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301302

Sigma-Aldrich

1,7-Dioxaspiro[5.5]undecane

98%

Synonym(s):
Olive-fly ketal
Empirical Formula (Hill Notation):
C9H16O2
CAS Number:
Molecular Weight:
156.22
EC Number:
MDL number:
PubChem Substance ID:

assay

98%

refractive index

n20/D 1.464 (lit.)

bp

193 °C/750 mmHg (lit.)

density

1.02 g/mL at 25 °C (lit.)

SMILES string

C1CCC2(CCCCO2)OC1

InChI

1S/C9H16O2/c1-3-7-10-9(5-1)6-2-4-8-11-9/h1-8H2

Inchi Key

GBBVHDGKDQAEOT-UHFFFAOYSA-N

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General description

1,7-Dioxaspiro[5.5]undecane is also referred as olean. It is the major component of female sex attractant pheromone blend of the olive fruit fly Dacus oleae. Inclusion complexes of β-cyclodextrin with 1,7-dioxaspiro[5.5]undecane were studied by semiempirical calculations.

Packaging

500 mg in ampule

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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G Haniotakis et al.
Journal of chemical ecology, 12(6), 1559-1568 (1986-06-01)
1,7-Dioxaspiro[5.5]undecane (olean), the major component of the female sex attractant pheromone blend of the olive fruit flyDacus oleae (Gmelin) was shown to be released as a racemate. The response of males and females to pure (R)-(-) and (S)-(+)-enantiomers was tested
Abby Jones Weldon et al.
The Journal of organic chemistry, 71(24), 9212-9216 (2006-11-18)
The relative gas-phase energetics of several low-lying isomers of 1,7-dioxaspiro[5.5]undecane and 1,7,9-trioxadispiro[5.1.5.3]hexadecane have been calculated with second-order Mller-Plesset perturbation theory and basis sets as large as aug-cc-pVQZ. Relative energies in THF, dichloromethane, acetone, and DMSO have been estimated with corrections
Anat Levi-Zada et al.
Journal of chemical ecology, 38(8), 1036-1041 (2012-09-04)
The olive fruit fly, Bactrocera oleae (Diptera: Tephritidae), uses 1,7-dioxaspiro[5.5]undecane ("olean"), produced primarily by females, as a sex pheromone. We used sequential solid phase microextraction-gas chromatography mass spectrometry (SPME-GCMS) analysis to show that female olive flies release about 1000 ng
S Makedonopoulou et al.
Acta crystallographica. Section B, Structural science, 57(Pt 3), 399-409 (2001-05-25)
The enantiomers of racemic olive fly sex pheromone 1,7-dioxaspiro[5.5]undecane (1) have been isolated by crystallization with enantiospecific cyclodextrin hosts: (S)-(1) crystallizes with heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (TMbetaCD) and (R)-(1) with hexakis(2,3,6-tri-O-methyl)-alpha-cyclodextrin (TMalphaCD). The crystal structure of TMbetaCD/(S)-(1) from synchrotron radiation data at 100
A Botsi et al.
Carbohydrate research, 283, 1-16 (1996-03-22)
Semiempirical calculations on cyclomaltoheptaose (beta CD), 1,7-dioxaspiro[5.5]undecane (1), nonanal (2), and the inclusion complexes of beta CD with 1 and 2 were carried out using the AM1 method. The structure of beta CD after complete geometry optimization was in very

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