202188-43-0

Basic information

• Product Name: 2-methyl-4-pentyl-1,3-dioxane
• Synonyms: 1,3-dioxane, 2-methyl-4-pentyl-; 2-Methyl-4-pentyl-1,3-dioxane
• CAS NO: 202188-43-0
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.2646
• Mol File: 202188-43-0.mol

Chemical Properties

• Boiling Point: 206.922°C at 760 mmHg
• Flash Point: 74.789°C
• Density: 0.881g/cm³
• Vapor Pressure: 0.333mmHg at 25°C
• Refractive Index: 1.421
• CAS DataBase Reference: 2-methyl-4-pentyl-1,3-dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-pentyl-1,3-dioxane(202188-43-0)
• EPA Substance Registry System: 2-methyl-4-pentyl-1,3-dioxane(202188-43-0)

Safety Data

• Hazardous Substances Data: 202188-43-0(Hazardous Substances Data)

Usage

Identification

▼▲ CAS.No.:? 202188-43-0? FL.No.:? n/a? FEMA.No.:? 4376 NAS.No.:? n/a? CoE.No.:? n/a? EINECS.No.? n/a? JECFA.No.:? 1749

Upstream product

• 75-07-0 acetaldehyde 
• 120727-18-6 (R)-1-octane-1,3-diol 
• 23433-05-8 1,3-octane diol 
• 193292-90-9 (S)-1,3-octanediol 

Relevant articles and documents

Novel 1,3-dioxanes from apple juice and cider

Extracts obtained by XAD solid-phase extraction of apple juice and cider were separated by liquid chromatography on silica gel. Several new 1,3- dioxanes including the known 2-methyl-4-pentyl-1,3-dioxane and 2-methyl-4- [2'(Z)-pentenyl]-1,3-dioxane, were identified in the nonpolar fractions by GC/MS analysis and confirmed by chemical synthesis. The enantioselective synthesis of the stereoisomers of the 1,3-dioxanes was performed using (R)- and (R,S)-octane-1,3-diol and (R)- and (R,S)-5(Z)-octene-1,3-diol as starting material. Comparison with the isolated products indicated that the natural products consisted of a mixture of (2S,4R) and (2R,4R) stereoisomers in the ratio of approximately 10:1, except for 1,3-dioxanes generated from acetone and 2-butanone. It is assumed that the 1,3-dioxanes are chemically formed in the apples and cider from the natural apple ingredients (R)-octane-1,3-diol, (R)-5(Z)-octene-1,3-diol, (3R,7R)- and (3R,7S)-octane-1,3,7-triol, and the appropriate aldehydes and ketones, which are produced either by the apples or by yeast during fermentation of the apple juice.

Absolute Configuration and Conformation of 1,3-Dioxanes from Cider

In extracts obtained by liquid-liquid extraction from French cider (2S,4R)- and (2R,4R)-2-methyl-4-pentyl-1,3-dioxane, 1a and 1b as well as (2S,4R)- and (2R,4R)-2-methyl-4-(2′(Z)-pentenyl)-1,3-dioxane, 2a and 2b, were identified by capillary gas chromatography (HRGC) and capillary gas chromatography-mass spectrometry (HRGC-MS). Absolute configuration and conformation of the 1,3-dioxanes was determined by nuclear magnetic resonance (NMR) spectrometry techniques [13C, 1H, nuclear Overhauser enhancement (NOE), and H/H homonuclear decoupling], multidimensional gas chromatography (MDGC), and by comparison with synthesized reference compounds. A nonenzymatic formation of 1a and 1b and 2a and 2b during fermentation of apple juice was proposed leading to 22, 8, 2, and 1 mg/L of 1a, 2a, 1b, and 2b, respectively in cider.