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Propionaldehyde Dimethyl Acetal, also known as 2,2-Dimethoxypropane (CAS number 77-76-9), is a small organic compound with the molecular formula C5H12O2. It is a colorless liquid that is flammable and should be handled with appropriate precautions. It is most commonly used in the laboratory as a protecting group for aldehydes and ketones. It can be synthesized from acetone through its reaction with methanol and a strong acid and can undergo hydrolysis to form acetone and methanol, making it a stable precursor to acetone.

4744-10-9

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4744-10-9 Usage

Uses

Used in Laboratory Applications:
Propionaldehyde Dimethyl Acetal is used as a protecting group for aldehydes and ketones in laboratory settings. It helps to prevent unwanted reactions with these functional groups, allowing for more controlled synthesis of desired compounds.
Used in Chemical Synthesis:
Propionaldehyde Dimethyl Acetal is used as a stable precursor to acetone in chemical synthesis. Its ability to undergo hydrolysis to form acetone and methanol makes it a useful intermediate in the production of various chemicals.
Used in Transportation and Storage of Acetone:
Due to its stability and ability to be hydrolyzed into acetone, Propionaldehyde Dimethyl Acetal is used as a safer alternative for the transportation and storage of acetone. This reduces the risks associated with handling and transporting flammable substances.

Check Digit Verification of cas no

The CAS Registry Mumber 4744-10-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,4 and 4 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4744-10:
(6*4)+(5*7)+(4*4)+(3*4)+(2*1)+(1*0)=89
89 % 10 = 9
So 4744-10-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H12O2/c1-4-5(6-2)7-3/h5H,4H2,1-3H3

4744-10-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Propionaldehyde Dimethyl Acetal

1.2 Other means of identification

Product number -
Other names 1,1-Dimethoxypropane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4744-10-9 SDS

4744-10-9Relevant academic research and scientific papers

One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

Li, Xiao,Qin, Tingting,Li, Liusha,Wu, Bo,Lin, Tiejun,Zhong, Liangshu

, p. 2638 - 2646 (2021/01/05)

Abstract: A green route for one?pot synthesis of acetals by tandem hydroformylation?acetalization of olefins using supported Rh?based?catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120?°C) and reaction time (8?h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively. Graphical abstract: One-pot synthesis of acetals directly from olefins with high selectivity was achieved over heterogeneous bifunctional catalysts via tandem hydroformylation-acetalization. [Figure not available: see fulltext.]

METHYL-IODIDE-FREE CARBONYLATION OF AN ALCOHOL TO ITS HOMOLOGOUS ALDEHYDE AND/OR ALCOHOL

-

Paragraph 0137, (2016/07/27)

Disclosed is a process for the reductive carbonylation of a low molecular weight alcohol to produce the homologous aldehyde and/or alcohol. The process includes conducting the reaction to produce the aldehyde in the presence of a single component catalyst complex composed of cobalt, an onium cation and iodide in a ratio of 1:2:4 without additional promoters. A ruthenium co-catalyst is used in the production of the homologous alcohol. The reductive carbonylation reaction does not require an additional iodide promoter and produces a crude reductive carbonylation product substantially free of methyl iodide.

A simple, one-pot oxidative esterification of aryl aldehydes through dialkyl acetal using hydrogen peroxide

Devarajan,Vijayakumar,Ramalingam,Vijayaraghavan

, p. 5849 - 5858 (2016/06/01)

A simple and an efficient one-pot procedure has been developed to synthesize various aryl carboxylic esters directly from aryl aldehydes using hydrogen peroxide without any catalyst. The reaction proceeds smoothly at room temperature. A preliminary investigation suggests the formation of dialkyl acetal as an intermediate during the reaction sequence.

Synthesis of propylene from renewable allyl alcohol by photocatalytic transfer hydrogenolysis

Caner, Joaquim,Liu, Zijun,Takada, Yuki,Kudo, Akihiko,Naka, Hiroshi,Saito, Susumu

, p. 4093 - 4098 (2015/02/19)

Photochemical transformation of biomass-derived or renewable substances with promising scalability is an important challenge for promoting green and sustainable chemistry. We report here that photocatalytic transfer hydrogenolysis of allyl alcohol (obtained from glycerol) gives potentially sustainable propylene with high chemo- and redox selectivity, promoted by powdered Pd/TiO2 in CH3OH (obtained from CO2) under near-ultraviolet-visible light irradiation (λ > 365 nm) at ambient temperature.

PROCESSES FOR MAKING ACRYLIC-TYPE MONOMERS AND PRODUCTS MADE THEREFROM

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Page/Page column 16, (2012/12/13)

Presently disclosed are processes for making acrylic acid and methacrylic acid along with their respective esters, from alkylene glycols such as ethylene glycol and propylene glycol. In particular, biobased acrylic acid and acrylic acid esters, methacrylic acid and methacrylic acid esters can be made starting with bioderived glycols from the hydrogenolysis of glycerol, sorbitol and the like.

Microwave-assisted preparation of 1-butyl-3-methylimidazolium tetrachlorogallate and its catalytic use in acetal formation under mild conditions

Yong, Jin Kim,Varma, Rajender S.

, p. 7447 - 7449 (2007/10/03)

1-Butyl-3-methylimidazolium tetrachlorogallate, [bmim][GaCl4], prepared via microwave-assisted protocol, is found to be an active catalyst for the efficient acetalization of aldehydes under mild conditions.

Process for the production of isopropenyl methyl ether

-

, (2008/06/13)

Process for the production of unsaturated ethers, in particular isopropenyl methyl ether (IPM), by pyrolysis of a ketal-containing or acetal-containing mixture, in particular dimethoxypropane (DMP), in the liquid phase in the presence of an organic carboxylic acid, according to the following reaction scheme: wherein R1=H or alkyl with 1-8 C atoms; R2=H, CH3—, C2H5—, or Cl—; R3=alkyl with 1-8 C atoms; R4=H, CH3—, C2H5—, or C3H7—, and R1 and R4 may be joined to form a 5-, 6-, or 7-membered ring. DMP is produced by the process from acetone and methanol by reaction in an acidic heterogeneous ion exchanger, the product being isolated by extraction with aqueous alkaline solution. In particular the process involves combining the IPM reaction product with the DMP reaction product, which permits the execution of a stable recycling process in which the methanol-containing streams of the IPM and DMP stages can be simultaneously extracted. The product may be isolated by the process by simple distillation of IPM from a mixture containing IPM, DMP and acetone.

Method for producing enol ethers

-

, (2008/06/13)

Enol ethers of the formula I where R1is an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical which may carry further substituents which do not react with acetylenes or allenes, and the radicals R, independently of one another, are hydrogen or aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radicals, which may be bonded to one another to form a ring, and m is 0 or 1, are prepared by reacting an acetal or ketal of the formula II with an acetylene or allene of the formula III or IV where R and R1have the abovementioned meanings, in the gas phase at elevated temperatures in the presence of a zinc- or cadmium- and silicon- and oxygen-containing heterogeneous catalyst.

BROMINATION OF DIMETHYLACETALS WITH Br2-CHLOROTRIMETHYLSILANE-NaBr

Bellesia, Franco,Boni, Monica,Ghelfi, Franco,Pagnoni, Ugo Maria

, p. 629 - 632 (2007/10/02)

α-Bromodimethylacetals are obtained in excellent yields by treating dimethylacetals with Br2-NaBr-chlorotrimethylsilane in CH3OH/CH3CN (2:1). The method is suitable for large scale preparation.

Ozonolysis of Olefins, II; Linseed Oil as a Renewable Resource for Alkyl 3,3-Dialkoxypropanoates

Mittelbach, Martin,Poklukar, Norbert

, p. 331 - 332 (2007/10/02)

A new approach to the synthesis of alkyl 3,3-dialkoxypropanoates, which are important intermediates in organic synthesis, starting from fatty esters is described.Thus, ozonolysis of methyl linoleate and methyl linolenate in alcoholic hydrogen chloride affords a reaction mixture, from out of which the alkyl 3,3-dialkoxypropanoates can be isolated by fractional distillation in 60-65percent yield.Even linseed oil, which contains high amounts of linolic and linolenic acid, can be used as starting material, after conversion into the methyl esters by methanolysis.Byproducts of the ozonolysis can be oxidized to the corresponding carboxylic acids which are valuable intermediates in oleochemistry.

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