1-(2,2,3,3-Tetramethylcyclopropyl)ethan-1-one

Base Information

• Chemical Name: 1-(2,2,3,3-Tetramethylcyclopropyl)ethan-1-one
• CAS No.: 60802-86-0
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• DSSTox Substance ID: DTXSID40442642
• Wikidata: Q82260031
• Mol file: 60802-86-0.mol

Synonyms:1-(2,2,3,3-tetramethylcyclopropyl)ethan-1-one;60802-86-0;1-(2,2,3,3-tetramethylcyclopropyl)ethanone;SCHEMBL13006927;DTXSID40442642;AKOS017514722;CS-0223246;2,2,3,3-tetramethylcyclopropyl methyl ketone;EN300-114450;Z1251357010

Chemical Property of 1-(2,2,3,3-Tetramethylcyclopropyl)ethan-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.25760
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

1-(2,2,3,3-tetramethylcyclopropyl)ethan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1C(C1(C)C)(C)C

Technology Process of 1-(2,2,3,3-Tetramethylcyclopropyl)ethan-1-one

There total 7 articles about 1-(2,2,3,3-Tetramethylcyclopropyl)ethan-1-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:

2,3-Dimethyl-2-butene (563-79-1) → 2,2,3,3-tetramethylcyclopropyl methyl ketone (60802-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 7.7 g / Rh(OAc)4 / 12 h / 20 °C

2: KOH / methanol / 3 h / Heating

3: 0.702 g / tetrahydrofuran; diethyl ether / 2 h / -5 °C

With potassium hydroxide; dirhodium tetraacetate; In tetrahydrofuran; methanol; diethyl ether; 1: Cycloaddition / 2: Hydrolysis / 3: Condensation;

DOI:10.1021/jo9903454

Reference yield:

2,2,3,3-tetramethyl-cyclopropanecarboxylic acid ethyl ester (771-10-8) → 2,2,3,3-tetramethylcyclopropyl methyl ketone (60802-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol / 3 h / Heating

2: 0.702 g / tetrahydrofuran; diethyl ether / 2 h / -5 °C

With potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; 1: Hydrolysis / 2: Condensation;

DOI:10.1021/jo9903454

Reference yield:

2,2,3,3-tetramethylcyclopropane-1-carboxylic acid (15641-58-4) + methyllithium (917-54-4) → 2,2,3,3-tetramethylcyclopropyl methyl ketone (60802-86-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -5 ℃; for 2h;

DOI:10.1021/jo9903454

upstream raw materials:

2,2,3,3-tetramethyl-cyclopropanecarboxylic acid ethyl ester

methyllithium

1-(2,2,3,3-Tetramethyl-cyclopropyl)-ethanol

2,2,3,3-tetramethylcyclopropane-1-carboxylic acid