Dibutoxymethane Chemical Properties

Melting point:

-58.1°C

Boiling point:

180°C

Density 

0,84 g/cm³

vapor pressure 

1-1.11hPa at 22.7-25℃

refractive index 

n20/D1.406

Flash point:

60°C

form 

clear liquid

color 

Colorless to Almost colorless

Water Solubility 

222.5-250mg/L at 20℃

LogP

2.77-4.1 at 20-21.5℃

EPA Substance Registry System

Butane, 1,1'-[methylenebis(oxy)]bis- (2568-90-3)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

3271

WGK Germany 

1

HS Code 

2911.00.5000

HazardClass 

3

PackingGroup 

III

Dibutoxymethane Usage And Synthesis

Uses

Formaldehyde dibutyl acetal is a halogen-free and less toxic solvent that can be used to solubilize commercial low-density polyethylene (LDPE) samples to analyze molecular weight distribution using gel permeation chromatography (GPC). It can also be used as a reactant to prepare butoxymethyltriphenylphosphonium iodide, which is used for carbon homologation and also as a useful key intermediate in organic synthesis.

Preparation

A flask containing 15 gm (0.5 mole) of paraformaldehyde, 74 gm (1.0 mole) of η-butyl alcohol, and 2.0 gm of anhydrous ferric chloride is refluxed for 10 hr. The lower layer of 3-4 ml of material is discarded and then 50 ml of 10% aqueous sodium carbonate solution is added to remove the ferric chloride as ferric hydroxide. The product is shaken with a mixture of 40 ml of 20% hydrogen peroxide and 5 ml of 10% sodium carbonate solution at 45°C in order to remove any remaining aldehyde. The product is also washed with water, dried, and distilled from excess sodium metal to afford 62 gm (78%).

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 3341, 1980 DOI: 10.1021/jo01304a039

General Description

Formaldehyde dibutyl acetal is an acetal used in the manufacture of synthetic resins, antiseptics, deodorants, and fungicides. It is also used as a fuel additive to increase the octane number of gasoline or the n-cetane number of diesel fuels and reduce smoke and particulate emissions.

Dibutoxymethane(2568-90-3)Related Product Information

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