(1R,4S,7R,16S)-1,4,5,6,7,16,17,18,19,19,20,20-dodecachlorohexacyclo[14.2.1.14,7.02,15.03,8.09,14]icosa-5,9,11,13,17-pentaene

• ChemBase ID: 136963
• Molecular Formular: C20H8Cl12
• Molecular Mass: 673.71352
• Monoisotopic Mass: 667.68883242
• SMILES: c1ccc2c(c1)C1C(C3C2[C@@]2(C(=C([C@]3(C2(Cl)Cl)Cl)Cl)Cl)Cl)[C@@]2(C(=C([C@]1(C2(Cl)Cl)Cl)Cl)Cl)Cl
• Canonical SMILES: ClC1=C(Cl)[C@@]2(C([C@@]1(Cl)C1C2c2ccccc2C2C1[C@]1(Cl)C(=C([C@]2(C1(Cl)Cl)Cl)Cl)Cl)(Cl)Cl)Cl
• InChI: InChI=1S/C20H8Cl12/c21-11-13(23)17(27)9-7(15(11,25)19(17,29)30)5-3-1-2-4-6(5)8-10(9)18(28)14(24)12(22)16(8,26)20(18,31)32/h1-4,7-10H/t7?,8?,9?,10?,15-,16+,17+,18-
• InChIKey: ULBZLTIPWBXWCY-QDCKJYKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,7R,16S)-1,4,5,6,7,16,17,18,19,19,20,20-dodecachlorohexacyclo[14.2.1.1^4,^7.0^2,^1^5.0^3,^8.0^9,^1^4]icosa-5,9,11,13,17-pentaene
• IUPAC Traditional name: (1R,4S,7R,16S)-1,4,5,6,7,16,17,18,19,19,20,20-dodecachlorohexacyclo[14.2.1.1^4,^7.0^2,^1^5.0^3,^8.0^9,^1^4]icosa-5,9,11,13,17-pentaene
• Synonyms: DHA; NSC 122892; Naphthalene-bis(hexachlorocyclopentadiene) adduct; 萘-双(六氯环戊二烯)加合物

Database IDs

• CAS Number: 5696-92-4
• EC Number: 227-171-6
• MDL Number: MFCD00167975
• PubChem SID: 24850660; 162231230
• PubChem CID: 71310011

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 8.9415655
• LogD (pH = 7.4): 8.9415655
• Log P: 8.9415655
• Molar Refractivity: 140.2206 cm^3
• Polarizability: 54.527508 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 208-210 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Grade: technical grade
• Empirical Formula (Hill Notation): C20H8Cl12

DETAILS

Sigma Aldrich - 184888

Application
Reactant involved in iodination and retro Diels-alder reactions1Molecule studied for its pharmacological activity as a KSP inhibitor2

Sigma Aldrich - 184861

Packaging
500 g in poly bottle
Application
Precursor to substituted naphthalenes which are otherwise difficult to synthesize.1
Reactant involved in iodination and retro Diels-alder reactionsMolecule studied for its pharmacological activity as a KSP inhibitor