Ethanone, 1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI)

Base Information

• Chemical Name: Ethanone, 1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI)
• CAS No.: 80606-52-6
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.189
• Mol file: 80606-52-6.mol

Synonyms:Ethanone,1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI);Pentacyclo[4.2.0.02,5.03,8.04,7]octane, ethanone deriv.

Chemical Property of Ethanone, 1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI)

Chemical Property:

• Boiling Point: 98 °C (18 mmHg)
• PSA: 17.07000
• LogP: 0.94320

Purity/Quality:

98% ^*data from raw suppliers

1-(cuban-1-yl)ethan-1-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI)

There total 5 articles about Ethanone, 1-pentacyclo[4.2.0.02,5.03,8.04,7]octyl- (9CI) 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%

N-methoxy-N-methylcubane-1-carboxamide + methylmagnesium bromide (75-16-1) → (cubyl)(methyl)methanone (80606-52-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201805124

Reference yield: 50.0%

cubane-1-carboxylic acid (53578-15-7) + methyllithium (917-54-4) → (cubyl)(methyl)methanone (80606-52-6)

Guidance literature:

In diethyl ether; 1.) 0 deg C; 2.) 2 h, reflux;

Reference yield:

monocarbomethoxycubane (29412-63-3) → (cubyl)(methyl)methanone (80606-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / methanol; tetrahydrofuran / 16 h

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / Inert atmosphere

3: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

4: tetrahydrofuran; diethyl ether / 1 h / 0 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1002/chem.201805124

upstream raw materials:

cubane-1-carboxylic acid

methyllithium

monocarbomethoxycubane

Cubancarbonsaeurechlorid

Downstream raw materials:

Cubylmethylketoxim-pikrat

Refernces

• 1、 Langhals, Heinz,Ruechardt, Christoph. "Wanderungstendenzen cyclischer, polycyclischer und methylverzweigter Alkylreste bei der Beckmann-Umlagerung". . p. 3831 - 3854. Retrieved 2007/10/02.