180-84-7

Basic information

• Product Name: 1,7-DIOXASPIRO[5.5]UNDECANE
• Synonyms: OLIVE-FLY KETAL;SPIROKETAL;1,7-DIOXASPIRO[5.5]UNDECANE;Dioxaspiroundecane;Olean;1,7-DIOXASPIRO5.5UNDECANE,98+%;1,7-Dioxaspiro5.5üundecane, 98%;1,7-Dioxaspiro5.5üundecane, 98+%
• CAS NO: 180-84-7
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22
• EINECS: 205-870-7
• Mol File: 180-84-7.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 193 °C750 mm Hg(lit.)
• Flash Point: 147 °F
• Appearance: /
• Density: 1.02 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.645mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility: Soluble in water 1.0g/L.
• BRN: 105997
• CAS DataBase Reference: 1,7-DIOXASPIRO[5.5]UNDECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-DIOXASPIRO[5.5]UNDECANE(180-84-7)
• EPA Substance Registry System: 1,7-DIOXASPIRO[5.5]UNDECANE(180-84-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 180-84-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Suitable for use in organic farming.

Synthesis Reference(s)

Tetrahedron, 42, p. 4333, 1986 DOI: 10.1016/S0040-4020(01)87660-2Tetrahedron Letters, 26, p. 535, 1985 DOI: 10.1016/S0040-4039(00)61931-7

Biochem/physiol Actions

Pheromone for Dacus oleae

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

Upstream product

• 5694-92-8 4-[2-(4-hydroxybutyl)[1,3]dioxolan-2-yl]butan-1-ol 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 125104-01-0 N,N-Dimethyl-N'-{5-(tetrahydro-pyran-2-yloxy)-1-[4-(tetrahydro-pyran-2-yloxy)-butyl]-pentylidene}-hydrazine 
• 13178-64-8 2-(4-hydroxy-n-butyl) tetrahydropyran ether 
• 79011-51-1 α-Furyl-1 acetoxy-4 butane 
• 110-87-2 3,4-dihydro-2H-pyran 
• 89885-79-0 (4R,6R)-(-)-4-hydroxy-1,7-dioxaspiro<5.5>undecane 
• 90898-51-4 (4R,6S)-(+)-4-hydroxy-1,7-dioxaspiro<5.5>undecane 
• 99277-44-8 (5R,6S,S_s)-5-(p-tolyl)sulfinyl-1,7-dioxaspiro<5.5>undecane 
• 14273-92-8 methyl 5-hydroxypentanoate 
• 19958-66-8 4-(furan-2-yl)butan-1-ol 
• 33821-94-2 3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide 
• 119529-11-2 4-(3,4-dihydro-2H-pyran-6-yl)-3-buten-1-ol 
• 1119-12-6 nonane-1,5,9-triol 

Related news

AM1 calculations on inclusion complexes of cyclomaltoheptaose (β-cyclodextrin) with 1,7-dioxaspiro[5.5]undecane and nonanal, and comparison with experimental results09/30/2019

Semiempirical calculations on cyclomaltoheptaose (βCD), 1,7-dioxaspiro[5.5]undecane (1), nonanal (2), and the inclusion complexes of βCD with 1 and 2 were carried out using the AM1 method. The structure of βCD after complete geometry optimization was in very good agreement with crystallograp...detailed

Regioselective and Stereoselective Reductive Cleavage of 1,7-Dioxaspiro[5.5]undecane Alcohols09/28/2019

Lewis acid-promoted triethylsilane reduction of 6,6-spiroketal alcohols produces cis-2,6-disubstituted tetrahydropyrans with excellent regioselectivity and stereocontrol. An appended alcohol allows bidentate coordination of the Lewis acid to selectively activate one C-O bond of the anomeric cen...detailed

Relevant articles and documents

Pherome syntheses - Model reactions for the synthesis of polyether antibiotics

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A simple enantioselective synthesis of (R)- and (S)-1,7-dioxaspiro[5.5]undecane via intramolecular asymmetric oxyselenenylation: A new route to optically active spiroketals

Both enantiomers of 1,7-dioxaspiro[5.5]undecane, the major pheromone components of the olive fruit fly (Bactrocea oleae), have been synthesized by using a new method based on the intramolecular asymmetric oxyselenenylation of 4-(3,4-dihydro-2H-pyran-6-yl)butan-1-ol.

A new short synthesis of (±)-olean through cross metathesis

A new synthesis of (±)-1,7-dioxaspiro[5.5]undecane (olean), the olive fruit fly pheromone, utilizing the cross-metathesis reaction as the key-step, is reported.

CHIRAL IMIDODIPHOSPHATES AND DERIVATIVES THEREOF

The invention relates to chiral imidodiphosphates and derivatives thereof having the general formula I, The compounds are suitable as chiral Br?nsted acid catalysts, phase-transfer catalysts, chiral anions for organic salts, metal salts or metal complexes for catalysis.