505-84-0

Basic information

• Product Name: FORMALDEHYDE DIPROPYL ACETAL
• Synonyms: 1-(Propoxymethoxy)propane;Di-n-propoxymethane;Di-n-propyl formal;Dipropyl formal;Propane, 1,1'-[methylenebis(oxy)]bis-;Propylal;DIPROPOXYMETHANE;FORMALDEHYDE DIPROPYL ACETAL
• CAS NO: 505-84-0
• Molecular Formula: C₇H₁₆O₂
• Molecular Weight: 132.2
• EINECS: 208-021-9
• Mol File: 505-84-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: -97.3°C
• Boiling Point: 140.5°C (estimate)
• Flash Point: 25.4°C
• Appearance: /
• Density: 0.8345
• Vapor Pressure: 6.63mmHg at 25°C
• Refractive Index: 1.3939
• CAS DataBase Reference: FORMALDEHYDE DIPROPYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: FORMALDEHYDE DIPROPYL ACETAL(505-84-0)
• EPA Substance Registry System: FORMALDEHYDE DIPROPYL ACETAL(505-84-0)

Safety Data

• Hazardous Substances Data: 505-84-0(Hazardous Substances Data)

Usage

General Description

Formaldehyde dipropyl acetal is a chemical compound with the molecular formula C7H14O2. It is an acetal compound, which means it is derived from the reaction of formaldehyde with two molecules of propanol. This colorless liquid has a fruity odor and is commonly used as a fragrance and flavoring agent in various consumer products. It is also used as a solvent and as a chemical intermediate in the production of other chemicals. Formaldehyde dipropyl acetal is considered to be relatively safe for use in these applications, but it should be handled with care due to its potential to irritate the skin, eyes, and respiratory system.

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

Synthetic route

propan-1-ol (71-23-8) + formaldehyd (50-00-0) → dipropoxymethane (505-84-0)

Conditions	Yield
With benzoic acid Reflux;	96.9%
With kaolin at 95℃; for 8h;	75%
With toluene-4-sulfonic acid
With cyclohexane; sulfuric acid; water
With iron(III) chloride

propan-1-ol (71-23-8) + dimethyl sulfoxide (67-68-5) → dipropoxymethane (505-84-0)

Conditions	Yield
With bromine In tetrachloromethane for 4h; Ambient temperature;	84%

propan-1-ol (71-23-8) + Dimethoxymethane (109-87-5) → dipropoxymethane (505-84-0) + 1-(methoxymethoxy)propane (71739-38-3) + 1-(methoxymethoxymethoxy)propane

Conditions	Yield
With aluminum (III) chloride at 99.99℃; under 6000.6 Torr;	A n/a B 42% C n/a

dipropoxymethane (505-84-0) + 6-ethyl-o-toluidine (24549-06-2) → 2-methyl-6-ethyl-N-(propoxymethyl)aniline

Conditions	Yield
In toluene at 105 - 110℃; for 12h;	95.2%

dipropoxymethane (505-84-0) + 3-Chloro-2-hydroxy-propionic acid propyl ester → 3-Chloro-2-propoxymethoxy-propionic acid propyl ester + 3-Chloro-2-(2-chloro-1-propoxycarbonyl-ethoxymethoxy)-propionic acid propyl ester

Conditions	Yield
With toluene-4-sulfonic acid at 130 - 150℃; for 5h;	A 75% B 15%

Upstream product

• 75-09-2 dichloromethane 
• 6819-41-6 sodium n-propoxide 
• 3587-57-3 chloromethyl propyl ether 
• 71-23-8 propan-1-ol 
• 67-68-5 dimethyl sulfoxide 
• 109-87-5 Dimethoxymethane 
• 64-17-5 ethanol 
• 110-88-3 1,3,5-Trioxan 
• 109-99-9 tetrahydrofuran 
• 60-29-7 diethyl ether 
• 857829-30-2 2,4-dinitroso-2,4-diaza-glutaric acid diethyl ester 
• 50-00-0 formaldehyd 

Downstream Products

• 4396-19-4 bis(ethylthio)methane 
• 4110-50-3 ethyl propyl sulfide 
• 110-74-7 propyl methanoate 
• 5575-49-5 diisopropoxydimethylsilane 
• 110607-16-4 diphenyl(propoxymethyl)phosphine oxide 
• 71-23-8 propan-1-ol 
• 6606-66-2 n-propyl 2-cyanoacrylate 
• 69704-27-4 bis(propoxymethyl)acetylene 

Relevant articles and documents

Novel synthesis method of alkoxymethylamine compound

The invention relates to a novel synthesis method of an alkoxymethylamine compound. The novel synthesis method comprises the steps: (1) dehydrating formaldehyde HCHO and alcohol R1OH by carrying out an aldolization under the action of an acid catalyst to obtain dialkoxymethane; and (2) carrying out a hydrocarbylation reaction on dialkoxymethane obtained in step (1) and substituted amine R2-NH2 toremove alcohol to obtain an alkoxymethyl substituent amine compound N-R1 oxymethyl-N-R2 amine. The synthesis method disclosed by the invention is simple in operation and high in yield reaching 92% orabove; and compared with the prior art, the novel synthesis method has the advantages that no acid wastewater, waste salts and chloromethyl alkyl ether serving as a cancerogen are greatly generated, the environment protection cost is favorably reduced, and the industrial prospect is higher.

Br?nsted-acidic ionic liquids as efficient catalysts for the synthesis of polyoxymethylene dialkyl ethers

Acetalation of formaldehyde (HCHO) with dialkyl formal or aliphatic alcohol to prepare polyoxymethylene dialkyl ethers (RO(CH2O)nR, n ≥ 1) catalyzed by Br?nsted-acidic ionic liquids has been developed. The correlation between the structure and acidity activity of various ionic liquids was studied. Among the ionic liquids investigated, 1-(4-sulfonic acid)butyl-3-methylimidazolium hydrogen sulfate ([MIMBs]HSO4) exhibited the best catalytic performance in the reaction of diethoxymethane (DEM1) with trioxane. The influences of ionic liquid loading, molar ratio of DEM1 to HCHO, reaction temperature, pressure, time, and reactant source on the catalytic reaction were explored using [MIMBs]HSO4 as the catalyst. Under the optimal conditions of n([MIMBs]HSO4):n(DEM1):n(HCHO) = 1:80:80, 140 °C, and 4 h, the conversion of HCHO and selectivity for DEM2–8 were 92.6% and 95.1%, respectively. The [MIMBs]HSO4 catalyst could be easily separated and reused. A feasible mechanism for the catalytic performance of [MIMBs]HSO4 was proposed.

Conversion of Alcohols to Methylene Acetals by Reaction with Dimethyl sulfoxide-Bromine

-