1,6-Cyclodecanedione

Base Information

• Chemical Name: 1,6-Cyclodecanedione
• CAS No.: 38734-05-3
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• NSC Number: 106097
• DSSTox Substance ID: DTXSID60959545
• Nikkaji Number: J89.242D
• Wikidata: Q82940330
• Mol file: 38734-05-3.mol

Synonyms:1,6-Cyclodecanedione;cyclodecane-1,6-dione;38734-05-3;NSC106097;SCHEMBL1262325;DTXSID60959545;KBSGQTAYVRWUEO-UHFFFAOYSA-N;NSC-106097

Chemical Property of 1,6-Cyclodecanedione

Chemical Property:

• Vapor Pressure: 0.00149mmHg at 25°C
• Boiling Point: 295.9°Cat760mmHg
• Flash Point: 110.4°C
• PSA: 34.14000
• Density: 0.987g/cm³
• LogP: 2.25900
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)CCCCC(=O)C1

Technology Process of 1,6-Cyclodecanedione

There total 21 articles about 1,6-Cyclodecanedione 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: 95.0%

6-hydroxycyclodecan-1-one (15957-40-1) → 1,6-cyclodecanedione (38734-05-3)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 3h; Ambient temperature;

Reference yield: 93.0%

(4ar,8ar)-octahydronaphthalene-4a,8a-diol (57289-63-1) → 1,6-cyclodecanedione (38734-05-3)

Guidance literature:

With sodium hypochlorite pentahydrate; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; at 0 ℃; for 0.2h; Reagent/catalyst;

DOI:10.1021/acs.joc.9b01132

Reference yield: 91.0%

1,2,3,4,5,6,7,8-octahydro-naphthalene (493-03-8) → 1,6-cyclodecanedione (38734-05-3)

Guidance literature:

With sodium periodate; ruthenium(IV) oxide; In tetrachloromethane; water; acetonitrile; for 0.5h;

DOI:10.1021/ja8024164

upstream raw materials:

1,2,3,4,5,6,7,8-octahydro-naphthalene

6-hydroxycyclodecan-1-one

(4ar,8ar)-octahydronaphthalene-4a,8a-diol

methanol

Downstream raw materials:

Cyclodecan-1,6-diol

trans-cyclodecane-1,6-diol

cis-cyclodecane-1,6-diol

C₂₂H₂₈N₄

Refernces

• 1、 Mulligan,Sondheimer. "". . p. 7118. Retrieved 1967.
• 2、 Goldschmid,Perlin. "-". . p. 2280,2281. Retrieved 1960.
• 3、 -. "METHOD FOR PRODUCING CYCLIC DIKETONE COMPOUND". Paragraph 0170-0172; 0175. . Retrieved 2018/01/18.
• 4、 Chandler, Carley L.,List, Benjamin. "Catalytic, asymmetric transannular aldolizations: Total synthesis of (+)-hirsutene". . p. 6737 - 6739. Retrieved 2008/12/22.