1-Oxaspiro[2.5]octane

Base Information

• Chemical Name: 1-Oxaspiro[2.5]octane
• CAS No.: 185-70-6
• Molecular Formula: C7H12 O
• Molecular Weight: 112.172
• Hs Code.: 2932990090
• European Community (EC) Number: 838-019-9
• NSC Number: 52756
• UNII: KP77M42CF6
• DSSTox Substance ID: DTXSID50171693
• Nikkaji Number: J78.503B
• Wikidata: Q27282358
• Mol file: 185-70-6.mol

Synonyms:1-Oxaspiro[2.5]octane;185-70-6;Methylenecyclohexane oxide;Oxaspirooctane;Cyclohexylidene oxide;Spirooxiranecyclohexane;1-OXASPIRO(2.5)OCTANE;METHYLENECYCLOHEXANEOXIDE;CCRIS 3535;NSC 52756;BRN 0103121;UNII-KP77M42CF6;KP77M42CF6;NSC-52756;5-17-01-00217 (Beilstein Handbook Reference);1-oxaspiro[2,5]octane;SCHEMBL691293;DTXSID50171693;NSC52756;MFCD00022348;AKOS009228076;CYCLOHEXANE, METHYLENE-, OXIDE;AT33239;BS-12859;LS-99623;METHYL3,5-DIBROMO-4-METHYLBENZOATE;FT-0657598;EN300-33631;A812977;Q27282358;SPIRO(CYCLOHEXANE-1,.ALPHA.'-ETHYLENE OXIDE);F1905-0015;Z359231458

Chemical Property of 1-Oxaspiro[2.5]octane

Chemical Property:

• Vapor Pressure: 7.56mmHg at 25°C
• Boiling Point: 140.7°C at 760 mmHg
• Flash Point: 26.5°C
• PSA: 12.53000
• Density: 0.98g/cm³
• LogP: 1.71950
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 92.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-oxaspiro[2.5]octane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)CO2

Technology Process of 1-Oxaspiro[2.5]octane

There total 15 articles about 1-Oxaspiro[2.5]octane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

trimethylsulphonium iodide (2181-42-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-oxaspiro(2.5)octane (185-70-6) + 1-[(methylsulfanyl)methyl]cyclohexanol (113327-55-2)

Guidance literature:

trimethylsulphonium iodide; With n-butyllithium; In tetrahydrofuran; cooling;

cyclohexanone; In tetrahydrofuran; cooling;

DOI:10.1016/j.tet.2005.10.068

Reference yield: 20.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 1,1-dibromomethane (74-95-3) → 1-oxaspiro(2.5)octane (185-70-6) + 1-Methylcyclohexanol (590-67-0) + methylenecyclohexane (1192-37-6)

Guidance literature:

With lithium; In tetrahydrofuran; Ambient temperature;

Reference yield: 2.0%

methylenecyclohexane (1192-37-6) → 1-oxaspiro(2.5)octane (185-70-6) + 2-methyl-2-cyclohexen-1-one (1121-18-2) + 1-cyclohexene-1-carboxaldehyde (1192-88-7) + 1-cyclohexene-1-methanol (4845-04-9) + 2-methylenecyclohexanone (3045-98-5)

Guidance literature:

With iodoxybenzene; bis(acetylacetonate)oxovanadium; In benzene; for 4h; Product distribution; Heating;

upstream raw materials:

diazomethane

methanol

diethyl ether

cyclohexanone

Downstream raw materials:

(piperidinyl-1)methyl-1 cyclohexanol

1-(4-Hydroxy-3,3-dimethyl-butyl)-cyclohexanol

1-methoxy-1-hydroxymethylcyclohexane

(1-Trimethylsilanyloxy-cyclohexyl)-acetonitrile

Refernces

• 1、 Pasha, M. A.,Ravindranath, B.. "Reaction of Lithium with Alkylidene Halides and Carbonyl Compounds". . p. 781 - 782. Retrieved 2007/10/02.
• 2、 Groves, John T.,Subramanian, Durga V.. "Hydroxylation by Cytochrome P-450 and Metalloporphyrin Models. Evidence for Allylic Rearrangement". . p. 2177 - 2181. Retrieved 2007/10/02.