Please login to be able to add spectra, identifiers, links and publications.
  • Comments
  • Add:
Creative Commons Attribution-ShareAlike 3.0 United States Inherent Properties, Identifiers and References
ChemSpider ID: 21105595
Empirical Formula: C15H18Br3ClO3
Molecular Weight: 521.4666
Nominal Mass: 518 Da
Average Mass: 521.4666 Da
Monoisotopic Mass: 517.849437 Da
Systematic Name:
SMILES: Br[C@H]3C[C@H]1O[C@@]23O[C@@H](C[C@H](O[C@@H](C)[C@@H]1Br)\C=C=[C​@H]Br)[C@H](Cl)C2
InChI: InChI=1/C15H18Br3ClO3/c1-8-14(18)12-6-13(17)15(22-12)7-10(19)11(2​1-15)5-9(20-8)3-2-4-16/h3-4,8-14H,5-7H2,1H3/t2-,8-,9+,10+,11-,12+​,13-,14-,15-/m0/s1
InChIKey: PVIUYMGCQVXTIT-JUHTWQEGBT
Creative Commons Attribution-ShareAlike 3.0 United States (Details...) Original Reference(s)
Data SourceExternal ID(s)
Antony_WilliamsN/A
Creative Commons Attribution-ShareAlike 3.0 United States Disclaimer (Details...) Supplemental Information

Description

This structure is CORRECTLY identified as Obtusallene V. In earlier work (Guella, G. et al, F. Helv. Chim. Acta 2000, 83, 336–348) the Chlorine and one of the Bromine atoms were interchanged. This was later changed as a result of the work by Rzepa here : Structural Reassignment of Obtusallenes V, VI, and VII by GIAO-Based Density Functional Prediction by D. Christopher Braddock and Henry S. Rzepa, DOI: 10. 1021/np0705918
(Details...) Names and Synonyms Creative Commons Attribution-ShareAlike 3.0 United States

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

obtusallene V
(1S,2S,4R,​5S,6S,8S,1​0S,11R)-2,​5-Dibromo-​8-[(1R)-3-​bromopropa​dienyl]-11​-chloro-6-​methyl-7,1​3,14-triox​atricyclo[​8.2.1.1~1,​4~]tetrade​cane
7,13,14-tr​ioxatricyc​lo[8.2.1.1​~1,4~]tetr​adecane, 2​,5-dibromo​-8-[(1R)-3​-bromo-1,2​-propadien​yl]-11-chl​oro-6-meth​yl-, (1S,2​S,4R,5S,6S​,8S,10S,11​R)-
(Details...) Predicted Properties
LogP: ACD/LogP: 3.65
# of Rule of 5 Violations: 1
ACD/LogD (pH 5.5): 3.65 ACD/LogD (pH 7.4): 3.65
ACD/BCF (pH 5.5): ACD/BCF (pH 7.4):
ACD/KOC (pH 5.5): ACD/KOC (pH 7.4):
#H bond acceptors: 3 #H bond donors: 0
#Freely Rotating Bonds: 1 Polar Surface Area: 27.69 Å2
Index of Refraction: 1.601 Molar Refractivity: 98.42 cm3
Molar Volume: 287.2 cm3 Polarizability: 39.02 10-24cm3
Surface Tension: 42 dyne/cm Density: 1.81 g/cm3
Flash Point: 284.1 °C Enthalpy of Vaporization: 79.43 kJ/mol
Boiling Point: 546.2 °C at 760 mmHg Vapour Pressure: 1.98E-11 mmHg at 25°C