2,2-Dimethylcyclopentanone

Base Information

• Chemical Name: 2,2-Dimethylcyclopentanone
• CAS No.: 4541-32-6
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 29142900
• European Community (EC) Number: 628-889-6
• DSSTox Substance ID: DTXSID70196505
• Nikkaji Number: J99.891E
• Wikidata: Q63392913
• Mol file: 4541-32-6.mol

Synonyms:2,2-Dimethylcyclopentanone;4541-32-6;2,2-dimethylcyclopentan-1-one;Cyclopentanone, 2,2-dimethyl-;Cyclopentanone, dimethyl-;2,2 dimethylcyclopentanone;2,2-dimethyl-cyclopentanone;2,2-dimethylcyclo pentanone;2,2-dimethylcyclo-pentanone;SCHEMBL104614;F9995-0012;2,2-dimethyl-cyclopentan-1-one;DTXSID70196505;2,2-Dimethylcyclopentanone, 96%;AMY25679;BBL103688;MFCD00049164;STL557498;AKOS000814238;AB92665;CCG-358857;AS-47760;FT-0635351;EN300-82862;2,2-DIMETHYLCYCLOPENTANONE (D6-METHYL);F16056;Q63392913;Z1238544226

Chemical Property of 2,2-Dimethylcyclopentanone

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 4.29mmHg at 25°C
• Refractive Index: n20/D 1.433(lit.)
• Boiling Point: 148.1±8.0 °C at 760 mmHg
• Flash Point: 32.778 °C
• PSA: 17.07000
• Density: 0.9±0.1 g/cm³
• LogP: 1.76560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 114

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2-Dimethylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC1=O)C
• Uses: 2,2-Dimethylcyclopentanone enolate may be used as starting reagent in the enantioselective synthesis of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO). It may be used in the synthesis of:2,6,6-trimethyl-2-azaspiro[4.4]nonane-1,3-dione, a spirosuccinimide moiety of asperparaline Anovel spiropentanopyrrolizidine oxime alkaloids, namely 2′,3′,5′,6′,7′,7a′-hexahydro-2,2-dimethylspirocyclopentane-1δ,δ-dimethyl-δ-valerolactone, via Baeyer-Villiger oxidation

Technology Process of 2,2-Dimethylcyclopentanone

There total 56 articles about 2,2-Dimethylcyclopentanone 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: 98.0%

1-(trimethylsilyloxy)cyclopentene (19980-43-9) + methyl iodide (74-88-4) → 2-Methylcyclopentanone (1120-72-5) + 2,2-dimethylcyclopentanone (4541-32-6) + cis-2,5-dimethylcyclopentanone (6672-39-5) + (+/-)-trans-2,5-dimethylcyclopentanone (83664-37-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium; dimethyl zinc(II); In tetrahydrofuran; at -78 ℃; for 10h;

DOI:10.1021/jo00269a006

Reference yield: 96.0%

5,5-dimethylcyclopent-2-enone (17197-84-1) → 2,2-dimethylcyclopentanone (4541-32-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h; Ambient temperature;

Reference yield: 93.0%

1-(2-hydroxyprop-2-yl)cyclobutanol (99767-31-4) → 2,2-dimethylcyclopentanone (4541-32-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00448-7

upstream raw materials:

2-Methylcyclopentanone

2,2-dimethyladipic acid

cis-1,2-dimethylcyclopentane-1,2-diol

rac-2,2-dimethylcyclopentanol

Downstream raw materials:

5-methyl-4-hexenal

2,2-dimethyl-1-(phenylethynyl)cyclopentan-1-ol

6,6-dimethyltetrahydro-2H-pyran-2-one

rac-2,2-dimethylcyclopentanol

Refernces

• 1、 Johnson,C.R.,Herr,R.W.. "". . p. 3153 - 3159. Retrieved 1973.
• 2、 -. "Preparation method of 2, 2-dimethyl cyclopentanone". Paragraph 0022. . Retrieved 2021/06/23.
• 3、 Knorr, Rudolf,Neuner, Brigitte. "Regioselective Dialkylations of N-(tert-Butyl)iminocyclopentane via Deprotonating One-Pot Procedures". . . Retrieved 2018/06/04.