Tricyclo[4.3.1.13,8]undecan-4-one

Base Information

• Chemical Name: Tricyclo[4.3.1.13,8]undecan-4-one
• CAS No.: 24669-56-5
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Hs Code.: 2914299000
• Mol file: 24669-56-5.mol

Synonyms:Tricyclo[4.3.1.13,8]undecan-4-one;tricyclo[4.3.1.1~3,8~]undecan-4-one(SALTDATA: FREE)

Chemical Property of Tricyclo[4.3.1.13,8]undecan-4-one

Chemical Property:

• Vapor Pressure: 0.0107mmHg at 25°C
• Boiling Point: 262.8°C at 760 mmHg
• Flash Point: 105.4°C
• PSA: 17.07000
• Density: 1.068g/cm³
• LogP: 2.40170

Purity/Quality:

98%min ^*data from raw suppliers

Tricyclo[4.3.1.1~3,8~]undecan-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tricyclo[4.3.1.13,8]undecan-4-one

There total 16 articles about Tricyclo[4.3.1.13,8]undecan-4-one 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: 82.0%

ethyl 5-oxotricyclo[4.3.1.13,8]undecane-4-carboxylate → homoadamantan-4-one (24669-56-5)

Guidance literature:

With benzylamine;

DOI:10.1055/s-0037-1610312

Reference yield: 60.0%

5-trifluoroacetyltricyclo<4.3.1.13,8>undecan-4-one (174906-23-1) → 2-Trifluoromethylbenzimidazole (312-73-2) + homoadamantan-4-one (24669-56-5)

Guidance literature:

With 1,2-diamino-benzene; In acetic acid; at 190 ℃; for 3h;

DOI:10.3987/COM-95-S41

Reference yield: 47.0%

3,4-dihydroxytricyclo<4.3.1.13,8>undecane (97382-23-5) → homoadamantan-4-one (24669-56-5)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; 1) 40 h, r.t. 2) reflux, 2 h;

DOI:10.1055/s-1991-26374

upstream raw materials:

diazomethane

2-Adamantanone

2-methylideneadamantane

2,4-Dehydro-5-homoadamantanon

Downstream raw materials:

3-homoadamantanol

1-methoxyhomoadamantane

4-(4-Methoxyphenyl)-4-homoadamanten-3-yl acetate

3,4-Dihydroxy-4-(4-methoxyphenyl)tricyclo<4.3.1.1^3,8>undecane

Refernces

• 1、 Nordlander,J.E. et al.. "-". . p. 6658 - 6669. Retrieved 1976.
• 2、 Eguchi, Shoji,Umada, Akira,Okano, Takashi. "Heterocyclization of 5-trifluoroacetyltricyclo-[4.3.1.13,8]undecan-4-one to some 6- and 7-membered nitrogen heterocycles". . p. 333 - 339. Retrieved 1996.
• 3、 Schlatmann,J.L.M.A. et al.. "-". . p. 949 - 954. Retrieved 1970.
• 4、 Liu, Huaqing,Sun, Chunrui,Lee, Nam-Kyu,Henry, Roger F.,Lee, Daesung. "New methylene homologation method for cyclic ketones". . p. 11889 - 11893. Retrieved 2012/10/29.
• 5、 Huisgen,Mloston. "Adamantanethione and diazomethane; dual regiochemistry of cycloadditions [1]". . p. 635 - 644. Retrieved 2007/10/03.