1,6-Dioxaspiro[4.4]nonane-2,7-dione

Base Information

• Chemical Name: 1,6-Dioxaspiro[4.4]nonane-2,7-dione
• CAS No.: 3505-67-7
• Molecular Formula: C7H8 O4
• Molecular Weight: 156.138
• Hs Code.: 2932999099
• European Community (EC) Number: 222-499-6
• NSC Number: 124079,66526,10430
• DSSTox Substance ID: DTXSID40188558
• Nikkaji Number: J42.306H
• Wikidata: Q83060361
• Mol file: 3505-67-7.mol

Synonyms:1,6-Dioxaspiro[4.4]nonane-2,7-dione;3505-67-7;1,6-Dioxaspiro(4.4)nonane-2,7-dione;4,4-Dihydroxypimelic acid dilactone;EINECS 222-499-6;NSC66526;SCHEMBL1048059;VTQYOGUFKHVWOO-UHFFFAOYSA-;DTXSID40188558;NSC10430;NSC 10430;NSC 66526;NSC-10430;NSC-66526;NSC124079;AKOS015916252;NSC 124079;NSC-124079;FT-0634882;1,6-Dioxaspiro[4.4]nonane-2,7-dione, 98%;J-019844

Chemical Property of 1,6-Dioxaspiro[4.4]nonane-2,7-dione

Chemical Property:

• Vapor Pressure: 2.23E-08mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Boiling Point: 452.5°Cat760mmHg
• Flash Point: 254.1°C
• PSA: 52.60000
• Density: 1.36g/cm³
• LogP: 0.35670
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 156.04225873
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

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

1,6-Dioxaspiro[4.4]nonane-2,7-dione ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2(CCC(=O)O2)OC1=O
• Uses: 1,6-Dioxaspiro[4.4]nonane-2,7-dione was used to cure diglycidylether of bisphenol A (DGEBA) with ytterbium triflate as initiator.

Technology Process of 1,6-Dioxaspiro[4.4]nonane-2,7-dione

There total 9 articles about 1,6-Dioxaspiro[4.4]nonane-2,7-dione 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%

4-Ketopimelic acid (502-50-1) → 1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 2h; Heating;

DOI:10.1002/hlca.19870700728

Reference yield: 49.0%

succinic acid anhydride (108-30-5) → 1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7)

Guidance literature:

With potassium hydroxide; at 180 - 190 ℃; for 33h;

Reference yield: 40.0%

4-Nitroheptandisaeure (7766-84-9) → 1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7) + 4-Ketopimelic acid (502-50-1) + 3-(2',3',4',5'-Tetrahydro-2'-nitro-5'-oxo-2'-furyl)propansaeure

Guidance literature:

With potassium hydroxide; dipotassium peroxodisulfate; potassium hexacyanoferrate(III); In dichloromethane; water; at 0 ℃; for 0.333333h;

DOI:10.1002/hlca.19870700728

upstream raw materials:

succinic acid anhydride

4-Ketopimelic acid

succinic acid

acetic anhydride

Downstream raw materials:

heptanedioic acid

C₃₈H₄₀N₂O₁₁

4-Ketopimelic acid

tetraphenyldiphosphine oxide

Refernces

• 1、 Pariza, R. J.,Kuo, F.,Fuchs, P. L.. "AN IMPROVED PROCEDURE FOR THE SYNTHESIS OF 4-OXOPIMELATE-DERIVED MATERIALS". . p. 243 - 254. Retrieved 2007/10/02.