7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione

Base Information

• Chemical Name: 7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione
• CAS No.: 82304-66-3
• Molecular Formula: C17H24O3
• Molecular Weight: 276.376
• Mol file: 82304-66-3.mol

Synonyms:7,9-Di-tert-butyl-1-oxaspiro(4,5)deca-6,9-diene-2,8-dione;6,8-di-tert-butylspiro(4,5)deca-1-oxa-5,8-diene-2,7-dione;1-Oxaspiro[4.5]deca-6,9-diene-2,8-dione,7,9-bis(1,1-dimethylethyl);7,9-Di-tert-butyl-1-oxaspiro<4.5>deca-6,9-dien-2,8-dion;1-Oxa-spiro[4.5]deca-6,9-diene-2,8-dione,7,9-di-tert-butyl;6,8-di-tert-butyl-1-oxaspiro<4.5>deca-5,8-diene-2,7-dione;7,9-ditert-butyl-4-oxaspiro[4.5]deca-6,9-diene-3,8-dione;

Chemical Property of 7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione

Chemical Property:

• Melting Point: 139-140 °C
• Boiling Point: 426.3±45.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 3.58990
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99%, ^*data from raw suppliers

7,9-Di-tert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7,9-Di-tert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione is an antioxidant naturally found in aerial parts of Gmelina asiatica Linn (Verbenaceae). It is also found in essential oils of some Stachys species from Mediterranean area. It is an impurity of Irganox 1098 (A697523) used in the food packaging.

Technology Process of 7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione

There total 13 articles about 7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-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: 87.0%

methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate (65849-91-4) → 6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione (82304-66-3)

Guidance literature:

methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate; With triphenylphosphine; In chloroform; at 20 ℃; for 0.333333h;

With toluene-4-sulfonic acid; In chloroform; at 50 ℃; for 4h;

DOI:10.1016/j.tetlet.2013.04.064

Reference yield: 86.0%

C26H44O3 → 6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione (82304-66-3)

Guidance literature:

With cesium hydroxide; oxygen; triethyl phosphite; In dimethyl sulfoxide; at 25 ℃; for 12h; under 760.051 Torr;

DOI:10.1007/s11426-015-5363-4

Reference yield: 65.0%

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate (6386-38-5) → 6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione (82304-66-3)

Guidance literature:

With potassium hydroxide; oxygen; In ethanol; at 40 - 45 ℃; for 8h;

DOI:10.1007/BF00954163

upstream raw materials:

3-(1-Amino-3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-propionic acid

pentaerythritol ester of 4-hydroxy-3,5-di-tert-butylphenylpropionic acid

acetonitrile

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate

Downstream raw materials:

3-(1-Amino-3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-propionic acid

3,5-di-tert-butyl-4-hydroxycinnamic acid

4-hydroxy-3,5-di-tert-butylphenylpropionic acid

ethyl ester of trans-4-hydroxy-3,5-di-tert-butylcinnamic acid

Refernces

• 1、 Liang, Yu-Feng,Wu, Kai,Liu, Zhiqing,Wang, Xiaoyang,Liang, Yujie,Liu, Chenjiang,Jiao, Ning. "CsOH catalyzed aerobic oxidative synthesis of p-quinols from multi-alkyl phenols under mild conditions". . p. 1334 - 1339. Retrieved 2015/03/18.
• 2、 Titova, T. F.,Matveev, K. I.,Odyakov, V. F.,Krysin, A. P.. "CATALYTIC OXIDATION OF 4-OXOALKYL DERIVATIVES 2,6-DI-tert-BUTYLPHENOL IN THE PRESENCE OF TRIVANADOMOLYBDOPHOSPHORIC HETEROPOLY ACIDS". . p. 1625 - 1629. Retrieved 2007/10/02.