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Cas Database

118-71-8

118-71-8

Identification

  • Product Name:3-Hydroxy-2-methyl-4-pyrone

  • CAS Number: 118-71-8

  • EINECS:204-271-8

  • Molecular Weight:126.112

  • Molecular Formula: C6H6O3

  • HS Code:2932.90

  • Mol File:118-71-8.mol

Synonyms:4H-Pyran-4-one,3-hydroxy-2-methyl-;2-Methyl-3-hydroxy-4-pyranone;2-Methyl-3-hydroxy-4-pyrone;2-Methyl-3-hydroxypyran-4-one;2-Methyl-3-hydroxypyrone;3-Hydroxy-2-methyl-1,4-pyrone;3-Hydroxy-2-methyl-4-pyranone;3-Hydroxy-2-methyl-4H-pyran-4-one;3-Hydroxy-2-methyl-g-pyrone;E 636;Larixic acid;Larixin (plant growth regulator);Larixinic acid;NSC 2829;NSC 404458;Palatone;Veltol;3-Hydroxy-2-methyl-4H-pyran-4-on;Maltol;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn,Xi

  • Signal Word:No signal word.

  • Hazard Statement:none

  • 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. /SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

  • Fire-fighting measures: Suitable extinguishing media Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Flash point data on this compound are not available; however, it is probably combustible. 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. ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. 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. 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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
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  • Manufacture/Brand:Usbiological
  • Product Description:Maltol
  • Packaging:250g
  • Price:$ 360
  • Delivery:In stock
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  • Manufacture/Brand:Usbiological
  • Product Description:Maltol
  • Packaging:20mg
  • Price:$ 255
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Maltol
  • Packaging:25g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:3-Hydroxy-2-methyl-4-pyrone >99.0%(HPLC)(T)
  • Packaging:500g
  • Price:$ 261
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:3-Hydroxy-2-methyl-4-pyrone >99.0%(HPLC)(T)
  • Packaging:100g
  • Price:$ 83
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:3-Hydroxy-2-methyl-4-pyrone >99.0%(HPLC)(T)
  • Packaging:25g
  • Price:$ 29
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-Hydroxy-2-methyl-4H-pyran-4-one
  • Packaging:25 g
  • Price:$ 16
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-Hydroxy-2-methyl-4H-pyran-4-one
  • Packaging:100 g
  • Price:$ 44
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-Hydroxy-2-methyl-4H-pyran-4-one
  • Packaging:500 g
  • Price:$ 165
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Maltol ≥99.0%, FCC, FG
  • Packaging:25 kg
  • Price:$ 1370
  • Delivery:In stock
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Relevant articles and documentsAll total 33 Articles be found

-

Weeks et al.

, p. 195,196-199 (1977)

-

Plant constituents biologically active to insects. VI. Antifeedants for larvae of the yellow butterfly, Eurema hecabe mandarina, in Osmunda japonica. (2)

Numata,Takahashi,Fujiki,Kitano,Kitajima,Takemura

, p. 2862 - 2865 (1990)

-

Biosynthesis of Mycarose: Isolation and Characterization of Enzymes Involved in the C-2 Deoxygenation

Chen, Huawei,Agnihotri, Gautam,Guo, Zhihong,Que, Nanette L. S.,Chen, Xuemei H.,Liu, Hung-Wen

, p. 8124 - 8125 (1999)

-

-

Chawla,McGouigol

, p. 3281 (1974)

-

Study of Red Ginseng: New glucosides and note on the occurrence of maltol

Matsuura,Hirao,Yoshida,et al.

, p. 4674 - 4677 (1984)

-

Preparation method of natural maltol

-

, (2019/01/08)

The invention provides a preparation method of natural maltol. The preparation method has the characteristics that methyl metal halide is not prepared and used, 2-furan ethanol is directly prepared through the reduction of natural 2-acetylfuran, and the like. The method is simple in process and easy and convenient to operate, few devices are adopted, the pollution and occupational hazard caused bymethyl halide to air and operators are avoided, and the method is suitable for industrial production.

Formation of Reactive Intermediates, Color, and Antioxidant Activity in the Maillard Reaction of Maltose in Comparison to d -Glucose

Kanzler, Clemens,Schestkowa, Helena,Haase, Paul T.,Kroh, Lothar W.

, p. 8957 - 8965 (2017/10/17)

In this study, the Maillard reaction of maltose and d-glucose in the presence of l-alanine was investigated in aqueous solution at 130 °C and pH 5. The reactivity of both carbohydrates was compared in regards of their degradation, browning, and antioxidant activity. In order to identify relevant differences in the reaction pathways, the concentrations of selected intermediates such as 1,2-dicarbonyl compounds, furans, furanones, and pyranones were determined. It was found, that the degradation of maltose predominantly yields 1,2-dicarbonyls that still carry a glucosyl moiety and thus subsequent reactions to HMF, furfural, and 2-acetylfuran are favored due to the elimination of d-glucose, which is an excellent leaving group in aqueous solution. Consequently, higher amounts of these heterocycles are formed from maltose. 3-deoxyglucosone and 3-deoxygalactosone represent the only relevant C6-1,2-dicarbonyls in maltose incubations and are produced in nearly equimolar amounts during the first 60 min of heating as byproducts of the HMF formation.

Maltol and homolog preparation method by means of molecular oxygen oxidation

-

Paragraph 0028-0032; 0058-0062, (2017/09/26)

The invention provides a maltol and homolog preparation method by means of molecular oxygen oxidation. The method comprises the following steps of charging, a first-stage oxidation reaction, a second-stage oxidation reaction and hydrolysis. According to the first-stage oxidation reaction, alpha-furyl alcohol is used as a raw material, gas with an oxygen content of 15%-85% is used as an oxidizing agent, a heteroatom molecular sieve and basic resin are used as a composite catalyst in a solvent, and an oxidizing ring opening rearrangement reaction is conducted at the temperature of 50-160 DEG C; according to the second-stage oxidation reaction, the temperature drops to 10-40 DEG C, gas with an oxygen content of 90% or above is pumped in, an epoxidation reaction is conducted, and the temperature of the reaction is kept for 0.5-3 h. According to the method, the production yield reaches 50% or above, and the production yield reaches 67% or above in the condition of optimization; the oxidation reaction conducted by using molecular oxygen has the advantages of energy conservation, low cost and environmental protection, and recycling and application of the catalysts are easier to achieve by means of the composite catalyst made from the heteroatom molecular sieve and the basic resin.

A process for the separation of methyl maltol

-

Paragraph 0042; 0043, (2016/10/20)

The invention provides a methyl maltol separating method. Methyl maltol in a methyl maltol crude product and barium hydroxide or barium oxide perform selective reaction to generate barium methyl maltol; after water washing and centrifugal filtration, the barium methyl maltol reacts with sodium sulfate to generate barium sulfate precipitate and sodium methyl maltol; centrifugal filtration is performed again, and a sodium methyl maltol solution and barium sulfate are obtained; the sodium methyl maltol solution is subjected to acidification, crystallization and centrifugal filtration to obtain a methyl maltol solid and a sodium sulfate water solution; and the methyl maltol solid is recrystallized and dried to obtain a finished product, and the sodium sulfate solution is circularly used. According to the method, carbonization and decomposition of methyl maltol due to high-temperature sublimation with a conventional separating method are avoided, and the yield of methyl maltol is increased to be higher than 95% from 85%-88%.

Investigation of self-immolative linkers in the design of hydrogen peroxide activated metalloprotein inhibitors

Jourden, Jody L. Major,Daniel, Kevin B.,Cohen, Seth M.

supporting information; experimental part, p. 7968 - 7970 (2011/08/07)

A series of self-immolative boronic ester protected methyl salicylates and metal-binding groups with various linking strategies have been investigated for their use in the design of matrix metalloproteinase proinhibitors.

Process route upstream and downstream products

Process route

4-(α-D-glocopyranosyloxy)-2-hydroxy-2-methyl-2H-pyran-3(6H)-one
95263-68-6

4-(α-D-glocopyranosyloxy)-2-hydroxy-2-methyl-2H-pyran-3(6H)-one

Maltol
118-71-8

Maltol

β-D-glucose
492-61-5

β-D-glucose

Conditions
Conditions Yield
enzymic hydrolysis;
Maltol
118-71-8

Maltol

2-hydroxy-3-methylcyclopent-2-en-1-one
80-71-7

2-hydroxy-3-methylcyclopent-2-en-1-one

levoglucosan
498-07-7

levoglucosan

Conditions
Conditions Yield
With air; at 400 - 450 ℃; Formation of xenobiotics;
D-maltose
69-79-4

D-maltose

furfural
98-01-1

furfural

1-(2-furyl)-1-ethanone
1192-62-7,80145-44-4

1-(2-furyl)-1-ethanone

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Maltol
118-71-8

Maltol

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one
28564-83-2

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one

D-glucose
50-99-7

D-glucose

1-deoxymaltosone

1-deoxymaltosone

3-deoxymaltosone

3-deoxymaltosone

3-deoxypentos-2-ulose

3-deoxypentos-2-ulose

1,4-dideoxyhexosulose

1,4-dideoxyhexosulose

Conditions
Conditions Yield
With L-alanin; In water; at 130 ℃; for 5h; pH=5.0; Time; Sealed tube;
1-(N-L-triptophanyl)-1-deoxy-D-fructose
87251-66-9

1-(N-L-triptophanyl)-1-deoxy-D-fructose

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Maltol
118-71-8

Maltol

isomaltol
3420-59-5

isomaltol

α-carboline
244-76-8

α-carboline

Conditions
Conditions Yield
In water; at 95 ℃; under 750.06 - 450036 Torr; Rate constant; Product distribution; various pressure; ΔV*;
D-maltose
69-79-4

D-maltose

furfural
98-01-1

furfural

1-(2-furyl)-1-ethanone
1192-62-7,80145-44-4

1-(2-furyl)-1-ethanone

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Maltol
118-71-8

Maltol

isomaltol
3420-59-5

isomaltol

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one
28564-83-2

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one

D-glucose
50-99-7

D-glucose

1-deoxymaltosone

1-deoxymaltosone

3-deoxymaltosone

3-deoxymaltosone

1-deoxy-2,3-D-erythro-hexo-2,3-diulose

1-deoxy-2,3-D-erythro-hexo-2,3-diulose

3-deoxypentos-2-ulose

3-deoxypentos-2-ulose

1,4-dideoxyhexosulose

1,4-dideoxyhexosulose

Conditions
Conditions Yield
With L-lysine; In water; at 130 ℃; for 5h; pH=5.0; Sealed tube;
D-maltose
69-79-4

D-maltose

furfural
98-01-1

furfural

1-(2-furyl)-1-ethanone
1192-62-7,80145-44-4

1-(2-furyl)-1-ethanone

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Maltol
118-71-8

Maltol

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one
28564-83-2

2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one

D-glucose
50-99-7

D-glucose

1-deoxymaltosone

1-deoxymaltosone

3-deoxymaltosone

3-deoxymaltosone

3-deoxypentos-2-ulose

3-deoxypentos-2-ulose

Conditions
Conditions Yield
With L-proline; In water; at 130 ℃; for 5h; pH=5.0; Sealed tube;
1-(2-furyl)ethanol
4208-64-4

1-(2-furyl)ethanol

Maltol
118-71-8

Maltol

Conditions
Conditions Yield
With tert-butylhypochlorite; In acetic acid; 1.) 25 deg C, 2 h, 2.) 90 deg C, 4 h;
75%
With chlorine; In methanol; water; 1.) -5 deg C; 2.) 90-95 deg C, 3.5 h;
71%
With chlorine; In methanol; water; at 90 - 95 ℃; for 3.5h;
71%
1-(2-furyl)ethanol; With oxygen; In ethanol; at 110 ℃; for 2h; Molecular sieve;
With oxygen; In ethanol; at 30 ℃; for 2.5h;
With sulfuric acid; In water; at 95 ℃; for 2.5h; pH=2.5 - 3; Solvent; Temperature;
65.73%
In tetrahydrofuran; water; bromine;
53%
Multi-step reaction with 2 steps
1: Cl2 / methanol; H2O / 1.) -10 deg C; 2.) 25 deg C, 16 h
2: 66 percent / acetic acid / 1.5 h / Heating
With chlorine; acetic acid; In methanol; water;
With bromine; chlorine; In tetrahydrofuran; water;
With sodium hypochlorite; chlorine; In tetrahydrofuran; water;
methyl maltol barium

methyl maltol barium

Maltol
118-71-8

Maltol

barium sulfate

barium sulfate

Conditions
Conditions Yield
With sodium sulfate; In water; at 26 ℃; for 3h; Temperature; Time; Concentration;
88.5%
99.8%
C<sub>6</sub>H<sub>8</sub>O<sub>4</sub>

C6H8O4

Maltol
118-71-8

Maltol

Conditions
Conditions Yield
With sodium hydroxide; In water; at -5 - 30 ℃; pH=2 - 3;
80.5%
6-methoxy-2-methyl-2H-pyran-3(6H)-one
41728-10-3

6-methoxy-2-methyl-2H-pyran-3(6H)-one

Maltol
118-71-8

Maltol

Conditions
Conditions Yield
With chlorine; In acetic acid; 1.) 10 deg C, 30 min; 2.) reflux 1.5 h;
56%
With sodium hydroxide; chlorine; In water; acetic acid;
56%
Multi-step reaction with 2 steps
1: Cl2, triethylamine / CH2Cl2 / 1.) -10 deg C, 30 min; 2.) 10 deg C, 25 min
2: 66 percent / acetic acid / 1.5 h / Heating
With chlorine; acetic acid; triethylamine; In dichloromethane;

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