111-89-7

Basic information

• Product Name: 1,5-DIMETHOXYPENTANE
• Synonyms: 1,5-PENTANEDIOL DIMETHYL ETHER;CH3O(CH2)5OCH3;Pentamethylene Glycol Dimethyl Ether 1,5-Pentanediol Dimethyl Ether;PENTAMETHYLENE GLYCOL DIMETHYL ETHER;2,8-Dioxanonane;Pentane, 1,5-dimethoxy-;1,5-DIMETHOXYPENTANE
• CAS NO: 111-89-7
• Molecular Formula: C₇H₁₆O₂
• Molecular Weight: 132.2
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Ethers;Organic Building Blocks;Oxygen Compounds;Building Blocks;C2 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 111-89-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 161 °C(lit.)
• Flash Point: 140 °F
• Appearance: /
• Density: 0.843 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.9mmHg at 25°C
• Refractive Index: n20/D 1.408(lit.)
• CAS DataBase Reference: 1,5-DIMETHOXYPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIMETHOXYPENTANE(111-89-7)
• EPA Substance Registry System: 1,5-DIMETHOXYPENTANE(111-89-7)

Safety Data

• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 111-89-7(Hazardous Substances Data)

Usage

General Description

1,5-Dimethoxypentane (1,5-DMP) is an aliphatic diether. Its conformational analysis using Raman and infrared spectra recorded in crystalline solid state indicates that it exists in trans conformation. The Gibbs energy of hydration (at 298.15K and 0.1MPa) and Antoine constants of 1,5-DMP have been determined.

InChI:InChI=1/C7H16O2/c1-8-6-4-3-5-7-9-2/h3-7H2,1-2H3

Upstream product

• 98-01-1 furfural 
• 67-56-1 methanol 
• 111-29-5 1 ,5-pentanediol 
• 74-88-4 methyl iodide 
• 67728-90-9 1,5-dimethoxypent-2-yne 
• 111-24-0 1,5-dibromo-pentane 
• 124-41-4 sodium methylate 
• 186581-53-3 diazomethane 

Downstream Products

• 142-68-7 TETRAHYDROPYRANE 
• 3085-54-9 N-(4-methylphenyl)formamide 
• 115-10-6 Dimethyl ether 
• 557-17-5 methyl propyl ether 
• 111-43-3 Dipropyl ether 

Relevant articles and documents

Thermodynamic stabilities of Cu+ and Li+ complexes of dimethoxyalkanes (MeO(CH2)nOMe, n = 2-9) in the gas phase: Conformational requirements for binding interactions between metal ions and ligands

The relative free energy changes for the reaction ML+ = M + + L (M = Cu+ and Li+) were determined in the gas phase for a series of dimethoxyalkanes (MeO(CH2)nOMe, n = 2-9) by measuring the equilibrium constants of ligand-transfer reactions using a FT-ICR mass spectrometry. Stable 1:1 Cu+-complexes (CuL +) were observed when the chain is longer than n = 4 while the 1:2 complexes (CuL2+) were formed for smaller compounds as stable ions. The dissociation free energy for CuL+ significantly increases with increasing chain length, by 10 kcal mol-1 from n = 4 to 9. This increase is attributed to the release of constrain involved in the cyclic conformation of the Cu+-complexes. This is consistent with the geometrical and energetic features of the complexes obtained by the DFT calculations at B3LYP/6-311G level of theory. On the contrary, the corresponding dissociation free energy for LiL+ increases only 3 kcal mol -1 from n = 2 to 9, although the structures of the 1:1 Li +-complexes are also considered to be cyclic. From these results it is concluded that the Cu[MeO(CH2)nOMe]+ requires linear alignment for O-Cu-O, indicating the importance of sd σ hybridization of Cu+ in the first two ligands binding energy, while the stability of the Li+ complex is less sensitive to binding geometries except for the system forming a small ring such as n = 1 and 2. Copyright

Upgrading biomass-derived furans via acid-catalysis/hydrogenation: The remarkable difference between water and methanol as the solvent

In methanol 5-hydroxymethylfurfural (HMF) and furfuryl alcohol (FA) can be selectively converted into methyl levulinate via acidcatalysis, whereas in water polymerization dominates. The hydrogenation of HMF, furan and furfural with the exception of FA is