29908-11-0

Basic information

• Product Name: 1,4-DIOXANE, 2-(HYDROXYMETHYL)-
• Synonyms: 1,4-DIOXANE, 2-(HYDROXYMETHYL)-;1,4-Dioxan-2-ylmethanol;1,4-dioxan-2-ylmethanol(SALTDATA: FREE);2-Methanol-1,4-dioxane;1,4-Dioxane-2-methanol;1,2-Ethylideneglycerol;2-(Hydroxymethyl)-1,4-dioxane;p-Dioxanemethanol
• CAS NO: 29908-11-0
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.1311
• Mol File: 29908-11-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 208.2 °C at 760 mmHg
• Flash Point: 96.3 °C
• Appearance: /
• Density: 1.102 g/cm³
• Vapor Pressure: 0.0503mmHg at 25°C
• Refractive Index: 1.433
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.24±0.10(Predicted)
• CAS DataBase Reference: 1,4-DIOXANE, 2-(HYDROXYMETHYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIOXANE, 2-(HYDROXYMETHYL)-(29908-11-0)
• EPA Substance Registry System: 1,4-DIOXANE, 2-(HYDROXYMETHYL)-(29908-11-0)

Safety Data

• Hazardous Substances Data: 29908-11-0(Hazardous Substances Data)

Usage

Uses

2-Methanol-1,4-dioxane, is a derivative of 1,4-Dioxane, which is a heterocyclic organic compound that is used for a variety of practical applications as well as in the laboratory.

InChI:InChI=1/C5H10O3/c6-3-5-4-7-1-2-8-5/h5-6H,1-4H2

Upstream product

• 18371-74-9 1-chloro-3-(2-hydroxyethoxy)-2-propanol 
• 27905-76-6 2-(2-chloroethoxy)-3-chloropropan-2-ol 
• 35982-12-8 3-(2-chloroethoxy)-1,2-propanediol 
• 68391-40-2 acetoxymethyl-[1,4]dioxane 
• 92905-04-9 (+/-)-4-<(benzyloxy)methyl>-2-(bromomethyl)-1,3-dioxolane 
• 87179-37-1 (+/-)-2-(bromomethyl)-4-(hydroxymethyl)-1,3-dioxalane 
• 16801-25-5 1-(2-hydroxyethoxy)-2,3-epoxypropane 
• 7664-93-9 sulfuric acid 
• 143669-40-3 (+/-)-3,6,8-trioxabicyclo<3.2.1>octane 
• 99777-55-6 ethyl 2-(1,4-dioxan-2-ylmethoxy)crotonate 
• 5412-14-6 3-(β-Chloroethoxy)-1,2-epoxypropane 

Downstream Products

• 406913-84-6 2-hydroxymethyl-1,4-dioxane hydrogen phthalate 
• 1512718-16-9 (1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate 
• 6249-69-0 1-(1,4-dioxan-2-yl)-N,N,N-trimethylmethanaminium iodide 
• 56217-56-2 1,4-dioxane-2-carbaldehyde 
• 913696-60-3 4-(1,4-dioxan-2-ylmethoxy)-2,3-dimethylpyridine 1-oxide 
• 406913-89-1 Phthalic acid mono-(R)-1-[1,4]dioxan-2-ylmethyl ester 
• 406913-91-5 Phthalic acid mono-(S)-1-[1,4]dioxan-2-ylmethyl ester 
• 406913-93-7 [(2S)-1,4-dioxan-2-yl]methanol 
• 406913-88-0 (R)-(-)-2-hydroxymethyl-1,4-dioxane 
• 21048-16-8 2-(chloromethyl)-1,4-dioxane 

Relevant articles and documents

Meso-Tetra(dioxanyl)porphyrins: Neutral, low molecular weight, and chiral porphyrins with solubility in aqueous solutions

The synthesis of the low-molecular weight, meso-Tetra(dioxan-2-yl)porphyrin with considerable solubility in aqueous solution is described. The key intermediate dioxan-2-carbaldehyde is accessible in either racemic or in stereo-pure forms from commercially available starting materials in three steps. Using 4 × 1 or 2 + 2-Type syntheses provide the porphyrin in modest yields. While the racemic aldehyde created an intractable mixture of diastereomers, the enantiopure aldehyde created a single enantiomer of the target porphyrin. The porphyrin was spectroscopically characterized. As its free base or zinc complex, it showed excellent solubility properties in organic and aqueous solvents, though free water-solubility was not achieved. The work expands on the availability of chiral porphyrins and neutral porphyrins with considerable solubility in aqueous solution.

2-Hydroxymethyl-1,4-dioxane: Synthesis, resolution and determination of the absolute configurations of the enantiomers

2-Hydroxymethyl-1, 4-dioxane 3 was resolved via salt formation between its hydrogen phthalate and (R)- or (S)-1-phenylethylamine, selective crystallization of the resultant diastereomeric mixtures and subsequent recovery of its enantiomers by saponification. The progress of the resolution was followed by chiral HPLC and the absolute stereochemistry of the two enantiomers determined by comparison of their specific rotations with that of (R)-3 synthesized from enantiomerically pure (R)-1-O-benzylglycerol. The results of the synthesis of 3 and of its resolution are discussed and compared with those previously obtained for 1,2-isopropylidene glycerol evaluating the consequences of replacement of ispropylidene with an ethylene bridge.

Alkylation of active methylene compounds with 2-chloromethyl-1,4-dioxane

The alkylation of some active methylene compounds with 2-chloromethyl-1,4-dioxane was investigated.It was shown that malonic ester gives mono- and dialkylation products, depending on the conditions.The alkylation of acetoacetic ester gives a mixture of C- and O-alkylation products.Acetylacetone is not alkylated under the given conditions but condenses fully, being converted into 2,4-dimethyl-6-hydroxyacetophenone.