4,4-Dimethylcyclohexanone

Base Information

• Chemical Name: 4,4-Dimethylcyclohexanone
• CAS No.: 4255-62-3
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 29142990
• European Community (EC) Number: 626-769-8
• DSSTox Substance ID: DTXSID30195337
• Nikkaji Number: J975.576D
• Wikidata: Q72469688
• Mol file: 4255-62-3.mol

Synonyms:4,4-Dimethylcyclohexanone;4255-62-3;4,4-dimethylcyclohexan-1-one;Cyclohexanone, 4,4-dimethyl-;4 4-dimethylcyclohexanone;MFCD00234965;4,4-dimethyl-cyclohexanone;4,4-dimethyl-cyclohexan-1-one;4,4-Dimethylcyclohexanone(Chunks or pellets);4,4-dimethycyclohexanone;4.4-dimethylcyclohexanone;4,4-Dimethyl cyclohexanone;SCHEMBL307642;4,4-dimethyl-1-cyclohexanone;AMY1271;DTXSID30195337;4,4-Dimethylcyclohexanone, 97%;PXQMSTLNSHMSJB-UHFFFAOYSA-N;BCP07623;BBL100965;STL554759;AKOS005255849;CCG-358821;CS-W002564;HY-W002564;PS-4069;SB40536;SY004624;D4149;FT-0659057;EN300-76125;A825939;A934876;J-514023;F9994-0706;4-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-4-keto-butyric acid

Chemical Property of 4,4-Dimethylcyclohexanone

Chemical Property:

• Vapor Pressure: 1.457mmHg at 25°C
• Melting Point: 41-45 °C
• Refractive Index: 1.46442 (22.45℃)
• Boiling Point: 170.595 °C at 760 mmHg
• Flash Point: 50.056 °C
• PSA: 17.07000
• Density: 0.893 g/cm³
• LogP: 2.15570
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 113

Purity/Quality:

98%, ^*data from raw suppliers

4,4-Dimethylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36
• Safety Statements: 16-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(=O)CC1)C
• Uses: 4,4-Dimethylcyclohexanone is used as a pharmaceutical intermediate.

Technology Process of 4,4-Dimethylcyclohexanone

There total 31 articles about 4,4-Dimethylcyclohexanone 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: 100.0%

4,4-dimethylcyclohexenone (1073-13-8) → 4,4-dimethylcyclohexane-1-one (4255-62-3)

Guidance literature:

With limonene.; palladium on activated charcoal; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)80811-5

Reference yield: 89.0%

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + 4,4-dimethylcyclohexenone (1073-13-8) → 4,4-dimethylcyclohexane-1-one (4255-62-3) + 2,3-Diethyl-4,4-dimethyl-cyclohexanone

Guidance literature:

In acetonitrile; Further byproducts given; Irradiation;

DOI:10.1016/S0040-4039(01)80061-7

Reference yield: 77.0%

3,3-dimethyl-penta-1,4-diene (1112-35-2) + N-(3-methyl-2-pyridyl)-N-[(E)-3-phenyl-2-propenyl]amine (256379-28-9) → 4,4-dimethylcyclohexane-1-one (4255-62-3)

Guidance literature:

With {(C₈H₁₄)2RhCl₂}2; tricyclohexylphosphine; In toluene; at 170 ℃; for 4h;

DOI:10.1002/1521-3773(20020816)41:16<3031::AID-ANIE3031>3.0.CO;2-X

upstream raw materials:

4,4-dimethyl-heptanedioic acid diethyl ester

4,4-dimethyl-cyclohexanol

5,5-dimethyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

4,4-dimethyl-1,7-heptanedioic acid

Downstream raw materials:

2,2-dibenzyl-4,4-dimethyl-cyclohexanone

cyano-(4,4-dimethyl-cyclohexyliden)-acetic acid ethyl ester

4,4-dimethyl-1-cyclohexene acetate

2-chloro-4,4-dimethyl-cyclohexanone

Refernces

• 1、 Beltran, Frédéric,Bergamaschi, Enrico,Funes-Ardoiz, Ignacio,Teskey, Christopher J.. "Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones". supporting information. p. 21176 - 21182. Retrieved 2020/09/17.
• 2、 Yu, Han,Zhao, Qixin,Wei, Zheyu,Wu, Zhikang,Li, Qi,Han, Sheng,Wei, Yongge. "Iron-catalyzed oxidative functionalization of C(sp3)-H bonds under bromide-synergized mild conditions". supporting information. p. 7840 - 7843. Retrieved 2019/07/12.