D7151
1,7-Dioxaspiro[5.5]undecane
≥97%
Synonym(s):
Olive-fly ketal
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500 MG
₹15,436.45
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500 MG
₹15,436.45
About This Item
Empirical Formula (Hill Notation):
C9H16O2
CAS Number:
Molecular Weight:
156.22
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥97%
form
liquid
refractive index
n20/D 1.464 (lit.)
bp
193 °C/750 mmHg (lit.)
density
1.02 g/mL at 25 °C (lit.)
storage temp.
2-8°C
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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Biochem/physiol Actions
Pheromone for Dacus oleae
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
147.2 °F - closed cup
Flash Point(C)
64 °C - closed cup
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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
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
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
Mary T Fletcher et al.
Chemical communications (Cambridge, England), (12)(12), 1302-1303 (2002-07-12)
The demonstration that both oxygen atoms of 1,7-dioxaspiro[5.5]undecane (1), the sex-pheromone of the female olive fly, originate from dioxygen, strongly implicates monooxygenase mediated processes in assembly of (1), and reveals unexpected complexity in the formation of its nine-carbon precursor.
Brett D Schwartz et al.
Organic letters, 7(6), 1173-1176 (2005-03-12)
[reaction: see text] A biosynthetic scheme rationalizing the formation of (+/-)-1,7-dioxaspiro[5.5]undecane (5) in the fruit fly species Bactrocera cacuminata and Bactrocera oleae (olive fruit fly) is presented. Incorporation studies with deuterium-labeled keto aldehyde (10), 1,5-nonanediol (11), and 1,5,9-nonanetriol (12), and
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