20344-52-9

Basic information

• Product Name: 1-tert-butylcyclohexanol
• CAS NO: 20344-52-9
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.2652
• Mol File: 20344-52-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 200.2°C at 760 mmHg
• Flash Point: 79.3°C
• Density: 0.929g/cm³
• Vapor Pressure: 0.0819mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: 1-tert-butylcyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-butylcyclohexanol(20344-52-9)
• EPA Substance Registry System: 1-tert-butylcyclohexanol(20344-52-9)

Safety Data

• Hazardous Substances Data: 20344-52-9(Hazardous Substances Data)

Usage

Chemical class

Cyclohexanols, which are organic compounds containing a cyclohexane ring linked to a hydroxyl group.

Physical appearance

Colorless liquid with a faint odor.

Usage

Commonly used as a solvent in various industrial and laboratory processes.

Molecular weight

156.26 g/mol.

Synonyms

1-hydroxy-1,1-dimethylcyclohexane and 1-tert-butyl-1-cyclohexanol.

Chemical structure

A cyclohexane ring with a hydroxyl group attached to the first carbon atom, and a tert-butyl group attached to the fourth carbon atom.

Upstream product

• 507-20-0 tertiary butyl chloride 
• 108-94-1 cyclohexanone 
• 677-22-5 tert-butylmagnesium chloride 
• 594-19-4 tert.-butyl lithium 
• 201230-82-2 carbon monoxide 
• 99966-34-4 1-tert-butyl-borinane 
• 3178-22-1 tert-butylcyclohexane 
• 75295-91-9 1-Chlor-1-tert.-butylcyclohexan 
• 507-19-7 t-butyl bromide 
• 95664-94-1 2,2-Dimethyl-7-octen-3-one 
• 109-66-0 pentane 
• 5445-24-9 1-n-propyl-1-cyclohexanol 
• 38050-70-3 B-methoxyborinane 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 3419-66-7 1-tert-butyl-1-cyclohexene 
• 130656-16-5 1-t-butylcyclohexyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 35099-89-9 1,6,6-trimethylcycloheptane 
• 108-94-1 cyclohexanone 
• 95664-94-1 2,2-Dimethyl-7-octen-3-one 
• 1728-46-7 2-tert-butylcyclohexanone 

Relevant articles and documents

Deciphering Reactivity and Selectivity Patterns in Aliphatic C-H Bond Oxygenation of Cyclopentane and Cyclohexane Derivatives

A kinetic, product, and computational study on the reactions of the cumyloxyl radical with monosubstituted cyclopentanes and cyclohexanes has been carried out. HAT rates, site-selectivities for C-H bond oxidation, and DFT computations provide quantitative information and theoretical models to explain the observed patterns. Cyclopentanes functionalize predominantly at C-1, and tertiary C-H bond activation barriers decrease on going from methyl- and tert-butylcyclopentane to phenylcyclopentane, in line with the computed C-H BDEs. With cyclohexanes, the relative importance of HAT from C-1 decreases on going from methyl- and phenylcyclohexane to ethyl-, isopropyl-, and tert-butylcyclohexane. Deactivation is also observed at C-2 with site-selectivity that progressively shifts to C-3 and C-4 with increasing substituent steric bulk. The site-selectivities observed in the corresponding oxidations promoted by ethyl(trifluoromethyl)dioxirane support this mechanistic picture. Comparison of these results with those obtained previously for C-H bond azidation and functionalizations promoted by the PINO radical of phenyl and tert-butylcyclohexane, together with new calculations, provides a mechanistic framework for understanding C-H bond functionalization of cycloalkanes. The nature of the HAT reagent, C-H bond strengths, and torsional effects are important determinants of site-selectivity, with the latter effects that play a major role in the reactions of oxygen-centered HAT reagents with monosubstituted cyclohexanes.

Di-tert-butylmagnesium as an atom-efficient, carbon-centred base reagent for the preparation of silyl enol ethers from ketones

Di-tert-butylmagnesium has been found to be a reactive, yet non-nucleophilic and non-reductive, carbon-centred base for the deprotonation of a series of ketones. This reagent demonstrates equally high reactivity when used as either the pre-formed reagent, or in a more accessible one-pot protocol from the parent Grignard reagent, and offers improved atom-efficiency over more traditionally employed bases. Georg Thieme Verlag Stuttgart.

Soluble lanthanide salts (LnCl3,·2 LiCl) for the improved addition of organomagnesium reagents to carbonyl compounds

(Chemical Equation Presented) Easy-to-prepare solutions of LnCl 3·2 LiCl (Ln = La, Ce, Nd) (0.3-0.5 M in THF) are a unique source of soluble lanthanide salts with versatile applications in organic synthesis. These salts can serve as promoters or catalysts for the addition of organometallic compounds to sterically hindered, enolizable or α,β-unsaturated ketones or imines.