λ2-chromium(2+) ion bis(cyclopenta-2,4-dien-1-ide)

• ChemBase ID: 126576
• Molecular Formular: C10H10Cr
• Molecular Mass: 182.1825
• Monoisotopic Mass: 182.01875782
• SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Cr+2]
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Cr+2]
• InChI: InChI=1S/2C5H5.Cr/c2*1-2-4-5-3-1;/h2*1-5H;/q2*-1;+2
• InChIKey: TYYBBNOTQFVVKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-chromium(2+) ion bis(cyclopenta-2,4-dien-1-ide)
• IUPAC Traditional name: λ^2-chromium(2+) ion bis(cyclopentadienide)
• Synonyms: dicyclopentadienylchromium(II); chromocene; Chromocene; Di(cyclopentadienyl)chromium(II); Bis(cyclopentadienyl)chromium(II); 二(环戊二烯基)铬(II); 二茂铬; 双(环戊二烯)铬(II)

Database IDs

• CAS Number: 1271-24-5
• EC Number: 215-036-4
• MDL Number: MFCD00013750
• PubChem SID: 24863782; 162220907
• PubChem CID: 79154
• CHEBI ID: 30677
• Chemspider ID: 71485
• Wikipedia Title: Chromocene

CALCULATED PROPERTIES

• Acid pKa: 16.226988
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.499
• LogD (pH = 7.4): 1.499
• Log P: 2.248
• Molar Refractivity: 21.715 cm^3
• Polarizability: 8.791516 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: insoluble in water
• Apperance: dark red crystals; solid
• Melting Point: 168-170 °C(lit.); 168-170 °C
• Boiling Point: sublimes (under vacuum)
• Density: 1.43 g cm^−3, solid

Safety Information

• RTECS: GB7600000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; R20/21/22, R36/37/38
• Safety Statements: 26-37/39; S26, S37/39, S45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: pyrophoric
• NFPA704:
  

  0

  1

  0
• 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%
• Linear Formula: Cr(C5H5)2

DETAILS

Sigma Aldrich - 381004

Packaging
1 g in glass bottle
Application
Catalyst for:
• Stereoselective pinacol-type cross-coupling reactions1
• Thermal homo-polymerization and co-polymerization reactions2
• Nozaki-Hiyama-Kishi reactions (additions of organic halides to aldehydes)3