2-Hydroxy-2-methylcyclopentanone

Base Information

• Chemical Name: 2-Hydroxy-2-methylcyclopentanone
• CAS No.: 55767-59-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• DSSTox Substance ID: DTXSID701301210
• Nikkaji Number: J960.186D

Synonyms:2-Hydroxy-2-methylcyclopentanone;55767-59-4;SCHEMBL11819919;DTXSID701301210;2-hydroxy-2-methylcyclopentan-1-one;MFCD24688540;SY316869;EN300-7436633

Chemical Property of 2-Hydroxy-2-methylcyclopentanone

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CCCC1=O)O

Technology Process of 2-Hydroxy-2-methylcyclopentanone

There total 1 articles about 2-Hydroxy-2-methylcyclopentanone 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: 55.0%

5-oxohexanenitrile (10412-98-3) → 2-Methylcyclopentanone (1120-72-5) + 2-methyl-2-hydroxycyclopentanone (55767-59-4)

Guidance literature:

In isopropyl alcohol; at 25 ℃; electrolysis;

DOI:10.1016/S0040-4039(00)88791-2

Reference yield: 35.0%

2-methyl-2-hydroxycyclopentanone (55767-59-4) + toluene-4-sulfonic acid (104-15-4) → (1R,2R)-2-(benzylamino)-1-methylcyclopentan-1-ol tosylate

Guidance literature:

2-hydroxy-2-methylcyclopentan-1-one; With dipotassium hydrogenphosphate; potassium dihydrogenphosphate; β-nicotinamide adenine dinucleotide phosphate disodium salt; D-glucose; glucose dehydrogenase CDX-901; benzylamine hydrochloride; enzyme IR₀₀₇-125; In water; dimethyl sulfoxide; at 30 ℃; pH=7 - 7.5; Enzymatic reaction;

toluene-4-sulfonic acid; In ethyl acetate; Reagent/catalyst;

DOI:10.1021/acs.oprd.1c00255

Reference yield:

2-methyl-2-hydroxycyclopentanone (55767-59-4) → (1R,2R)-2-amino-1-methylcyclopentan-1-ol tosylate

Guidance literature:

Multi-step reaction with 2 steps

1: dipotassium hydrogenphosphate; potassium dihydrogenphosphate; D-glucose; glucose dehydrogenase CDX-901; β-nicotinamide adenine dinucleotide phosphate disodium salt; benzylamine hydrochloride; enzyme IR007-125 / water; dimethyl sulfoxide / 30 °C / pH 7 - 7.5 / Enzymatic reaction

2: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 40 °C / 3620.13 Torr

With dipotassium hydrogenphosphate; potassium dihydrogenphosphate; β-nicotinamide adenine dinucleotide phosphate disodium salt; D-glucose; glucose dehydrogenase CDX-901; palladium 10% on activated carbon; hydrogen; benzylamine hydrochloride; enzyme IR₀₀₇-125; In methanol; water; dimethyl sulfoxide;

DOI:10.1021/acs.oprd.1c00255

upstream raw materials:

5-oxohexanenitrile

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