30363-81-6

Basic information

• Product Name: 1,3-DIMETHOXYCYCLOHEXANE
• Synonyms: 1,3-DIMETHOXYCYCLOHEXANE;cis-1,3-Dimethoxycyclohexane
• CAS NO: 30363-81-6
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21144
• Mol File: 30363-81-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 183.6±8.0 °C(Predicted)
• Appearance: /
• Density: 0.92±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,3-DIMETHOXYCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHOXYCYCLOHEXANE(30363-81-6)
• EPA Substance Registry System: 1,3-DIMETHOXYCYCLOHEXANE(30363-81-6)

Safety Data

• Hazardous Substances Data: 30363-81-6(Hazardous Substances Data)

Usage

Type of compound

Cyclic ether

Structure

Cyclohexane ring with two methoxy (O-CH3) functional groups at the 1 and 3 positions

Common uses

a. Solvent for organic reactions
b. Protective group for alcohols in organic synthesis
c. Production of pharmaceuticals and other organic compounds

Physical state

Colorless liquid

Odor

Sweet, pleasant

Stability

Relatively stable and non-reactive

Safety precautions

a. Potential to cause irritation to skin and eyes
b. Flammability
c. Handle with caution

Upstream product

• 16327-00-7 3-methoxycyclohexan-1-ol 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 285-58-5 bicyclo[3.1.0]hexane 
• 14320-38-8 cyclopent-3-enol 
• 40955-64-4 4-methoxycyclopent-1-ene 

Relevant articles and documents

The relevant effect of an intramolecular hydrogen bond on the conformational equilibrium of cis-3-methoxycyclohexanol compared to trans-3-methoxycyclohexanol and cis-1,3-dimethoxycyclohexane

1H NMR data show that an increase in the concentration of cis-3-methoxycyclohexanol (cis-3-MCH) shifts the conformational equilibrium from the 1aa conformer, stabilized by an intramolecular hydrogen bond (IAHB), to the 1ee conformer [Xee = 44% (at 0.05 mol L-1) to 59% (at 0.40 mol L-1), in CCl4], which forms intermolecular hydrogen bonds (IEHB), as confirmed by IR data. The percentage of 1ee conformer increases with the solvent polarity, from 33% (ΔGee-aa = 1.72 kJ mol-1) in cyclohexane (C6D12) to 97% (ΔGee-aa = -8.41 kJ mol-1) in DMSO. For trans-3-methoxycyclohexanol (trans-3-MCH), 1ae and 1ea conformers are almost equally present in the studied solvents, 1ae increasing from 41%, in C 6D12 (ΔGae-ea = 0.84 kJ mol -1), to 49%, in DMSO (ΔGae-ea = 0.13 kJ mol -1). A value of 18.4 kJ mol-1 for the strength of IAHB in cis-3-MCH was obtained, from the theoretical data, through the CBS-4M method.