1,3-Cyclohexanedione, 2,2,5,5-tetramethyl-

Base Information

• Chemical Name: 1,3-Cyclohexanedione, 2,2,5,5-tetramethyl-
• CAS No.: 702-50-1
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• NSC Number: 116256,23390
• DSSTox Substance ID: DTXSID5061031
• Nikkaji Number: J100.320H
• Wikidata: Q81989270
• Mol file: 702-50-1.mol

Synonyms:702-50-1;1,3-Cyclohexanedione, 2,2,5,5-tetramethyl-;2,2,5,5-Tetramethyl-1,3-cyclohexanedione;2,2-Dimethyldimedone;2,2,5,5-tetramethylcyclohexane-1,3-dione;Methone, dimethyl-;Medone, dimethyl-;NSC 23390;NSC 116256;1, 2,2,5,5-tetramethyl-;2,5,5-Tetramethyl-1,3-cyclohexanedione;Dimethylmethone;DTXSID5061031;SCHEMBL10588951;NSC23390;NSC-23390;NSC116256;NSC-116256;EN300-90239

Chemical Property of 1,3-Cyclohexanedione, 2,2,5,5-tetramethyl-

Chemical Property:

• Vapor Pressure: 0.0282mmHg at 25°C
• Melting Point: 95 °C
• Boiling Point: 245.8°Cat760mmHg
• Flash Point: 90.1°C
• PSA: 34.14000
• Density: 0.954g/cm³
• LogP: 1.97080
• Solubility.: Chloroform
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

2,?2,?5,?5-?Tetramethyl-1,?3-?cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)C(C(=O)C1)(C)C)C
• Uses: 2,?2,?5,?5-?Tetramethyl-1,?3-?cyclohexanedione is an intermediate in synthesizing (+)-cis-Phenothrin (P318100), an isomer of Phenothrin (P318095), which is a pesticide used in the control of pests and insects.

Technology Process of 1,3-Cyclohexanedione, 2,2,5,5-tetramethyl-

There total 5 articles about 1,3-Cyclohexanedione, 2,2,5,5-tetramethyl- 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: 91.0%

6-isopropylidene-4,4-dimethyl-tetrahydro-pyran-2-one (1703-81-7) → 2,2,5,5-tetramethylcyclohexa-1,3-dione (702-50-1)

Guidance literature:

With dimethylaluminum benzenethiolate; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0040-4039(00)97544-0

Reference yield: 64.0%

dimedone (126-81-8) + methyl iodide (74-88-4) → 2,2,5,5-tetramethylcyclohexa-1,3-dione (702-50-1)

Guidance literature:

With potassium carbonate; In ethanol;

DOI:10.1039/c6dt02672a

Reference yield:

Sodium; 2,5,5-trimethyl-3-oxo-cyclohex-1-enolate (33225-78-4) + methyl iodide (74-88-4) → 2,2,5,5-tetramethylcyclohexa-1,3-dione (702-50-1)

Guidance literature:

With sodium tetraphenyl borate; In dimethyl sulfoxide; at 25 ℃; Rate constant; var. sodium salt of methyldimedone conc.; without reagent; degree of dissociation influencing to vel const. discussed;

DOI:10.1021/ja00293a045

upstream raw materials:

dimedone

methyl iodide

6-isopropylidene-4,4-dimethyl-tetrahydro-pyran-2-one

Sodium; 2,5,5-trimethyl-3-oxo-cyclohex-1-enolate

Downstream raw materials:

3-hydroxy-2,2,5,5-tetramethylcyclohexanone

(1R,3S)-2,2,5,5-tetramethylcyclohexane-1,3-diol

dl 2,2,5,5-tetramethyl-cyclohexane-1,3-diol

2,2,5,5-tetramethyl-cyclohexane-1,3-diol