3304-23-2

Basic information

• Product Name: Cyclohexanone, 2-(1-hydroxy-1-methylethyl)-
• Synonyms: Cyclohexanone, 2-(1-hydroxy-1-methylethyl)-
• CAS NO: 3304-23-2
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22
• Mol File: 3304-23-2.mol

Chemical Properties

• Boiling Point: 68-71 °C(Press: 1 Torr)
• Appearance: /
• Density: 1.040±0.06 g/cm3(Predicted)
• PKA: 14.52±0.29(Predicted)
• CAS DataBase Reference: Cyclohexanone, 2-(1-hydroxy-1-methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-(1-hydroxy-1-methylethyl)-(3304-23-2)
• EPA Substance Registry System: Cyclohexanone, 2-(1-hydroxy-1-methylethyl)-(3304-23-2)

Safety Data

• Hazardous Substances Data: 3304-23-2(Hazardous Substances Data)

Usage

Uses

Used in Coatings Industry:
Cyclohexanone, 2-(1-hydroxy-1-methylethyl)is used as a solvent in the coatings industry for its ability to dissolve a wide range of resins and polymers, enhancing the performance and application of coatings.
Used in Adhesives Industry:
In the adhesives industry, Cyclohexanone, 2-(1-hydroxy-1-methylethyl)is utilized as a solvent to improve the adhesive's bonding strength and flexibility by reducing viscosity and promoting better penetration into substrates.
Used in Cleaning Products Industry:
Cyclohexanone, 2-(1-hydroxy-1-methylethyl)is employed as a solvent in cleaning products to effectively dissolve and remove various types of dirt, grease, and contaminants, making it a versatile component in the formulation of cleaning agents.

Upstream product

• 1056477-06-5 2-bromocyclohexanone 
• 67-64-1 acetone 
• 874-23-7 2-acetylcyclohexanone 
• 676-58-4 methylmagnesium chloride 
• 35365-19-6 2-iodocyclohexanone 
• 71444-26-3 N-cyclohexyl-N-1-cyclohexenylamino-dichloroborane 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 108-94-1 cyclohexanone 
• 140112-10-3 C₁₈H₃₁BO 

Downstream Products

• 1569301-18-3 (E)-2-(2-(2,2-dimethylhydrazono)cyclohexyl)propan-2-ol 
• 24337-53-9 trans-2-(1-hydroxy-1-methylethyl)cyclohexanol 
• 24337-53-9 cis-2-(1-hydroxy-1-methylethyl)cyclohexanol 
• 13747-73-4 2-isopropylidenecyclohexan-1-one 
• 86186-41-6 1,4,4-trimethyl-2-(trimethylsilyl)spiro<4.5>dec-1-en-6-one 

Relevant articles and documents

A catalytic, mild and efficient protocol for the C-3 aerial hydroxylation of oxindoles

A mild, high yielding approach to C-3 hydroxylated oxindoles using catalytic quantities of tetrabutylammonium fluoride and air as the stoicheiometric oxidant is reported over a wide range of substitution patterns.

The boron-mediated ketone-ketone aldol reaction

The first examples of the directed, boron-mediated aldol reaction between different ketones are presented. Transformation of a variety of ketones to their corresponding boron enolates with Chx2BCl/Et3N, followed by reaction with acceptor ketones in diethyl ether, and oxidation of the resultant boron aldolate (H2O2, MeOH/pH 7 buffer), provided the aldol addition products. The reaction was most facile when cyclic ketones were used, with the highest yields obtained for the reaction of boron enolates with cyclohexanone as the acceptor.

An efficient procedure for the preparation of (E)-α-alkylidenecycloalkanones mediated by a CeCl3·7H2O-NaI system. Novel methodology for the synthesis of (S)-(-)-pulegone

2-Alkylidenecycloalkanones are powerful synthons used as the key intermediates in many important syntheses. Because of their potential, a general method of preparation from readily available starting materials, under very mild conditions, was considered to be worthwhile. Cerium(III) chloride heptahydrate in combination with sodium iodide in refluxing acetonitrile promotes a regio- and stereoselective β-elimination reaction to (E)-2-alkylidenecycloalkanones in 2-(1-hydroxyalkyl)cycloalkanones. The synthetic value of the present procedure is demonstrated by the synthesis of monoterpene (S)-(-)-pulegone (8) in its optically active form.

FACILE ROUTES TO BORON ENOLATES. Et3B-MEDIATED REFORMATSKY TYPE REACTION AND THREE COMPONENTS COUPLING REACTION OF ALKYL IODIDES, METHYL VINYL KETONE, AND CARBONYL COMPOUNDS

Reaction of α-bromoketones with Ph3SnH in the presence of Et3B provides boron enolates which react with carbonyl compounds to give β-hydroxyketones in good yields.Et3B-induced Reformatsky type reaction of α-iodoketones with an aldehyde or ketone proceeds without Ph3SnH.

Reaction of α-Halogeno Ketones with Carbonyl Compounds Promoted by CeI3, CeCl3-NaI,or CeCl3-SnCl2

Reaction of α-halogeno ketones with aldehydes in the presence of CeI3 in tetrahydrofuran is found to give α,β-unsaturated ketones in excellent yields under mild conditions.In contrast, treatment of α-halogeno ketones and carbonyl compounds with CeCl3-NaI or CeCl3-SnCl2 affords β-hydroxy ketones in good yields.It is assumed that these reactions proceed via cerium enolates.The combined reagents, however, cannot be applied to a Reformatsky-type reaction.Regiospecific and aldehyde chemoselective aldol synthesis are also described.

A New and Highly Effectiwe Aldol Synthesis

A new approach has been demonstrated for the regiospecific aldol synthesis by the simultaneous addition of α-halo carbonyl derivatives and aldehydes or ketones to a suspension of diethylaluminium chloride and zinc in tetrahydrofuran at low temperature.This technique is also employable under mild conditions for the Reformatsky reaction to give β-hydroxy esters in excellent yield.One of the unique synthetic applications of this process is illustrated by the intramolecular cyclization of α-bromo esters of ω-hydroxy aldehyde,which produces macrolides, an important cla ss of compounds in the antibiotic field.