for synthesis
[EINECS(EC#)]

633-502-9
[Molecular Formula]

C26H28FeNP 10*
[MDL Number]

MFCD00075286
[MOL File]

55700-44-2.mol
[Molecular Weight]

441.33
Chemical PropertiesBack Directory
[Melting point ]

141-143 °C(lit.)
[alpha ]

-355 º (C=0.6 IN ETOH)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

solid
[color ]

Light yellow to Yellow to Orange
[Optical Rotation]

[α]20/D 355°, c = 0.6 in ethanol
[Water Solubility ]

Insoluble in water.
[Sensitive ]

Air Sensitive
[InChI]

1S/C21H23NP.C5H5.Fe/c1-17(22(2)3)20-15-10-16-21(20)23(18-11-6-4-7-12-18)19-13-8-5-9-14-19;1-2-4-5-3-1;/h4-17H,1-3H3;1-5H;/t17-;;/m1../s1
[InChIKey]

RCAFPSZHKFOLEE-ZEECNFPPSA-N
[SMILES]

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(c3ccccc3)c4ccccc4)N(C)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338-P280a-P304+P340-P405-P501a
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22-36/37/38
[Safety Statements ]

26-36-36/37/38
[RIDADR ]

3288
[WGK Germany ]

3
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29319090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

Yellow solid
[Uses]

Ligand used in the enantioselective vinylation of aldehydes.
[Application]

(R)-N,N-dimethyl-1-[(s)-2-(diphenylphosphino)ferrocenyl]ethylamine is an effective chiral phosphine ligand for nickel- or palladium-catalyzed asymmetric cross-couplings of organomagnesium or zinc reagents with alkenyl bromides and for palladium-catalyzed asymmetric hydrosilylations of 1,3-dienes.
[reaction suitability]

reaction type: Asymmetric synthesis
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
reaction type: Cross Couplings
[storage]

stable in air for years, but best kept sealed in a refrigerator.
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-N,N-DIMETHYL-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE(55700-44-2)1HNMR
(R)-N,N-DIMETHYL-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE(55700-44-2)Raman
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