7500-42-7

Basic information

• Product Name: 2-hydroxy-2,6,6-trimethylcyclohexanone
• Synonyms: 2,6,6-trimethyl-2-hydroxycyclohexanone; Cyclohexanone, 2-hydroxy-2,6,6-trimethyl-
• CAS NO: 7500-42-7
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.2221
• Mol File: 7500-42-7.mol

Chemical Properties

• Boiling Point: 233.1°C at 760 mmHg
• Flash Point: 94.8°C
• Density: 0.996g/cm³
• Vapor Pressure: 0.0105mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: 2-hydroxy-2,6,6-trimethylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-2,6,6-trimethylcyclohexanone(7500-42-7)
• EPA Substance Registry System: 2-hydroxy-2,6,6-trimethylcyclohexanone(7500-42-7)

Safety Data

• Hazardous Substances Data: 7500-42-7(Hazardous Substances Data)

Upstream product

• 2816-63-9 2-bromo-2,6,6-trimethylcyclohexanone 
• 74-89-5 methylamine 
• 79-77-6 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 130921-04-9 Trimethyl-(2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yloxy)-silane 
• 1565-60-2 (2S,3S)-2,3-dimethoxybutane 
• 13155-73-2 2-chloro-2,6,6-trimethylcyclohexanone 
• 7235-40-7 beta-carotene 
• 1107-26-2 trans-β-apo-8'-carotenal 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 20013-73-4 2,6,6-trimethylcyclohex-2-en-1-one 
• 63861-35-8 1-Acetoxy-2,6,6-trimethyl-cyclohexen 
• 144686-13-5 1,3,3-Trimethyl-2-oxocyclohexyl formate 
• 119124-62-8 2,2,6-Trimethyl-7-oxabicyclo<4.1.0>heptan-1-yl formate 

Downstream Products

• 13155-74-3 2-methoxy-2,6,6-trimethyl-cyclohexanone 
• 7500-47-2 2-hydroxy-2,6,6-trimethyl-cyclohexanone-(2,4-dinitro-phenylhydrazone) 
• 57322-13-1 2-trimethylsiloxy-2,6,6-trimethylcyclohexanone 
• 16797-54-9 2-Acetoxy-2,6,6-trimethylcyclohexanone 
• 130921-05-0 (Dimethoxy-phosphoryl)-acetic acid 1,3,3-trimethyl-2-oxo-cyclohexyl ester 
• 15356-74-8 (+/-)-dihydroactinidiolide 
• 35482-74-7 (1S,2R)-2-Hydroxymethyl-1,3,3-trimethyl-cyclohexane-1,2-diol 
• 28494-34-0 (rac)-(E)-4-(1,2-dihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one 
• 69774-17-0 Allenglykol 
• 38713-11-0 1,2-Dihydroxy-1,3,3-trimethylcyclohexan 

Relevant articles and documents

1,5,7-Triazabicyclo[4.4.0]dec-5-ene Enhances Activity of Peroxide Intermediates in Phosphine-Free α-Hydroxylation of Ketones

The critical role of double hydrogen bonds was addressed for the aerobic α-hydroxylation of ketones catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), in the absence of either a metal catalyst or phosphine reductant. Experimental and theoretical investigations were performed to study the mechanism. In addition to initiating the reaction by proton abstraction, a more important role of TBD was revealed, that is, to enhance the oxidizing ability of peroxide intermediates, allowing DMSO to be used rather than commonly used phosphine reductants. Further characterizations with nuclear Overhauser effect spectroscopy (NOESY) confirmed the presence of double hydrogen bonds between TBD and the ketone, and kinetic studies suggested the attack of dioxygen on the TBD-enol adduct to be the rate-determining step. This work should encourage the application of TBD as a catalyst for oxidations.

Generation of norisoprenoid flavors from carotenoids by fungal peroxidases

To biotechnologlcally produce norisoprenoid flavor compounds, two extracellular peroxidases (MsP1 and MsP2) capable of degrading carotenoids were isolated from the culture supematants of the basidiomycete Marasmlus scorodonlus (garlic mushroom). The encod

Conversion of α,β-unsaturated ketones into α-hydroxy ketones using an Mn(III) catalyst, phenylsilane and dioxygen: Acceleration of conjugate hydride reduction by dioxygen

Treatment of a variety of α,β-unsaturated ketones with Mn(dpm)3 (3 mol%)/PhSiH3 (1.3 equiv.)/isopropyl alcohol/O2, followed by reductive work-up with P(OEt)3 resulted in the formation of α-hydroxy-ketones. (C) 2000 Elsevier Science Ltd.

A convenient synthesis of 2-hydroxy-2,6,6-trimethylcyclohexanone: A versatile intermediate

2-Hydroxy-2,6,6-trimethylcyclohexanone (1) was obtained in 85-88% yield by the oxidation of β-cyclocitral (2,6,6-trimethyl-1-cyclohexenecarbaldehyde) using 3-chloroperoxybenzoic acid or peracetic acid followed by hydrolysis with methanolic sodium hydroxid

Oxidation of Enol Silyl Ethers: Preparation of Aeginetolide, Dihydroactinidiolide, and Actinidiolide

The preparation of the C11-terpenic lactones aeginetolide (1), dihydroactinidiolide (2), and actinidiolide (3) by using 1,3,3-trimethyl-2-(trimethylsiloxy)cyclohexene (9) as a common precursor is discussed.The key steps in the synthetic route involve the sequential m-chloroperbenzoic acid (MCPBA) oxidation and acetylation of 9 and of the siloxy diene 13 derived from 9.