1,2,3,4-tetrachloro-5,5-dimethoxycyclopenta-1,3-diene

• ChemBase ID: 146760
• Molecular Formular: C7H6Cl4O2
• Molecular Mass: 263.93334
• Monoisotopic Mass: 261.91219015
• SMILES: COC1(C(=C(C(=C1Cl)Cl)Cl)Cl)OC
• Canonical SMILES: COC1(OC)C(=C(C(=C1Cl)Cl)Cl)Cl
• InChI: InChI=1S/C7H6Cl4O2/c1-12-7(13-2)5(10)3(8)4(9)6(7)11/h1-2H3
• InChIKey: UHSMEJQTFMHABA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,4-tetrachloro-5,5-dimethoxycyclopenta-1,3-diene
• IUPAC Traditional name: 1,2,3,4-tetrachloro-5,5-dimethoxycyclopenta-1,3-diene
• Synonyms: 5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene; 5,5-二甲氧基-1,2,3,4-四氯环戊二烯

Database IDs

• CAS Number: 2207-27-4
• EC Number: 218-623-3
• MDL Number: MFCD00001353
• Beilstein Number: 477013
• PubChem SID: 24864211; 162240952; 24851987
• PubChem CID: 75154

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4677176
• LogD (pH = 7.4): 2.4677176
• Log P: 2.4677176
• Molar Refractivity: 56.4342 cm^3
• Polarizability: 21.479742 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 26-28 °C
• Boiling Point: 108-110 °C/11 mmHg(lit.)
• Flash Point: 152 °F; 152.6 °F; 67 °C
• Density: 1.501 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.525

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 96%
• Grade: purum
• Empirical Formula (Hill Notation): C7H6Cl4O2

DETAILS

Sigma Aldrich - 200980

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 38817

Caution
readily forms a subcooled melt
Other Notes
Highly reactive diene for Diels-Alder reactions.; Reagent for a three carbon annulation (formation of cyclopentanones from olefins)1