Sebacoin

Base Information

• Chemical Name: Sebacoin
• CAS No.: 96-00-4
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2914400090
• European Community (EC) Number: 620-713-6
• NSC Number: 90294
• UNII: 2MDO7P01XJ
• DSSTox Substance ID: DTXSID30293504,DTXSID10871581
• Nikkaji Number: J4.716C
• Wikidata: Q27254960
• Metabolomics Workbench ID: 144463
• Mol file: 96-00-4.mol

Synonyms:Sebacoin;2-Hydroxycyclodecanone;2-hydroxycyclodecan-1-one;96-00-4;Sebacoin [MI];Cyclodecanone, 2-hydroxy-;1-Cyclodecanol-2-one;Sebacoin, (+/-)-;NSC-90294;2MDO7P01XJ;UNII-2MDO7P01XJ;NSC90294;2-hydroxy-1-cyclodecanone;2-oxidanylcyclodecan-1-one;2-hydroxy-cyclodecan-1-one;2-HYDROXY-CYCLODECANONE;SCHEMBL11354182;DTXSID10871581;DTXSID30293504;AKOS022505108;FT-0655000;A845528;Q27254960

Chemical Property of Sebacoin

Chemical Property:

• Vapor Pressure: 0.000137mmHg at 25°C
• Melting Point: 42°
• Refractive Index: 1.4510 (estimate)
• Boiling Point: 297.5°Cat760mmHg
• PKA: 13.26±0.20(Predicted)
• Flash Point: 125.4°C
• PSA: 37.30000
• Density: 0.996g/cm³
• LogP: 2.05080
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-HYDROXY-CYCLODECANONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCCCC(=O)C(CCC1)O

Technology Process of Sebacoin

There total 15 articles about Sebacoin 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: 90.0%

cyclodecanone (1502-06-3) → 2-hydroxycyclodecanone (96-00-4)

Guidance literature:

With ferredoxin reductase; [2Fe–2S] ferredoxin; cytochrome P₄₅₀ enzyme CYP₁₀₁C₁; In aq. buffer; pH=7.4; regioselective reaction; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1039/d0cy01040e

Reference yield: 35.0%

cyclodecanone (1502-06-3) → Oxacycloundecan-2-one (5579-79-3) + 2-hydroxycyclodecanone (96-00-4)

Guidance literature:

With bis-trimethylsilanyl peroxide; tin(IV) chloride; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1246/bcsj.56.2029

Reference yield:

chloro-trimethyl-silane (75-77-4) + cyclodecanone (1502-06-3) → 2-hydroxycyclodecanone (96-00-4) + cis-2-cyclodecen-1-one (10035-97-9)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

upstream raw materials:

dimethyl sebacate

diethyl sebacate

1,2-bis(trimethylsiloxy)cyclodecene

7-Hydroxy-trans-cyclodecen-⁽¹⁾-on-⁽⁶⁾

Downstream raw materials:

cyclodecanone

cyclodecane

cyclodecane-1,2-dione

1,10-dihydroxy-tricyclo[9.7.1.1^2,10]eicosane-19,20-dione

Refernces

• 1、 Cram,D.J.,Gaston,L.K.. "-". . p. 6386 - 6389. Retrieved 1960.
• 2、 Chai, Wen,Takeda, Akihiro,Hara, Makoto,Ji, Shun-Jun,Horiuchi, C. Akira. "Photo-irradiation of α-halo carbonyl compounds: A novel synthesis of α-hydroxy- and α,α′-dihydroxyketones". . p. 2453 - 2463. Retrieved 2007/10/03.
• 3、 Matsubara,Takai,Nozaki. "BAEYER-VILLIGER OXIDATION WITH Me3SiOOSiMe3 UNDER ASSISTANCE OF SnCl4 OR BF3-OEt2.". . p. 2029 - 2032. Retrieved 2007/10/02.