FENCHONE

Base Information

• Chemical Name: FENCHONE
• CAS No.: 1195-79-5
• Deprecated CAS: 1071582-04-1,126-21-6,18492-37-0
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Hs Code.: 2914299000
• European Community (EC) Number: 214-804-6,225-160-0
• NSC Number: 122687,8896
• DSSTox Substance ID: DTXSID9025324
• Nikkaji Number: J125B
• Wikipedia: Fenchone
• Wikidata: Q414784
• Metabolomics Workbench ID: 75130
• ChEMBL ID: CHEMBL2268554
• Mol file: 1195-79-5.mol

Synonyms:2-Norbornanone,1,3,3-trimethyl- (6CI,8CI);(?à)-Fenchone;1,3,3-Trimethyl-2-norbornanone;1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one;1,3,3-Trimethylnorcamphor;Fenchone;NSC 122687;NSC 8896;dl-Fenchone;

Chemical Property of FENCHONE

Chemical Property:

• Vapor Pressure: 0.463mmHg at 25°C
• Melting Point: 191.0-192.5℃
• Refractive Index: 1.4640 (589.3 nm 20℃)
• Boiling Point: 193.5 °C at 760 mmHg
• Flash Point: 52.8 °C
• PSA: 17.07000
• Density: 0.982 g/cm³
• LogP: 2.40170
• Water Solubility.: 744mg/L at 25℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Fenchone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CC1(C2CCC(C2)(C1=O)C)C
• Uses: Fenchone is a monoterpene with anti-inflammatory and antimicrobial properties. It also inhibits β-secretase (BACE1), a drug target for Alzheimer''s disease.

Technology Process of FENCHONE

There total 24 articles about FENCHONE 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: 100.0%

Fenchol (4695-62-9,470-08-6,512-13-0,1632-73-1,2217-02-9,14575-74-7,22627-95-8,36386-49-9,36386-50-2,64439-31-2) → 1,3,3-trimethyl-2-norbornanone (1195-79-5,126-21-6)

Guidance literature:

With 9-benzyl-9-norazaadamantane N-oxyl; oxygen; acetic acid; sodium nitrite; In acetonitrile; at 20 ℃; for 6h; Reagent/catalyst; Time; Concentration; Catalytic behavior;

Reference yield: 100.0%

7,7-dimetyl-2-methylenenorbornan-1-ol → 1,3,3-trimethyl-2-norbornanone (1195-79-5,126-21-6)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In 1-methyl-pyrrolidin-2-one; for 6h; Heating;

DOI:10.1016/j.tetlet.2005.03.068

Reference yield: 94.0%

fenchol (36386-49-9) → 1,3,3-trimethyl-2-norbornanone (1195-79-5,126-21-6)

Guidance literature:

With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine; In various solvent(s); Ambient temperature;

DOI:10.1016/S0040-4039(00)60884-5

upstream raw materials:

Camphor

1-methyl-norbornan-2-one

methyl iodide

Fenchol

Downstream raw materials:

1,3,3-Trimethyl-2-methylidenebicyclo<2.2.1>heptane

diphenyl(methyl)phosphine oxide

fenchone oxime

tert-butyl alcohol

Refernces

• 1、 Martins, Nuno M. R.,Mahmudov, Kamran T.,Guedes Da Silva, M. Fátima C.,Martins, Luísa M. D. R. S.,Pombeiro, Armando J. L.. "Copper(ii) and iron(iii) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands as catalysts for oxidation of alcohols". . p. 10071 - 10083. Retrieved 2016.
• 2、 Gu, Jinzhong,Wen, Min,Cai, Yan,Shi, Zifa,Nesterov, Dmytro S.,Kirillova, Marina V.,Kirillov, Alexander M.. "Cobalt(II) Coordination Polymers Assembled from Unexplored Pyridine-Carboxylic Acids: Structural Diversity and Catalytic Oxidation of Alcohols". . p. 5875 - 5885. Retrieved 2019.
• 3、 Wang, Guo-Zhi,Andreasson, Ulrika,Baeckvall, Jan-E.. "Aerobic Oxidation of Secondary Alcohols via Ruthenium-catalysed Hydrogen Transfer Involving a New Triple Catalytic System". . p. 1037 - 1038. Retrieved 1994.
• 4、 Maurya, Mannar R.,Rana, Lata,Avecilla, Fernando. "Molybdenum complexes with a μ-O{MoO2}2 core: their synthesis, crystal structure and application as catalysts for the oxidation of bicyclic alcohols using N-based additives". . p. 724 - 734. Retrieved 2017.
• 5、 Maurya, Mannar R.,Saini, Neeraj,Avecilla, Fernando. "Effect of N-based additive on the optimization of liquid phase oxidation of bicyclic, cyclic and aromatic alcohols catalyzed by dioxidomolybdenum(VI) and oxidoperoxidomolybdenum(VI) complexes". . p. 101076 - 101088. Retrieved 2015/12/09.