18895-50-6

Basic information

• Product Name: 1,1-DICYCLOPROPYL-ETHANOL
• Synonyms: DICYCLOPROPYLMETHYL CARBINOL;1,1-DICYCLOPROPYL-ETHANOL
• CAS NO: 18895-50-6
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 18895-50-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1-DICYCLOPROPYL-ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DICYCLOPROPYL-ETHANOL(18895-50-6)
• EPA Substance Registry System: 1,1-DICYCLOPROPYL-ETHANOL(18895-50-6)

Safety Data

• Hazardous Substances Data: 18895-50-6(Hazardous Substances Data)

Usage

General Description

1,1-Dicyclopropyl-ethanol is a chemical compound with the molecular formula C7H12O. It is a colorless liquid with a strong, sweet odor, and is insoluble in water. This chemical is commonly used as a solvent in various industrial applications, and also serves as an intermediate in the synthesis of other organic compounds. It is a highly flammable substance and should be handled with care, as it can pose a fire and explosion hazard. Additionally, 1,1-Dicyclopropyl-ethanol may cause skin and eye irritation upon contact, and inhalation of its vapors can result in respiratory discomfort. Therefore, proper safety measures should be taken when working with this chemical.

Upstream product

• 917-54-4 methyllithium 
• 1121-37-5 dicyclopropyl ketone 
• 822-93-5 1,1-dicyclopropylethylene 
• 75-16-1 methylmagnesium bromide 
• 676-58-4 methylmagnesium chloride 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 17414-37-8 Methyl-(dicyclopropyl)-carbinyl-p-nitro-benzoat 
• 822-93-5 1,1-dicyclopropylethylene 

Relevant articles and documents

13C-1H Coupling Constants in Carbocations. 8. Application of the ΔJ Equation o Tertiary Dicyclopropylcarbinyl Cations: The Methyl Dicyclopropylcarbinyl, (1α,3β,5β,7α)-2-Methyltricyclo3,5>octan-2-yl, (1α,3α,5α,7α)-2-Methyltricyclo3,5>octan-2-yl, and 3-Methy...

One-bond 13C-1H coupling constants have been determined for the title cations (10,15,20, and 25) in superacids and the values for the carbons adjacent (α) to the cationic centers compared with those of the appropriate model ketones to obtain the ΔJ values.These values were found to be in the range 10-15 Hz, approximately one half that expected for a single cyclopropylcarbinyl cation.This has been interpreted in terms of delocalization of charge into the second cyclopropyl group in those cations which can adopt double bisected conformers, 10, 20, 25, and in terms of averaging of the coupling constants as a result of two different dihedral angles in cation 15.New method for the synthesis of precursors to the 2-methyltricyclo3,5>octan-2-yl cations, 15 and 20, have been developed.

A 'lithium-bonded' cyclopropyl edge: The X-ray crystal structure of [Li-O-C(Me)-(c-CHCH2CH2)2]6 and computational studies

The short Li-C distances (Li1-C2 = 2.615(3) ?, Li1-C3 = 2.644(3) ?) in the X-ray crystal structure of [Li-O-C(Me)-(c-CHCH2CH2)2]6 (7)6 characterize Li-cyclopropane edge coordinations. The Li-cyclopropane interactions increase the C2-C3 distances (1.519(3) ?) relative to those of the free cyclopropyl edges (C2-C4 = C6-C7 = 1.499(2) ?) by 0.02 ?. The bent bonds of cyclopropane give rise to an electrostatic potential pattern, which strongly favors edge coordination as is observed experimentally in (7)6, but also permits a metastable Li+ face complex. The cyclopropane edge also is the favored site for hydrogen bonding, but not for protonation. The C-C bond length elongations, the coordination energies E(coord), and the charge redistributions upon metal cation edge interactions all are related to the distances between the cyclopropane C-C bond centers and the cations. This is evaluated for the alkali metal cation-cyclopropane complexes (cation = Li+ to Cs+). More generally, the cyclopropane C-C bond length variations can be employed as a structural measure for the magnitudes of electrostatic interactions.