|
|
|
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(21-15)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
|
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
Links & References
D. Christopher Braddock and Henry S. Rzepa.
Structural Reassignment of Obtusallenes V, VI, and VII by GIAO-Based Density Functional Prediction, J. Nat. Prod.
Revised structures proposed previously for obtusallenes V-VII were confirmed using computed GIAO-DFT 13C NMR chemical shifts.
|
|
|
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,10S,11R)-2,5-Dibromo-8-[(1R)-3-bromopropadienyl]-11-chloro-6-methyl-7,13,14-trioxatricyclo[8.2.1.1~1,4~]tetradecane |
| 7,13,14-trioxatricyclo[8.2.1.1~1,4~]tetradecane, 2,5-dibromo-8-[(1R)-3-bromo-1,2-propadienyl]-11-chloro-6-methyl-, (1S,2S,4R,5S,6S,8S,10S,11R)- |
Show Edit Synonym Window
|
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
|
|