(9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

• ChemBase ID: 167264
• Molecular Formular: C12H8Cl6O
• Molecular Mass: 380.90932
• Monoisotopic Mass: 377.87063096
• SMILES: C12(C(C(C3C4CC([C@H]5[C@@H]4O5)C13)(C(=C2Cl)Cl)Cl)(Cl)Cl)Cl
• Canonical SMILES: ClC1=C(Cl)C2(C(C1(Cl)C1C2C2CC1[C@@H]1[C@H]2O1)(Cl)Cl)Cl
• InChI: InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2?,3?,4?,5?,6-,7+,10?,11?
• InChIKey: DFBKLUNHFCTMDC-ARMUGHSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^3,^6.0^2,^7.0^9,^1^1]tridec-4-ene
• IUPAC Traditional name: (9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^3,^6.0^2,^7.0^9,^1^1]tridec-4-ene
• Synonyms: (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-rel-3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth[2,3-b]oxirene; endo,exo-1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4:5,8-dimethanonaphthalene; Aldrin Epoxide; Alvit 55; Dieldrex; Dielmoth; Dorytox; ENT-16225; HEOD; Illoxol; Insectlack; Kombi-Albertan; Octalox; Red Shield; SD 3417; Termitox; exo-Dieldrin; Dieldrin

Database IDs

• CAS Number: 60-57-1
• PubChem SID: 162261397
• PubChem CID: 71316037

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.9471772
• LogD (pH = 7.4): 3.9471772
• Log P: 3.9471772
• Molar Refractivity: 78.0071 cm^3
• Polarizability: 31.065493 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D441780

Stereoisomer of Endrin. Used as an insecticide.Potential occupational carcinogen.

REFERENCES

• Kearns, C.W., et al.: J. Econ. Entomol., 42, 127 (1949)
• Gaines, et al.: Toxicol. Appl. Pharmacol., 14, 515 (1949)