4883-60-7

Basic information

• Product Name: 3,5,5-TRIMETHYLCYCLOHEXANE-1,2-DIONE
• Synonyms: 2-HYDROXY-3,5,5-TRIMETHYL-2-CYCLOHEXENONE;2-Cyclohexen-1-one, 2-hydroxy-3,5,5-trimethyl-;2-HYDROXY-3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-ONE;2-Hydroxy-3，5，5-trimethylcyclohex-2-en-1-one;2-Hydroxyisophorone;Fema no. 3459;3,5,5-Trimethyl-1,2-cyclohexanedione 2-Hydroxyisophorone;2-Hydroxy-3,5,5-Trimethyl-2-Cyclohexen-1-One(FEMA:3459)
• CAS NO: 4883-60-7
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21
• EINECS: 1312995-182-4
• Mol File: 4883-60-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 89-90°C
• Boiling Point: 100°C/13mmHg(lit.)
• Flash Point: 108.5 °C
• Appearance: colourless to pale yellow solid
• Density: 1.044 g/cm³
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.444
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 9.15±0.40(Predicted)
• BRN: 1932034
• CAS DataBase Reference: 3,5,5-TRIMETHYLCYCLOHEXANE-1,2-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5,5-TRIMETHYLCYCLOHEXANE-1,2-DIONE(4883-60-7)
• EPA Substance Registry System: 3,5,5-TRIMETHYLCYCLOHEXANE-1,2-DIONE(4883-60-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4883-60-7(Hazardous Substances Data)

Usage

Occurrence

Reported found in burley tobacco.

Synthesis Reference(s)

Journal of the American Chemical Society, 103, p. 686, 1981 DOI: 10.1021/ja00393a040

InChI:InChI=1/C9H14O2/c1-6-4-9(2,3)5-7(10)8(6)11/h6H,4-5H2,1-3H3/t6-/m0/s1

Upstream product

• 10276-21-8 isophorone oxide 
• 873-94-9 dihydroisophorone 
• 17304-83-5 2-Ethylmercapto-3,5,5-trimethyl-cyclohexen-⁽²⁾-on 
• 319916-44-4 3,5,5-trimethyl-2-(6-methyl-pyridin-2-yloxy)-cyclohex-2-enone 

Downstream Products

• 97041-23-1 3,6-dichloro-2-hydroxy-4,4,6-trimethyl-2-cyclohexenone 
• 97041-25-3 3-Chloro-2-hydroxy-2-methoxy-3,5,5-trimethyl-cyclohexanone 
• 97041-28-6 3-chloro-2-hydroxy-4,4,6-trimethylcyclohexadienone 
• 97041-22-0 6-chloro-2-hydroxyisophorone 
• 28750-52-9 2-hydroxy-4,4,6-trimethylcyclohexa-2,5-diene-1-one 
• 97041-24-2 3-Chloro-3,5,5-trimethyl-cyclohexane-1,2-dione 
• 97041-27-5 (3S,6S)-3,6-Dichloro-3,5,5-trimethyl-cyclohexane-1,2-dione 
• 4883-61-8 (+/-)-3,3,6-Tribrom-4,4,6-trimethyl-cyclohexan-1,2-dion 

Relevant articles and documents

Opening of epoxide rings catalyzed by niobium pentachloride

The behavior of several epoxides when treated with NbCl5 was studied. In general, the studied epoxides reacted rapidly with NbCl5, giving, in most cases, more than one product (chlorohydrins, products containing solvent residues, as well as rearrangement products). A detailed study was performed to verify the effects of the temperature (rt, 0°C, or -78°C) and of the NbCl5 molar concentration on the composition of the products, yield, and time required for the reactions. Copyright Taylor & Francis Group, LLC.

Niobium pentachloride catalysed ring opening of epoxides

Epoxide ring opening is a frequently required transformation in Organic Synthesis. In this paper we describe the application of NbCl5 for this purpose using three different substrates. Chlorohydrins, 1,2-diols, products containing solvent resid

A New Synthesis of 3-Alkyl-1,2-cyclohexanediones from 2-Alkylcyclohexanones Using Iodine/Copper(II) Acetate

The reactions of 2-alkyl-, 2,5-dimethyl-, and 3,3,5-trimethylcyclohexanone with iodine/copper(II) acetate in boiling aqueous acetic acid gave the respective 3-alkyl-, 3,6-dimethyl-, and 3,5,5-trimethyl-1,2-cyclohexanediones in 40-70percent yields.This new