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497-26-7

497-26-7

Identification

  • Product Name:1,3-Dioxolane,2-methyl-

  • CAS Number: 497-26-7

  • EINECS:207-841-4

  • Molecular Weight:88.1063

  • Molecular Formula: C4H8 O2

  • HS Code:29329990

  • Mol File:497-26-7.mol

Synonyms:2-Methyl-1,3-dioxacyclopentane;2-Methyl-1,3-dioxolane;2-Methyldioxolane;Methyl dioxolane;NSC 5209;

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Safety information and MSDS view more

  • Pictogram(s):2 (Packing Group: II) UN NO.

  • Hazard Codes:F,Xi

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapour

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:2-Methyl-1,3-dioxolane
  • Packaging:10g
  • Price:$ 80
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methyl-1,3-dioxolane >98.0%(GC)
  • Packaging:25g
  • Price:$ 66
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methyl-1,3-dioxolane >98.0%(GC)
  • Packaging:500g
  • Price:$ 559
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Methyl-1,3-dioxolane 95%
  • Packaging:500 g
  • Price:$ 335
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Methyl-1,3-dioxolane 95%
  • Packaging:100 g
  • Price:$ 115
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Methyl-1,3-dioxolane 95%
  • Packaging:5 g
  • Price:$ 25
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Methyl-1,3-dioxolane 95%
  • Packaging:25 g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methyl-1,3-dioxolane 97%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methyl-1,3-dioxolane 97%
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  • Manufacture/Brand:Apolloscientific
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Relevant articles and documentsAll total 34 Articles be found

-

Van der Linde

, p. 3925,3926 (1973)

-

-

Kilpatrick

, p. 1036 (1963)

-

Degradation in Order: Simple and Versatile One-Pot Combination of Two Macromolecular Concepts to Encode Diverse and Spatially Regulated Degradability Functions

Fuoco, Tiziana

, p. 15482 - 15489 (2021)

The clever one-pot combination of two macromolecular concepts, ring-opening polymerization (ROP) and step-growth polymerization (SGP), is demonstrated to be a simple, yet powerful tool to design a library of sequence-controlled polymers with diverse and spatially regulated degradability functions. ROP and SGP occur sequentially at room temperature when the organocatalytic conditions are switched from basic to acidic, and each allows the encoding of specific degradable bonds. ROP controls the sequence length and position of the degradability functions, while SGP between the complementary vinyl ether and hydroxyl chain-ends enables the formation of acetal bonds and high-molar-mass copolymers. The result is the rational combination of cleavable bonds prone to either bulk or surface erosion within the same macromolecule. The strategy is versatile and offers higher chemical diversity and level of control over the primary structure than current aliphatic polyesters or polycarbonates, while being simple, effective, and atom-economical and having potential for scalability.

Liquid-phase Oxidation of 1,2-Ethane Diol

Schnurpfeil, D.,Maurer, G.

, p. 307 - 310 (1994)

The oxidation rate and the kind of oxidation products in the reaction of 1,2-ethane diol (1) with molecular oxygen in liquid phase at 150 deg C were investigated. 1 has a very low oxidation rate.Cu-, Zn-, Fe-, Co- and Al-acetylacetonates as catalysts increase the reaction rate.The main-products of the investigated reaction are the 1,3-dioxolan (2), the 2-methyl-1,3-dioxolan (3) and the 2-methylol-1,3-dioxolan (4).The formation of formic and acetic acids and of the 1,3-dioxolanes is proved by GC, DC and HPLC.

Synthesis of ZSM-22 and Testing Its Catalytic Properties in the Ethylene Oxide Isomerization Reaction

Lazareva,Piryutko,Chernyavskii,Kharitonov

, p. 910 - 917 (2019)

Abstract: The influence of the key parameters of the synthesis of a TON-type zeolite (ZSM-22) with or without an organic structure-directing agent on its phase composition has been established. The optimal composition of the reaction mixture and the crystallization time of ZSM-22 in the presence of 1,6-diaminohexane under static conditions have been determined. The dynamics of the formation of an impurity ZSM-5 by cocrystallization during the synthesis with stirring has been revealed. For zeolite ZSM-22 synthesized using the template-free procedure, the most important factors affecting the crystallinity and the crystallization time are the synthesis temperature, the amount of seed, and agitation of the reaction mixture. The zeolites synthesized according to the both procedures have been examined in the reaction of isomerization of ethylene oxide to acetaldehyde. Zeolite ZSM-22 obtained without adding the template is not inferior in activity to the zeolite of the same structure prepared in the presence of 1,6-diaminohexane. Moreover, it exhibits higher selectivity of ethylene oxide conversion to acetaldehyde. The complete conversion of ethylene oxide has been observed on ZSM-22 zeolites of both types at a reaction temperature of 400°C, the selectivity of its conversion to acetaldehyde being at least 93%.

-

Venter et al.

, p. 187 (1972)

-

Catalysis, kinetic and mechanistical studies for the transformation of ethylene glycol by alumina and silica gel under autogenous pressure and solvent-free conditions

Rohand, Taoufik,Tanemura, Kiyoshi

, p. 387 - 394 (2021/06/25)

A kinetic and mechanistical studies of the new pathway for competitive transformation of ethylene glycol by alumina and silica gel have been described. Commercial alumina (Al com), synthetic alumina (Al syn), commercial silica gel (Si com) and synthetic silica gel (Si syn) were used for the transformation of ethylene glycol to a mixture of diethylene glycol, 1,4-dioxane and 2-methyl-1,3-dioxolane via acetaldehyde by heating at 150 °C under autogenous pressure without solvent. The results show that the yield of these three products strongly depends on the nature of the used catalyst and the reaction time.

Photocatalytic Synthesis of 1,3-Dioxacyclanes from Diols and Primary Alcohols Effected by a System FeCl3–NaNO2/O2(Air)

Makhmutov

, p. 1710 - 1714 (2019/02/14)

Diols and primary alcohols were subjected to the action of a system FeCl3–NaNO2/O2 (air) under mercury lamp irradiation to synthesize unsubstituted and 2-methyl-1,3-dioxacyclanes: 1,3-dioxolane, 1,3-dioxepane, 1,3-dioxocane, 2-methyl-1,3-dioxolane, 2-methyl-1,3-dioxepane, 2-methyl-1,3-dioxocane. The probable mechanism of the photocatalytic synthesis of 1,3-dioxacyclanes was described by an example of 2-methyl-1,3-dioxolane.

Synthesis of dioxolanes and oxazolidines by silica gel catalysis

Rohand, Taoufik,Savary, Jér?me,Markó, István E.

, p. 1429 - 1436 (2018/06/25)

Abstract: Ethylene glycol condensed with carbonyl compounds in the presence of silica gel or alumina, without solvent and under pressure, affords 1,3-dioxolanes. 2-Amino-2-methylpropanol also condensed with carbonyl compounds in the presence of silica gel or an acid-activated clay, without solvent and under pressure, produces oxazolidines. To explain these results, we propose that the glycol and the aminopropanol react with Br?nsted (H+) and Lewis acid sites (Si and Al) located on the surface of the catalysts, leading to the products via various ionic intermediates.

Process route upstream and downstream products

Process route

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

2-hydroxymethyl-1,3-dioxolane
5694-68-8

2-hydroxymethyl-1,3-dioxolane

formic acid
64-18-6

formic acid

acetic acid
64-19-7,77671-22-8

acetic acid

Conditions
Conditions Yield
With iron(III)-acetylacetonate; oxygen; In water; at 150 ℃; for 100h; Product distribution; other acetloacetonates, also in basic solution;
carbon monoxide
201230-82-2

carbon monoxide

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

ethanol
64-17-5

ethanol

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

formic acid ethyl ester
109-94-4

formic acid ethyl ester

Conditions
Conditions Yield
With hydrogen; Co(CO)8; In various solvent(s); at 200 ℃; for 6h; under 237880 Torr; Further byproducts given. Title compound not separated from byproducts;
45 mmol
3 mmol
7 mmol
20 mmol
ethanol
64-17-5

ethanol

ethylene glycol
107-21-1

ethylene glycol

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

Conditions
Conditions Yield
With iron(III) chloride hexahydrate; sodium nitrite; at 50 ℃; for 24h; Temperature; Time; UV-irradiation;
67%
diethylene glycol
111-46-6

diethylene glycol

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

ethylene glycol
107-21-1

ethylene glycol

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

Conditions
Conditions Yield
With hydrogen; at 250 ℃; under 760.051 Torr; Reagent/catalyst; Flow reactor;
ethylene glycol
107-21-1

ethylene glycol

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

Conditions
Conditions Yield
With silica gel; In neat (no solvent); at 150 ℃; for 7h; under 1147.61 Torr; Autoclave;
19%
With silica gel; at 150 ℃; for 7h; Reagent/catalyst; Kinetics; Autoclave; Green chemistry;
19%
diethylene glycol
111-46-6

diethylene glycol

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

Conditions
Conditions Yield
DELOXAN ASP; In carbon dioxide; at 330 ℃; under 152000 Torr;
95 % Turnov.
5 % Turnov.
ethylene glycol
107-21-1

ethylene glycol

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

Conditions
Conditions Yield
With chloro-trimethyl-silane; at 20 ℃; for 0.416667h;
97%
With toluene-4-sulfonic acid; 1.)cooling, 1 h 2.)20 deg C, 20 h;
57%
With C6H12Bi6O28S6; for 4h; Reflux;
10%
With phosphoric acid; water;
With calcium chloride;
With toluene-4-sulfonic acid;
toluene-4-sulfonic acid; In acetonitrile; at 35 ℃; for 2h;
Amberlyst 15; In acetonitrile; at 25 ℃; for 0.2h; Conversion of starting material;
With Amberlyst 35; at 50 ℃; for 2.41667h; Reagent/catalyst; Temperature;
64.02 %Chromat.
With Amberlyst 35; at 50 ℃; for 2.41667h; Temperature; Reagent/catalyst;
With Amberlyst-150; at 150 ℃; for 0.8h;
2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

Conditions
Conditions Yield
With TON-type zeolite ZSM-22-T-4; at 300 ℃; for 0.3h; Flow reactor;
ethylene glycol
107-21-1

ethylene glycol

paracetaldehyde
123-63-7

paracetaldehyde

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

Conditions
Conditions Yield
With sulfuric acid; at 100 ℃;
With cation exchanger; Unter Entfernen des entstehenden Wassers;
ethylene glycol
107-21-1

ethylene glycol

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

diethylene glycol
111-46-6

diethylene glycol

Conditions
Conditions Yield
With tungsten trioxide on silica; hydrogen; In water; at 340 ℃; Temperature; Inert atmosphere;
44.9%
38.8%
28.7%

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