4-Hydroxy-4-methylcyclohexanone

Base Information

• Chemical Name: 4-Hydroxy-4-methylcyclohexanone
• CAS No.: 17429-02-6
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2914400090
• European Community (EC) Number: 819-781-1
• DSSTox Substance ID: DTXSID40169807
• Nikkaji Number: J100.356I
• Wikidata: Q83039578
• Mol file: 17429-02-6.mol

Synonyms:4-Hydroxy-4-methylcyclohexanone;17429-02-6;4-hydroxy-4-methylcyclohexan-1-one;Cyclohexanone, 4-hydroxy-4-methyl-;4-Methyl-4-hydroxycyclohexanone;4-hydroxy-4-methyl-cyclohexanone;SCHEMBL607485;DTXSID40169807;MFCD13659404;AKOS014316355;HY-W036733;SB84304;AMY202100039;AS-47438;CS-0091842;EN300-137571;F13738;A929640;Z1255440285;75640-25-4

Chemical Property of 4-Hydroxy-4-methylcyclohexanone

Chemical Property:

• Vapor Pressure: 0.0212mmHg at 25°C
• Melting Point: 199-200℃
• Boiling Point: 222.1°Cat760mmHg
• PKA: 14.69±0.20(Predicted)
• Flash Point: 89.3°C
• PSA: 37.30000
• Density: 1.082g/cm³
• LogP: 0.88050
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

4-Hydroxy-4-methylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CC1(CCC(=O)CC1)O

Technology Process of 4-Hydroxy-4-methylcyclohexanone

There total 29 articles about 4-Hydroxy-4-methylcyclohexanone 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: 92.0%

8-methyl-1,4-dioxa-spiro[4.5]decan-8-ol (66336-42-3) → 4-hydroxy-4-methylcyclohexanone (17429-02-6,75640-25-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 6h;

Reference yield: 88.0%

cyclohexanedione monoethylene ketal (4746-97-8) + methylmagnesium bromide (75-16-1) → 4-hydroxy-4-methylcyclohexanone (17429-02-6,75640-25-4)

Guidance literature:

cyclohexanedione monoethylene ketal; methylmagnesium bromide; In tetrahydrofuran; 2-methyltetrahydrofuran; at 0 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2019.03.037

Reference yield: 88.0%

1-methyl-1,4-cyclohexanediol (89794-52-5) → 4-hydroxy-4-methylcyclohexanone (17429-02-6,75640-25-4)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1271/bbb1961.54.1531

upstream raw materials:

1-isopropyl-4-methyl-2,3-dioxabicyclo[2,2,2]octane

4-hydroxy-4-methyl-cyclohexa-2,5-dienone

cyclohexanedione monoethylene ketal

methyl magnesium iodide

Downstream raw materials:

(+/-)-E-73

4-[(R)-2-((1S,3S,5R)-5-Hydroxy-3,5-dimethyl-2-oxo-cyclohexyl)-2-triethylsilanyloxy-ethyl]-piperidine-2,6-dione

Acetic acid (1R,3S,5S)-3-[(R)-2-(2,6-dioxo-piperidin-4-yl)-1-triethylsilanyloxy-ethyl]-1,5-dimethyl-4-oxo-cyclohexyl ester

cis-2,4-dimethyl-4-trimethylsiloxy-1-cyclohexanone

Refernces

• 1、 Berglund, Per,Fiorati, Andrea,Humble, Maria S.,Tessaro, Davide. "Application of Transaminases in a Disperse System for the Bioamination of Hydrophobic Substrates". . . Retrieved 2020/02/04.
• 2、 -. "Bcl-2 INHIBITORS". Paragraph 0629; 0630. . Retrieved 2019/11/19.