932-01-4

Basic information

• Product Name: 4,4-DIMETHYLCYCLOHEXAN-1-OL
• Synonyms: 4,4-DIMETHYLCYCLOHEXAN-1-OL
• CAS NO: 932-01-4
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• Mol File: 932-01-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 28 °C
• Boiling Point: 186.05°C
• Flash Point: 66.551 °C
• Appearance: /
• Density: 0.9250
• Vapor Pressure: 0.191mmHg at 25°C
• Refractive Index: 1.4613
• Storage Temp.: 2-8°C
• PKA: 15.33±0.40(Predicted)
• CAS DataBase Reference: 4,4-DIMETHYLCYCLOHEXAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-DIMETHYLCYCLOHEXAN-1-OL(932-01-4)
• EPA Substance Registry System: 4,4-DIMETHYLCYCLOHEXAN-1-OL(932-01-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 932-01-4(Hazardous Substances Data)

Usage

General Description

4,4-Dimethylcyclohexan-1-ol is a chemical compound that falls under the category of cyclohexanols, which are compounds containing a cyclohexanol moiety, a cyclic carbon ring with six carbon atoms and an alcohol group. In its pure form, 4,4-dimethylcyclohexan-1-ol appears as a colourless crystalline solid. 4,4-DIMETHYLCYCLOHEXAN-1-OL exhibits less volatility due to its cyclic structure and presence of the alcohol (OH) group. In the field of organic chemistry, it may be used as a synthetic intermediate in the production of various chemicals, therapeutic agents or materials. The safety profile of this compound is not entirely known, thus caution should be exercised when handling this chemical. Due to the presence of the hydroxyl group, it may act as a weak acid in certain reactions.

InChI:InChI=1/C8H16O/c1-8(2)5-3-7(9)4-6-8/h7,9H,3-6H2,1-2H3

Upstream product

• 590-66-9 1,1-dimethylcyclohexane 
• 6611-78-5 4-dichloromethyl-4-methyl-2,5-cyclohexadienone 
• 634905-74-1 4',4'-dimethylspiro[4H-3,1-benzoxaselenin-2,1'-cyclohexan]-4-one 
• 60-29-7 diethyl ether 
• 24463-33-0 4-dichloromethyl-4-methyl-cyclohexanone 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 1073-13-8 4,4-dimethylcyclohexenone 
• 78-94-4 methyl vinyl ketone 
• 78-84-2 isobutyraldehyde 
• 4255-62-3 4,4-dimethylcyclohexane-1-one 

Downstream Products

• 4255-62-3 4,4-dimethylcyclohexane-1-one 
• 14072-86-7 4,4-dimethylcyclohexene 
• 109652-63-3 phthalic acid mono-(4,4-dimethyl-cyclohexyl ester) 
• 1449736-75-7 4-((4,4-dimethylcyclohexyl)oxy)-8-nitroquinazoline 
• 1436505-22-4 2-(4,4-dimethylcyclohexyl)-7-nitrophthalazin-1(2H)-one 
• 1449214-88-3 4,4-dimethylcyclohexyl methanesulfonate 
• 1365170-00-8 C₁₄H₂₀N₄S 

Relevant articles and documents

Trapping a Highly Reactive Nonheme Iron Intermediate That Oxygenates Strong C-H Bonds with Stereoretention

An unprecedentedly reactive iron species (2) has been generated by reaction of excess peracetic acid with a mononuclear iron complex [FeII(CF3SO3)2(PyNMe3)] (1) at cryogenic temperatures, and characterized spectroscopically. Compound 2 is kinetically competent for breaking strong C-H bonds of alkanes (BDE ≈ 100 kcal·mol-1) through a hydrogen-atom transfer mechanism, and the transformations proceed with stereoretention and regioselectively, responding to bond strength, as well as to steric and polar effects. Bimolecular reaction rates are at least an order of magnitude faster than those of the most reactive synthetic high-valent nonheme oxoiron species described to date. EPR studies in tandem with kinetic analysis show that the 490 nm chromophore of 2 is associated with two S = 1/2 species in rapid equilibrium. The minor component 2a (～5% iron) has g-values at 2.20, 2.19, and 1.99 characteristic of a low-spin iron(III) center, and it is assigned as [FeIII(OOAc)(PyNMe3)]2+, also by comparison with the EPR parameters of the structurally characterized hydroxamate analogue [FeIII(tBuCON(H)O)(PyNMe3)]2+ (4). The major component 2b (～40% iron, g-values = 2.07, 2.01, 1.95) has unusual EPR parameters, and it is proposed to be [FeV(O)(OAc)(PyNMe3)]2+, where the O-O bond in 2a has been broken. Consistent with this assignment, 2b undergoes exchange of its acetate ligand with CD3CO2D and very rapidly reacts with olefins to produce the corresponding cis-1,2-hydroxoacetate product. Therefore, this work constitutes the first example where a synthetic nonheme iron species responsible for stereospecific and site selective C-H hydroxylation is spectroscopically trapped, and its catalytic reactivity against C-H bonds can be directly interrogated by kinetic methods. The accumulated evidence indicates that 2 consists mainly of an extraordinarily reactive [FeV(O)(OAc)(PyNMe3)]2+ (2b) species capable of hydroxylating unactivated alkyl C-H bonds with stereoretention in a rapid and site-selective manner, and that exists in fast equilibrium with its [FeIII(OOAc)(PyNMe3)]2+ precursor.

Orally active and brain permeable proline amides as highly selective 5HT2c agonists for the treatment of obesity

Brain-penetrable proline amides were developed as 5HT2c agonists with more than 1000-fold binding selectivity against 5HT2b receptor. After medicinal chemistry optimization and SAR studies, orally active proline amides with robust efficacy in a rodent foo

A free radical method for reduction of cyclohexanones - Preferential formation of equatorial alcohols

Cyclohexanones react with 2-hydroselenobenzoic acid to afford spiro-[4H-3,1-benzoxaselenin-2,1′-cyclohexan]-4-ones. Stannane reduction and basic hydrolysis gives epimeric cyclohexanols, with the equatorial isomer predominating.