1,4-Dioxaspiro[4.4]non-6-ene

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.4]non-6-ene
• CAS No.: 695-56-7
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Hs Code.: 2932999099
• European Community (EC) Number: 211-783-5
• NSC Number: 160533
• UNII: 7RX49FE9Y8
• DSSTox Substance ID: DTXSID00219731
• Nikkaji Number: J206.015I
• Wikidata: Q83096713
• Mol file: 695-56-7.mol

Synonyms:1,4-Dioxaspiro[4.4]non-6-ene;695-56-7;2-Cyclopenten-1-one ethylene ketal;1,4-dioxaspiro[4.4]non-8-ene;Cyclopent-2-en-1-one-ethyleneacetal;EINECS 211-783-5;MFCD00005408;NSC-160533;NSC160533;2-CYCLOPENTEN-1-ONEETHYLENEKETAL;cyclopentenone ethyleneketal;7RX49FE9Y8;SCHEMBL1702224;2-Cyclopentenone ethylene acetal;DTXSID00219731;2-Cyclopenten-1-one ethyleneacetal;1,4-dioxa-spiro[4.4]non-6-ene;2-cyclopenten-1-one ethylene acetal;AKOS015840998;NSC 160533;AS-41665;SY051661;2-Cyclopenten-1-one ethylene ketal, 95%;C1602;CS-0326612;FT-0632828;A855983

Chemical Property of 1,4-Dioxaspiro[4.4]non-6-ene

Chemical Property:

• Vapor Pressure: 2.17mmHg at 25°C
• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 59-62 °C16 mm Hg(lit.)
• Flash Point: 112 °F
• PSA: 18.46000
• Density: 1.067 g/mL at 25 °C(lit.)
• LogP: 1.07950
• Storage Temp.: Refrigerator
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 134

Purity/Quality:

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

2-Cyclopenten-1-one ethylene ketal ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(C=C1)OCCO2
• Uses: 2-Cyclopenten-1-one ethylene ketal was used in the synthesis of 2,3,3,4,7,7-hexahydro-5-methyl-ind-5-en-1-one ethylene ketal.

Technology Process of 1,4-Dioxaspiro[4.4]non-6-ene

There total 9 articles about 1,4-Dioxaspiro[4.4]non-6-ene 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: 80.0%

ethylene glycol (107-21-1) + cyclopentanone (120-92-3) → 1,4-dioxaspiro[4.4]non-6-ene (695-56-7)

Guidance literature:

ethylene glycol; cyclopentanone; With N-Bromosuccinimide; chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02124

Reference yield: 72.0%

cyclopent-2-enone (930-30-3) + ethylene glycol (107-21-1) → 1,4-dioxaspiro[4.4]non-6-ene (695-56-7)

Guidance literature:

distannoxane 1a; In benzene; for 24h; Heating;

DOI:10.1016/S0040-4020(01)92233-1

Reference yield:

cyclopentanone (120-92-3) → 1,4-dioxaspiro[4.4]non-6-ene (695-56-7)

Guidance literature:

With bromine; In ethylene glycol;

upstream raw materials:

6-chloro-1,4-dioxaspiro[4.4]nonane

cyclopent-2-enone

ethylene glycol

2-chlorocyclopentanone

Downstream raw materials:

cyclopent-2-enone

3-phenylcyclopentanone

3-ethylcyclopentanone

Refernces

• 1、 Nguyen, Long V.,Beeler, Aaron B.. "Synthesis of Complex Stereoheptads en Route to Daphnane Diterpene Orthoesters". supporting information. p. 5177 - 5180. Retrieved 2018/09/13.
• 2、 -. "N-amino bicyclic compounds". . . Retrieved 2008/06/13.