4-Hydroxy-1-methylbicyclo[2.2.2]octan-2-one

Base Information

• Chemical Name: 4-Hydroxy-1-methylbicyclo[2.2.2]octan-2-one
• CAS No.: 5122-77-0
• Molecular Formula: C9H14O2
• Molecular Weight: 154.21
• Hs Code.: 2914400090
• NSC Number: 177419
• DSSTox Substance ID: DTXSID30306542
• Nikkaji Number: J859.704I
• Wikidata: Q72485131
• Mol file: 5122-77-0.mol

Synonyms:4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one;5122-77-0;HMS548E04;NSC177419;Maybridge1_002380;DivK1c_001132;SCHEMBL3645316;DTXSID30306542;AKOS006283271;NSC-177419;CDS1_000092;FT-0618617;J-515465

Chemical Property of 4-Hydroxy-1-methylbicyclo[2.2.2]octan-2-one

Chemical Property:

• Vapor Pressure: 0.00309mmHg at 25°C
• Melting Point: 55-56 °C
• Refractive Index: 1.567
• Boiling Point: 252 °C at 760 mmHg
• Flash Point: 104 °C
• PSA: 37.30000
• Density: 1.224 g/cm³
• LogP: 1.27060
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-HYDROXY-1-METHYLBICYCLO[2.2.2]OCTAN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1)(CC2=O)O

Technology Process of 4-Hydroxy-1-methylbicyclo[2.2.2]octan-2-one

There total 5 articles about 4-Hydroxy-1-methylbicyclo[2.2.2]octan-2-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: 71.0%

4-acetyl-4-methyl cyclohexanone (6848-93-7) → 4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one (5122-77-0)

Guidance literature:

With potassium hydroxide; water; at 70 ℃; for 6h; Heating;

DOI:10.1039/P29810000026

Reference yield:

4-acetyl-4-methyl-heptanedioic acid (19830-09-2) → 4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one (5122-77-0)

Guidance literature:

Multistep reaction; (i) (heating), (ii) aq. KOH;

DOI:10.1016/S0040-4020(01)97037-1

Reference yield:

4-acetyl-4-methyl-heptanedinitrile (1681-17-0) → 4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one (5122-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / sodium hydroxide, water / 10 h / Heating

2: 63 percent / acetic anhydride / 14 h / Heating

3: 71 percent / potassium hydroxide, water / 6 h / 70 °C / Heating

With potassium hydroxide; sodium hydroxide; water; acetic anhydride;

DOI:10.1039/P29810000026

upstream raw materials:

4-acetyl-4-methyl-heptanedioic acid

4-acetyl-4-methyl cyclohexanone

4-Methoxy-1-methyl-bicyclo<2.2.2>octan-2-on

4-acetyl-4-methyl-heptanedinitrile

Downstream raw materials:

1-Methyl-2-phenyl-bicyclo<2.2.2>oct-2-en-4-ol

4-Methylbicyclo<2.2.2>octan-1-ol

4-Chlor-1-methyl-bicyclo<2.2.2>octan-2-on

1-Hydroxy-4-methyl-cyclohexan-1,4-dicarbonsaeure