UNDECANOLIDE

Base Information

• Chemical Name: UNDECANOLIDE
• CAS No.: 1725-03-7
• Deprecated CAS: 34817-44-2,1335-45-1
• Molecular Formula: C11H20O2
• Molecular Weight: 184.279
• Hs Code.: 2932209090
• European Community (EC) Number: 254-399-3,217-034-9
• UNII: 4E2392MT4H
• DSSTox Substance ID: DTXSID4061915
• Nikkaji Number: J203.123J
• Wikidata: Q27115838
• Metabolomics Workbench ID: 4335
• Mol file: 1725-03-7.mol

Synonyms:Undecanoicacid, 11-hydroxy-, lactone (6CI);Undecanoic acid, 11-hydroxy-, k-lactone (7CI);1,11-Undecanolide;11-Undecanolactone;Undecanolactone;Undecanolide;

Chemical Property of UNDECANOLIDE

Chemical Property:

• Melting Point: 2-3 °C(lit.)
• Refractive Index: n20/D 1.47(lit.)
• Boiling Point: 250.1 °C at 760 mmHg
• Flash Point: 117.2 °C
• PSA: 26.30000
• Density: 0.919 g/cm³
• LogP: 3.05410
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.146329876
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

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

Oxacyclododecan-2-one 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCOC(=O)CCCC1
• Uses: Oxacyclododecan-2-one may be used in the preparation of 11-hydroxyundecanoic acid.

Technology Process of UNDECANOLIDE

There total 72 articles about UNDECANOLIDE 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: 91.0%

cycloundecanone (878-13-7) → oxacyclododecan-2-one (1725-03-7)

Guidance literature:

With trifluoroacetyl peroxide; camphor-10-sulfonic acid; for 16h;

DOI:10.1021/ja00020a036

Reference yield: 87.0%

(10-carboxydecyl)diphenylsulfonium perchlorate → oxacyclododecan-2-one (1725-03-7)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Heating;

Reference yield: 86.0%

1-(10-Carboxy-decyl)-tetrahydro-thiophenium; perchlorate → oxacyclododecan-2-one (1725-03-7) + 1-Oxa-6-thia-cycloheptadecan-17-one (1899-05-4) + 1,18-Dioxa-6,23-dithia-cyclotetratriacontane-17,34-dione (119837-59-1)

Guidance literature:

With potassium carbonate; In acetone; for 48h; Heating;

DOI:10.1246/cl.1988.1931

upstream raw materials:

11-hydroxyundecanoic acid

11-bromoundecanoic acid

Cyclohexanone diperoxide

cycloundecanone

Downstream raw materials:

6-Hydroxyhexanoic acid

6-(11-acetoxyundecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

2,3-dimethoxy-5-methyl-6-(11-hydroxyundecyl)-1,4-benzoquinone

6-(11-acetoxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenol

Refernces

• 1、 Shen, Liu-Lan,Mun, Han-Seo,Jeong, Jin-Hyun. "Macrocyclisation of macrodiolide with dimethylaluminium methaneselenolate". . p. 6895 - 6899. Retrieved 2010.
• 2、 Rastetter,Phillion. "-". . p. 1469,1471. Retrieved 1979.
• 3、 Gao, De-Wei,Jamieson, Cooper S.,Wang, Gaoqian,Yan, Yan,Zhou, Jiahai,Houk,Tang, Yi. "A Polyketide Cyclase That Forms Medium-Ring Lactones". supporting information. p. 80 - 84. Retrieved 2021/01/13.
• 4、 -. "Preparation method of 11- andrographolide compound and caprolactone compound (by machine translation)". Paragraph 0046-0070; 0075-0078. . Retrieved 2019/11/28.