λ2-iron(2+) ion 3-[(1R)-1-(dimethylamino)ethyl]-4-(diphenylphosphanyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide

• ChemBase ID: 147094
• Molecular Formular: C26H28FeNP
• Molecular Mass: 441.325981
• Monoisotopic Mass: 441.13087403
• SMILES: C[C@H](C1=C[CH-]C=C1P(c1ccccc1)c1ccccc1)N(C)C.C1=C[CH-]C=C1.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.CN([C@@H](C1=C[CH-]C=C1P(c1ccccc1)c1ccccc1)C)C.[Fe+2]
• InChI: 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;/q2*-1;+2/t17-;;/m1../s1
• InChIKey: PAZHOQPRMVOBDD-ZEECNFPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-[(1R)-1-(dimethylamino)ethyl]-4-(diphenylphosphanyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-[(1R)-1-(dimethylamino)ethyl]-4-(diphenylphosphanyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: (R)-(-)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine; (R)-(-)-N,N-二甲基-1-[(S)-2-(二苯基膦基)二茂铁基]乙胺

Database IDs

• CAS Number: 55700-44-2
• MDL Number: MFCD00075286
• PubChem SID: 162241285; 24861224
• PubChem CID: 71311258

CALCULATED PROPERTIES

• Acid pKa: 12.880903
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.5569492
• LogD (pH = 7.4): 2.3215692
• Log P: 5.608
• Molar Refractivity: 100.2414 cm^3
• Polarizability: 39.624146 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 141-143 °C(lit.)
• Optical Rotation: [α]20/D -355°, c = 0.6 in ethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C26H28FeNP

DETAILS

Sigma Aldrich - 344109

Packaging
100 mg in glass bottle
Application
Ligand used in the enantioselective vinylation of aldehydes.1