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1,3-Dioxolane-4-methanol, also known as tetrahydro-2H-1,3-dioxol-4-ol, is a colorless, highly flammable liquid with a faint odor and is soluble in water. It is a chemical compound with the molecular formula C4H8O3, commonly used as a solvent, reagent in organic synthesis, and in the production of pharmaceuticals, agrochemicals, and fragrance ingredients. Additionally, it has potential applications in energy storage, specifically in the production of lithium-ion batteries.

5464-28-8

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5464-28-8 Usage

Uses

Used in Organic Synthesis:
1,3-Dioxolane-4-methanol is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the production of a wide range of compounds.
Used in Pharmaceutical Production:
1,3-Dioxolane-4-methanol is used as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and medicines.
Used in Agrochemical Production:
1,3-Dioxolane-4-methanol is used in the production of agrochemicals, aiding in the creation of substances that protect crops and enhance agricultural productivity.
Used in Fragrance Ingredients:
1,3-Dioxolane-4-methanol is used in the formulation of fragrance ingredients, contributing to the creation of scents for various consumer products.
Used in Energy Storage:
1,3-Dioxolane-4-methanol is used as a component in the production of lithium-ion batteries, showcasing its potential in the field of energy storage and contributing to the development of advanced battery technologies.
Used in Solvent Applications:
1,3-Dioxolane-4-methanol is used as a solvent in various industrial processes, providing a medium for dissolving and mixing substances to facilitate chemical reactions and processes.
It is important to handle and store 1,3-Dioxolane-4-methanol with caution, as it is a hazardous material that can cause skin and eye irritation and is harmful if ingested or inhaled.

Check Digit Verification of cas no

The CAS Registry Mumber 5464-28-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,6 and 4 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5464-28:
(6*5)+(5*4)+(4*6)+(3*4)+(2*2)+(1*8)=98
98 % 10 = 8
So 5464-28-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O3/c5-1-4-2-6-3-7-4/h4-5H,1-3H2

5464-28-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (1,3-Dioxolan-4-yl)methanol

1.2 Other means of identification

Product number -
Other names 1,3-dioxolan-4-ylmethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:5464-28-8 SDS

5464-28-8Relevant academic research and scientific papers

Biomass alcoholysis method for petroleum-based plastic POM

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Paragraph 0030-0052, (2021/05/01)

The invention discloses a biomass alcoholysis method for petroleum-based plastic POM. According to the method, simple biomass derivative alcohol and the petroleum-based plastic POM are allowed to generate a cyclic acetal product through dehydration condensation under catalytic conditions; low reaction cost and high added value are realized, and only water is byproduced and is easy to separate; and an obtained product has high added value, can be used for preparing organic solvents such as lignin and chromatographic analysis solvents, metal surface treatment agents or medical intermediates and monomers, realizes green, efficient and low-cost recovery, and has a high practical application value.

Interaction of triols with formaldehyde and acetone: Experimental and theoretical study

Sultanova, Rimma,Borisevich, Sophia,Raskil'dina, Gulnara,Borisova, Julianna,Baykova, Irina,Spirikhin, Leonid,Khursan, Sergey,Zlotsky, Simon

, p. 1144 - 1151 (2020/02/25)

Experimental and theoretical aspects of the condensation of glycerol and its homologs (1,2,3- and 1,2,4-butanetriols) with formaldehyde and acetone are studied under conditions of acid catalysis. Calculation of the thermodynamic parameters of the resulting products by the composite method CBS-QB3 shows that the six-membered heterocycles, the products of the interaction of triols with formaldehyde, are thermodynamically more stable than the five-membered acetals, while the reaction of the same triols with acetone is preferable for the formation of the five-membered acetals. This is due to the fact that the regioselectivity of the studied reactions is determined by the structural features and reactivity of the carbocations formed in a condensed medium during the course of the reaction. According to the theoretical data obtained experimentally, during the condensation of glycerol and 1,2,4-butanetriol with formaldehyde in the most stable form of the six-membered cyclic carbocation, intramolecular hydrogen bonding and anomeric stabilization due to the axially oriented hydroxyl group take place. As a result, cation 1b–1 is 1.2–1.6 kJ/mol more stable than its five-membered isomers (1a–1 and 1b–2). It leads to the predominant formation of 1,3-dioxane (3b). However, upon condensation of butanetriol-1,2,3 with formaldehyde, the intermediate cation 4a–1 turns out to be significantly more stable than the other isomers due to the strong intramolecular hydrogen bond in the six-membered ring with the participation of the hydroxyl group of the substituent and the hydroxyl group of the cationic center, leading to the predominant formation of the dioxolane 6a.

A bifunctional catalyst based on Nb and v oxides over alumina: Oxidative cleavage of crude glycerol to green formic acid

Chagas, Poliane,Figueiredo, Marcio P.,Hensen, Emiel J. M.,Oliveira, Henrique S.,Oliveira, Luiz Carlos A.,Sangiorge, Daniel L.,Siqueira, Kisla P. F.

, p. 8538 - 8544 (2020/06/19)

A bimetallic vanadium and niobium oxide catalyst using alumina as support was developed for the conversion of crude glycerol from biodiesel production into formic acid. The high dispersion of the active oxide phase combined with the presence of acid and redox active centers resulted in a high glycerol conversion (>90% for 25 h) with a good selectivity for formic acid (~55%). This process is the first example of a heterogeneous liquid-phase process for the conversion of crude glycerol to formic acid, which is an important chemical intermediate currently derived from petroleum feedstock.

Glycerol acetal(ketal) ether and synthesis method thereof

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Paragraph 0069; 0073, (2019/10/04)

The invention discloses glycerol acetal(ketal) ether and a synthesis method thereof, and relates to the technical field of chemical industry synthesis. According to the method, two functional groups acetal(ketal) and ether are integrated into one molecule by using glycerol as a raw material, wherein the glycerol acetal(ketal) ether can improve the use efficiency of unit fuel additives; the method comprises two synthesis routes, etherification and acetalization (ketalization) can be sequentially performed, or acetalization (ketalization) and etherification can be sequentially performed, wherein the etherification reaction is an atomic economic reaction; the by-product of the acetalization (ketalization) reaction is only one molecule of water, such that the method is environmentally friendly and efficient; the yield of the glycerol acetal(ketal) ether is high, and can be up to 99%; and the solid acid catalyst is used, is clean and efficient, and can be recycled so as to greatly reduce the cost and achieve the high industrial value.

Acetalization of glycerol with ketones and aldehydes catalyzed by high silica Hβ zeolite

Poly, Sharmin Sultana,Jamil, Md.A.R.,Touchy, Abeda S.,Yasumura, Shunsaku,Siddiki, S.M.A. Hakim,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-ichi

, (2019/09/20)

In this work, proton-exchanged *BEA zeolite with a high Si/Al ratio of 75 (Hβ-75), was demonstrated as an effective catalyst for the acetalization of glycerol with carbonyl compounds. This catalyst system was applicable to various substrates and reusable for at least 4 times with slight decrease in activity. The turnover frequency, based on acid site concentration, increased as a function of Hβ Si/Al ratio, indicating the importance of the zeolite hydrophobic surface properties. The origin of the high efficiency exhibited by Hβ-75 is quantitatively discussed based on kinetic studies, hydrophobicity, and acid site concentration.

Method for preparing glycerolformal

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Paragraph 0029-0034, (2019/04/11)

The invention discloses a method for preparing glycerolformal. According to the invention, SO42-/Fe2O3-CNTS super acid is used as a catalyst for compounding glycerolformal, so that the method has theadvantages that reaction temperature is low, catalyst activity is high, no new water-carrying agent is brought, yield of reaction products is 95% or above and hexatomic ring products are high in proportion.

Glycerolformal industrial production method

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Paragraph 0029-0032, (2019/05/22)

The invention discloses a glycerolformal industrial production method. The glycerolformal industrial production method achieves synthesis of glycerolformal by taking SO42-/ZrO2-CNTS (carbon nanotubes)super acids as catalysts. The glycerolformal industrial production method is low in reaction temperature, high in activity of catalysts, free from introduction of new water-carrying agent and short in reaction time; the products achieve a yield of higher than 92% and a high proportional ratio of hexatomic ring products.

Highly Efficient Glycerol Acetalization over Supported Heteropoly Acid Catalysts

Chen, Lin,Nohair, Bendaoud,Zhao, Dongyuan,Kaliaguine, Serge

, p. 1918 - 1925 (2018/03/28)

The acetalization of glycerol with acetone to yield solketal was catalyzed by Cs2.5H0.5PW12O40 (Cs2.5) supported on mesoporous silica under mild conditions. It gave a high glycerol conversion and selectivity to the targeted product even at room temperature (23 °C). We studied the use of both bulk and supported Cs2.5 as catalysts in another highly efficient glycerol acetalization reaction with paraformaldehyde, which gave much higher activity than with formaldehyde solution. For the reaction with acetone, the supported Cs2.5 showed a higher activity than the bulk material because of the high surface area of the mesoporous support. Interestingly, the supported Cs2.5 gave a lower conversion than the bulk for the reaction with paraformaldehyde. This is probably because of the high viscosity of the reaction system with the solid reagent paraformaldehyde. Overall, there is a complex relationship between catalyst, reaction conditions, which include the molar ratio of reactants and temperature, reaction mechanism and thermodynamics that affects the achieved activity and byproduct formation. A discussion about these interactions is included for each reaction.

Glycerol acetalization with formaldehyde using water-tolerant solid acids

Chen, Lin,Nohair, Bendaoud,Kaliaguine, Serge

, p. 143 - 152 (2015/11/24)

The acid-catalyzed reaction of glycerol with aqueous formaldehyde was studied using various heterogeneous catalysts for the production of glycerol formal. Owing to the high amount of water involved in the reaction medium, three types of water-tolerant heterogeneous catalysts namely acid functionalized periodic mesoporous organosilicas (PMOs), zeolite ZSM-5 and a heteropoly compound Cs2.5H0.5PW12O40 as well as commercial catalyst Amberlyst-15 were used for glycerol acetalization. The activity of Cs2.5H0.5PW12O40 was found superior to that of the other catalysts and the glycerol conversion was over 70% within 60 min of reaction time. The effects of different parameters including temperature, feed composition and catalyst content, were studied as well. The distribution of the two glycerol formal isomers could be controlled by changing reaction parameters. Optimum reactive parameters were studied to control the distribution of the acetal isomers aiming to reach a high selectivity to the six-member ring isomer.

Catalytic behaviour of mesoporous metal phosphates in the gas-phase glycerol transformation

Lopez-Pedrajas,Estevez,Navarro,Luna,Bautista

, p. 92 - 101 (2016/06/09)

The catalytic behaviour of mesoporous simple (M = Al, Fe, Co, Mn) and binary (Al/M; M = Fe,V,Ca; molar ratio Al/Fe = 50; Al/V = 2; Al/Ca = 1) metal phosphates, synthesized by an economical gelation method, in the gas-phase glycerol reaction at temperatures between 220 °C and 280 °C, has been investigated. The morphology, textural properties and the acidity by pyridine TPD, of the phosphates were also determined. The activity of the phosphates in the formation of the main reaction product (acrolein) depended not only on their acidity (mainly acid sites of weak-medium strength) but also on the redox sites and morphology exhibited. Thus, the aluminium-vanadium phosphate showed the highest value of yield to acrolein, 62% (equivalent to a productivity of 0.88 gACRgcath) at 280 °C, whereas the amorphous FePO4 and AlPO4 were appreciably more active than the rest of the simple phosphates, exhibiting a high crystalline character. The apparent activation energy values obtained for the acrolein formation ranged between 18 and 91 kJ/mol. Based on the identified products in this study, some possible reactions involved in the glycerol transformation have been suggested.

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