Welcome to LookChem.com Sign In|Join Free

CAS

  • or

118-71-8

Post Buying Request

118-71-8 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

118-71-8 Usage

Description

Different sources of media describe the Description of 118-71-8 differently. You can refer to the following data:
1. 3-hydroxy-2-methyl-4h-pyran-4-one (also named as Maltol, Larixinic acid, Palatone and Veltol) is a natural compound. Maltol is found in chicory, roasted malt, breads, milk, heated butter, uncured smoked pork, cocoa, coffee, roasted barley, roasted peanuts, roasted filbert, soybean, in the bark of larch tree, in pine needles, and in roasted malt (from which it gets its name) etc.? It has the odor of cotton candy and caramel. Maltol is widely used as flavor enhancer to improve mouthfeel and to enhance flavor of candy and baked foods in food production and of soft drinks in beverage industry. It is used as intermediate in pharmaceutical for medicine manufacturing. It is used as flavoring agent in cosmetic and personal care industries to enhance flavor. According to FEEDAP Panel, maltol is safe to be added to feed for all animal species at the normal use level of 5 mg/kg feed.
2. Maltol has a warm, sweet, fruity odor and a jam-like odor in solution. It may be prepared by alkaline hydrolysis of streptomycin salts; also from piperidine to pyromeconic acid and subsequent methylation at the 2 position.

References

[1] https://en.wikipedia.org/wiki/Maltol [2] http://onlinelibrary.wiley.com/doi/10.2903/j.efsa.2016.4619/full [3] http://www.foodchemadditives.com/applications-uses/1694

Chemical Properties

Different sources of media describe the Chemical Properties of 118-71-8 differently. You can refer to the following data:
1. Maltol has a caramel–butterscotch odor and in solution it has a jam-like odor. This compound is also reported to have a suggestive of fruity, strawberry aroma in dilute solution.
2. White, crystalline powder; characteristic caramel-butterscotch odor and suggestive of a fruity-strawberry aroma in dilute solution. Melting range 160–164C. Slightly soluble in water; more soluble in alcohol and propylene glycol.
3. White crystalline solid with a characteristic, caramel-like odor and taste. In dilute solution it possesses a sweet, strawberry-like or pineapple-like flavor and odor.
4. Maltol occurs in pine needles and the bark of young larch trees. It is produced when cellulose or starch is heated and is a constituent of wood tar oils. It forms crystals (mp 162–164°C) with a caramel-like odor, reminiscent of freshly baked cakes.

Occurrence

Reported found in the bark of young larch trees (Pinus larix), pine needles (Abies alba), chicory, wood tars and oils, and roasted malt. Also reported found in wheat and rye bread, milk, butter, smoked pork, beer, cocoa, coffee, roasted barley, filberts, peanuts, soybean, beans, tamarind, licorice, sake, malt, dried bonito, clam and cocoa liquor.

Uses

Different sources of media describe the Uses of 118-71-8 differently. You can refer to the following data:
1. Maltol may be used as an analytical reference standard for the quantification of the analyte in:Synthetic and commercial food samples using UV–Vis spectrophotometry with chemometrics methods.Food and beverage matrices using FIA-direct chemiluminescence procedure.
2. A fragrance molecule used in flavor enhancers and fragrances.
3. Flavoring agent, to impart "freshly baked" odor and flavor to bread and cakes.

Definition

ChEBI: A natural product found in Cordyceps sinensis.

Preparation

Maltol may be produced synthetically starting from kojic acid . Alternatively, it can be isolated from beechwood tar or from extracts of needles from the genus Abies. Commercially available extracts fromAbies balsamea needles, which are also used as flavor and fragrance materials, usually contain 3–8% maltol. It is used in aroma compositions with a caramel note and as a taste intensifier in, for example, fruit flavors (particularly in strawberry flavor compositions).

Production Methods

Maltol is mainly isolated from naturally occurring sources such as beechwood and other wood tars; pine needles; chicory; and the bark of young larch trees. It may also be synthesized by the alkaline hydrolysis of streptomycin salts or by a number of other synthetic methods.

Aroma threshold values

Detection: 29 ppb

Taste threshold values

Taste characteristics at 100 ppm: sweet, caramellic, cotton candy, with jamy fruity and berry notes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 1109, 1980 DOI: 10.1021/jo01294a037Tetrahedron Letters, 17, p. 1363, 1976 DOI: 10.1016/S0040-4039(00)78065-8

Toxicity evaluation

The acute oral LD50 in rats was reported to be 2.33 g/kg (1.57-3.09 g/kg) (Moreno, 1974). The acute oral 7-day LD50s in mice, rats and chicks were reported to be 848, 1440 and 3720 mg/kg, respectively (Gralla, Stebbins, Coleman & Delahunt, 1969). Acute oral LD50 values were found to be 550 mg/kg in mice, 1620 mg/kg in rabbits and 1410 mg/kg in guinea-pigs (Dow Chemical Company, 1967). The acute sc LD50 in mice was found to be 820 mg/kg. Sc injection of 400 mg/kg resulted in decreased spontaneous activity, bradycardia, hypothermia, skeletal-muscle relaxation and diminution of pinna, corneal, and ipsilateral flexor reflexes (Aoyagi, Kimura & Murata, 1974). Because of a lack of sample, 5 g/kg could only be applied to one rabbit in the dermal LD50 study, but this dosage was not lethal in the one rabbit (Moreno, 1974).

General Description

White crystalline powder with a fragrant caramel-butterscotch odor. pH (5% aqueous solution) 5.3.

Air & Water Reactions

May be sensitive to prolonged exposure to light and air. Somewhat soluble in water at room temperature. Freely soluble in hot water [Merck]. Slightly soluble in cold water.

Reactivity Profile

3-Hydroxy-2-methyl-4H-pyran-4-one is weakly acidic. Reacts with bases. May react with reducing agents. Volatile with steam.

Fire Hazard

Flash point data on 3-Hydroxy-2-methyl-4H-pyran-4-one are not available; however, 3-Hydroxy-2-methyl-4H-pyran-4-one is probably combustible.

Flammability and Explosibility

Notclassified

Pharmaceutical Applications

Maltol is used in pharmaceutical formulations and food products as a flavoring agent or flavor enhancer. In foods, it is used at concentrations up to 30 ppm, particularly with fruit flavorings, although it is also used to impart a freshly baked odor and flavor to bread and cakes. When used at concentrations of 5–75 ppm, maltol potentiates the sweetness of a food product, permitting a reduction in sugar content of up to 15% while maintaining the same level of sweetness. Maltol is also used at low levels in perfumery.

Pharmacology

In mice, spontaneous motor activity was depressed by sc injection oi relatively low doses of maltol (75 mg/kg), hexobarbitone sleeping time was prolonged by sc or oral administration of 300 mg/kg, and convulsions induced by pentylenetetrazole or strychnine were inhibited by sc injection of toxic doses (500 mg/kg), but 1 mM concentrations of maltol had no effect on oxygen uptake by slices of the brain cortex of the rat (Aoyagi et al. 1974).

Safety Profile

Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. A skin irritant. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

Maltol is generally regarded as an essentially nontoxic and nonirritant material. In animal feeding studies, it has been shown to be well tolerated with no adverse toxic, reproductive, or embryogenic effects observed in rats and dogs fed daily intakes of up to 200mg/kg body-weight of maltol, for 2 years.The WHO has set an acceptable daily intake for maltol at up to 1mg/kg body-weight.A case of allergic contact dermatitis, attributed to the use of maltol in a lip ointment, has been reported. LD50 (chicken, oral): 3.72 g/kg LD50 (guinea pig, oral): 1.41 g/kg LD50 (mouse, oral): 0.85 g/kg LD50 (mouse, SC): 0.82 g/kg LD50 (rabbit, oral): 1.62 g/kg LD50 (rat, oral): 1.41 g/kg

Synthesis

By alkaline hydrolysis of streptomycin salts; also from piperdine to pyromeconic acid and subsequent methylation at the 2 position.

Metabolism

Maltol is rapidly and extensively metabolized in the dog and excreted by the conjugation pathway common to phenolic compounds. Rennhard (1971) reported that 57% of an iv dose was recovered in 24 hr, 88% of the total excretion occurring in the first 6 hr and 65-70% of the dose administered being recovered as sulphate and glucuronide conjugates

storage

Maltol solutions may be stored in glass or plastic containers. The bulk material should be stored in a well-closed container, protected from light, in a cool, dry place.

Purification Methods

It crystallises from CHCl3, toluene, aqueous 50% EtOH or H2O, and is volatile in steam. It can be readily sublimed in a vacuum. It forms a Cu2+ complex. [Beilstein 17 III/IV 5916, 18/1 V 114.]

Incompatibilities

Concentrated solutions in metal containers, including some grades of stainless steel, may discolor on storage.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral solutions and syrups). Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 118-71-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 118-71:
(5*1)+(4*1)+(3*8)+(2*7)+(1*1)=48
48 % 10 = 8
So 118-71-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3

118-71-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A10735)  3-Hydroxy-2-methyl-4-pyrone, 99%   

  • 118-71-8

  • 25g

  • 333.0CNY

  • Detail
  • Alfa Aesar

  • (A10735)  3-Hydroxy-2-methyl-4-pyrone, 99%   

  • 118-71-8

  • 100g

  • 1106.0CNY

  • Detail
  • USP

  • (1375003)  Maltol  United States Pharmacopeia (USP) Reference Standard

  • 118-71-8

  • 1375003-4G

  • 4,588.74CNY

  • Detail

118-71-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Hydroxy-2-methyl-4H-pyran-4-one

1.2 Other means of identification

Product number -
Other names MALTENE

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:118-71-8 SDS

118-71-8Synthetic route

methyl maltol barium

methyl maltol barium

A

Maltol
118-71-8

Maltol

B

barium sulfate

barium sulfate

Conditions
ConditionsYield
With sodium sulfate In water at 26℃; for 3h; Temperature; Time; Concentration;A 88.5%
B 99.8%
C15H26O3Si
1198597-46-4

C15H26O3Si

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 20h;92%
3-((tert-butyldimethylsilyl)oxy)-2-methyl-4H-pyran-4-one
152547-41-6

3-((tert-butyldimethylsilyl)oxy)-2-methyl-4H-pyran-4-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 8h; Inert atmosphere;90%
C6H8O4

C6H8O4

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With sodium hydroxide In water at -5 - 30℃; pH=2 - 3;80.5%
1-(2-furyl)ethanol
4208-64-4

1-(2-furyl)ethanol

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
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; Rearrangement;71%
4,6-dimethoxy-2-methyl-2H-pyran-3(6H)-one
63493-69-6

4,6-dimethoxy-2-methyl-2H-pyran-3(6H)-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 0.333333h;74%
2-(1-hydroxyethyl)-2,3,5-trimethoxy-2,5-dihydrofuran
67171-01-1

2-(1-hydroxyethyl)-2,3,5-trimethoxy-2,5-dihydrofuran

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 4h;67%
In sulfuric acid67%
Multi-step reaction with 2 steps
1: 77 percent / formic acid / methanol / 0.17 h / 20 °C
2: 74 percent / 2M aq. H2SO4 / 0.33 h / 25 °C
View Scheme
trans-4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one
72690-06-3

trans-4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With acetic acid for 1.5h; Heating;66%
4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one
66212-70-2

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

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With acetic acid65%
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
ConditionsYield
With chlorine In acetic acid 1.) 10 deg C, 30 min; 2.) reflux 1.5 h;56%
With sodium hydroxide; chlorine In water; acetic acid56%
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
View Scheme
1-(2-furyl)ethanol
4208-64-4

1-(2-furyl)ethanol

A

Maltol
118-71-8

Maltol

B

potassium bromide

potassium bromide

Conditions
ConditionsYield
With sodium bromide; chlorine In tetrahydrofuran; waterA 55%
B n/a
4-bromo-6-hydroxy-2-methyl-2H-pyran-3(6H)-one
66187-06-2

4-bromo-6-hydroxy-2-methyl-2H-pyran-3(6H)-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
In phosphoric acid34%
6-ethoxy-4,5-epoxy-3-oxo-2-methyltetrahydropyran
60546-72-7

6-ethoxy-4,5-epoxy-3-oxo-2-methyltetrahydropyran

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
In water9.5%
methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose
2592-53-2

methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Ambient temperature;60 mg
3-(β-D-glucopyranosyloxy)-2-methyl-4H-pyran-4-one
20847-13-6

3-(β-D-glucopyranosyloxy)-2-methyl-4H-pyran-4-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With hydrogenchloride6 mg
With almond β-glucosidase at 37℃; for 1h; pH=7.5; aq. buffer; Enzymatic reaction;
3-(β-D-glucopyranosyloxy)-2-methyl-4H-pyran-4-one
20847-13-6

3-(β-D-glucopyranosyloxy)-2-methyl-4H-pyran-4-one

A

Maltol
118-71-8

Maltol

B

D-glucose
50-99-7

D-glucose

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;
soyasaponin βg
553664-53-2

soyasaponin βg

A

Maltol
118-71-8

Maltol

B

soyasaponin I
51330-27-9

soyasaponin I

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 4℃;A 4.4 mg
B 57.4 mg
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

A

Maltol
118-71-8

Maltol

B

β-D-glucose
492-61-5

β-D-glucose

Conditions
ConditionsYield
enzymic hydrolysis;
1-(N-L-triptophanyl)-1-deoxy-D-fructose
87251-66-9

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

A

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

5-hydroxymethyl-2-furfuraldehyde

B

Maltol
118-71-8

Maltol

C

isomaltol
3420-59-5

isomaltol

D

α-carboline
244-76-8

α-carboline

E

L-Tryptophan
73-22-3

L-Tryptophan

Conditions
ConditionsYield
In water at 95℃; under 750.06 - 450036 Torr; Rate constant; Product distribution; various pressure; ΔV*;
thymidine diphosphate 4-keto-6-deoxy-α-D-glucose
16752-71-9

thymidine diphosphate 4-keto-6-deoxy-α-D-glucose

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With potassium phosphate buffer for 0.333333h; pH=3.6; Decomposition;
cellulose

cellulose

A

Maltol
118-71-8

Maltol

B

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

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

C

levoglucosan
498-07-7

levoglucosan

Conditions
ConditionsYield
With air at 400 - 450℃; Oxidation; Formation of xenobiotics;
Eucalyptus grandis wood

Eucalyptus grandis wood

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
Decomposition; Formation of xenobiotics; pyrolysis;
trichloro-acetic acid 2-methyl-4-oxo-4H-pyran-3-yl ester

trichloro-acetic acid 2-methyl-4-oxo-4H-pyran-3-yl ester

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With lithium perchlorate; potassium carbonate In acetonitrile for 1.5h; Electrolysis; Hg cathode, Pt anode, -1.0 V (vs SCE);
isomaltol O-methyl ether
3420-58-4

isomaltol O-methyl ether

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 75 percent / NaHCO3, Br2 / methanol / 1.) -30 deg C; 2.) room temp., 2 h
2: 100 percent / NaBH4 / methanol / 15 - 25 °C
3: 67 percent / H2SO4 / 4 h / 25 °C
View Scheme
Multi-step reaction with 4 steps
1: 75 percent / NaHCO3, Br2 / methanol / 1.) -30 deg C; 2.) room temp., 2 h
2: 100 percent / NaBH4 / methanol / 15 - 25 °C
3: 77 percent / formic acid / methanol / 0.17 h / 20 °C
4: 74 percent / 2M aq. H2SO4 / 0.33 h / 25 °C
View Scheme
2-acetyl-2,3,5-trimethoxy-2,5-dihydrofuran
67171-02-2

2-acetyl-2,3,5-trimethoxy-2,5-dihydrofuran

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NaBH4 / methanol / 15 - 25 °C
2: 67 percent / H2SO4 / 4 h / 25 °C
View Scheme
Multi-step reaction with 3 steps
1: 100 percent / NaBH4 / methanol / 15 - 25 °C
2: 77 percent / formic acid / methanol / 0.17 h / 20 °C
3: 74 percent / 2M aq. H2SO4 / 0.33 h / 25 °C
View Scheme
2-methoxy-3,4-dichloro-6-methyl tetrahydropyran-5-one
71280-24-5

2-methoxy-3,4-dichloro-6-methyl tetrahydropyran-5-one

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With sodium hydroxide In sulfuric acid
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
In tetrahydrofuran; BrCl; water
1-(2-furyl)ethanol
4208-64-4

1-(2-furyl)ethanol

A

Maltol
118-71-8

Maltol

B

3-hydroxy-2-methyl-γ -pyrone (maltol)

3-hydroxy-2-methyl-γ -pyrone (maltol)

Conditions
ConditionsYield
In tetrahydrofuran; water; chlorine
2-(1-hydroxyethyl)-3-methoxy furan

2-(1-hydroxyethyl)-3-methoxy furan

Maltol
118-71-8

Maltol

Conditions
ConditionsYield
With chlorine In methanol; water
Maltol
118-71-8

Maltol

benzyl bromide
100-39-0

benzyl bromide

3-O-benzylmaltol
61049-69-2

3-O-benzylmaltol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1.25h; Inert atmosphere;100%
Stage #1: Maltol; benzyl bromide In N,N-dimethyl-formamide at 80℃; for 0.25h;
Stage #2: With potassium carbonate In N,N-dimethyl-formamide for 1h;
100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;100%
Maltol
118-71-8

Maltol

benzyl chloride
100-44-7

benzyl chloride

3-O-benzylmaltol
61049-69-2

3-O-benzylmaltol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 5h; Reflux;99.4%
With potassium carbonate In methanol for 1h; Reflux;98%
With sodium hydroxide In methanol Heating / reflux;95%
Maltol
118-71-8

Maltol

methyl iodide
74-88-4

methyl iodide

3-methoxy-2-methyl-4-pyrone
4780-14-7

3-methoxy-2-methyl-4-pyrone

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Reflux;99.4%
With potassium carbonate In acetone for 6h; Reflux;99%
With potassium carbonate In acetone for 3h; Reflux;99.4%
Maltol
118-71-8

Maltol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-((tert-butyldimethylsilyl)oxy)-2-methyl-4H-pyran-4-one
152547-41-6

3-((tert-butyldimethylsilyl)oxy)-2-methyl-4H-pyran-4-one

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0℃; Inert atmosphere;99%
With 1H-imidazole In dichloromethane at 23℃; for 2h; Inert atmosphere;99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
Maltol
118-71-8

Maltol

[ReOCl3(PPh3)2]

[ReOCl3(PPh3)2]

[ReOCl2(3-hydroxy-2-methyl-4H-pyran-4-one(1-))(PPh3)]

[ReOCl2(3-hydroxy-2-methyl-4H-pyran-4-one(1-))(PPh3)]

Conditions
ConditionsYield
In dichloromethane suspn. Ru colmplex and maltol in CH2Cl2 was refluxed for 4 h; soln. was kept at -15°C for 7 days, ppt. was filtered off, washedwith n-hexane and dried in vacuo; elem. anal.;99%
Maltol
118-71-8

Maltol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

C22H24O3Si

C22H24O3Si

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 23℃; for 1.5h; Inert atmosphere;99%
Maltol
118-71-8

Maltol

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

3-((4-methoxybenzyl)oxy)-2-methyl-4H-pyran-4-one

3-((4-methoxybenzyl)oxy)-2-methyl-4H-pyran-4-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux;99%
With potassium carbonate In acetone for 6h; Reflux;97%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 5h;65%
Maltol
118-71-8

Maltol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

3-((4-methoxybenzyl)oxy)-2-methyl-4H-pyran-4-one

3-((4-methoxybenzyl)oxy)-2-methyl-4H-pyran-4-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Reflux;99%
Maltol
118-71-8

Maltol

acetic anhydride
108-24-7

acetic anhydride

2-methyl-4-oxo-4H-pyran-3-yl acetate
28787-36-2

2-methyl-4-oxo-4H-pyran-3-yl acetate

Conditions
ConditionsYield
at 90℃; for 6h;98%
With acetic acid at 80℃; for 18h; Inert atmosphere;84%
With sodium acetate In chloroform at 125℃; under 2250.2 Torr; for 0.25h; Irradiation;75%
at 80℃; for 6h;
Maltol
118-71-8

Maltol

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)CoCl]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)CoCl]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)Co(maltolato)]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)Co(maltolato)]

Conditions
ConditionsYield
With (C2H5)3N In methanol; dichloromethane (C2H5)3N added to a soln. of Co complex, a soln. of ligand in MeOH added, stirred at room temp. under N2; evapd. (vac.), dissolved in C6H6, filtered, crystd. by diffusion of the soln. with pentane; elem. anal.;98%
Maltol
118-71-8

Maltol

vanadium(V) oxytriisopropoxide
5588-84-1

vanadium(V) oxytriisopropoxide

(malt)2V(V)(O)(O(i)Pr)
117624-61-0, 891865-72-8

(malt)2V(V)(O)(O(i)Pr)

Conditions
ConditionsYield
In acetonitrile at -20 - 20℃;98%
Maltol
118-71-8

Maltol

acetyl chloride
75-36-5

acetyl chloride

2-methyl-4-oxo-4H-pyran-3-yl acetate
28787-36-2

2-methyl-4-oxo-4H-pyran-3-yl acetate

Conditions
ConditionsYield
In ethanol at 100℃; for 6h; Temperature;97.02%
Maltol
118-71-8

Maltol

silver nitrate

silver nitrate

silver(I) 3-hydroxy-2-methyl-γ-pyranoate
620591-69-7

silver(I) 3-hydroxy-2-methyl-γ-pyranoate

Conditions
ConditionsYield
With triethylamine In ethanol; triethylamine; acetonitrile byproducts: NEt3*HNO3; a soln. of γ-pyranone in Et3N and EtOH were added dropwise under N2 to a soln. of AgNO3 in MeCN-EtOH in the dark at 25°C, the mixt.was stirred for 2 h; filtd., ppt. was washed with cold EtOH, filtrate evapd. under vac.; elem. anal.;97%
Maltol
118-71-8

Maltol

oxalic acid
144-62-7

oxalic acid

3-hydroxy-2-methyl-4-pyrone/oxalic acid 1:1 cocrystals

3-hydroxy-2-methyl-4-pyrone/oxalic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;97%
Maltol
118-71-8

Maltol

salicylic acid
69-72-7

salicylic acid

3-hydroxy-2-methyl-4-pyrone/salicylic acid 1:1 cocrystals
1325228-62-3

3-hydroxy-2-methyl-4-pyrone/salicylic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;97%
Maltol
118-71-8

Maltol

4-methoxy-phenyl-sulphonyl chloride
98-68-0

4-methoxy-phenyl-sulphonyl chloride

C13H12O6S

C13H12O6S

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.166667h;97%
Maltol
118-71-8

Maltol

oxotribromobis(triphenylphosphine)rhenium(V)
18703-07-6, 74741-94-9, 162117-95-5

oxotribromobis(triphenylphosphine)rhenium(V)

[ReOBr2(3-hydroxy-2-methyl-4H-pyran-4-one(1-))(PPh3)]

[ReOBr2(3-hydroxy-2-methyl-4H-pyran-4-one(1-))(PPh3)]

Conditions
ConditionsYield
In dichloromethane suspn. Ru colmplex and maltol in CH2Cl2 was refluxed for 4 h; soln. was kept at -15°C for 7 days, ppt. was filtered off, washedwith n-hexane and dried in vacuo; elem. anal.;96%
Maltol
118-71-8

Maltol

malic acid
617-48-1

malic acid

3-hydroxy-2-methyl-4-pyrone/malic acid 1:1 cocrystals

3-hydroxy-2-methyl-4-pyrone/malic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;96%
Maltol
118-71-8

Maltol

benzenesulfonic acid
98-11-3

benzenesulfonic acid

3,4-dihydroxy-2-methylpyrylium benzenesulfonate

3,4-dihydroxy-2-methylpyrylium benzenesulfonate

Conditions
ConditionsYield
In methanol for 1h; Reflux;96%
Maltol
118-71-8

Maltol

3-hydroxy-2-methylpyrid-4-one
17184-19-9

3-hydroxy-2-methylpyrid-4-one

Conditions
ConditionsYield
Stage #1: Maltol With ammonium hydroxide at 40℃; for 2h;
Stage #2: With ammonium carbonate at 40℃; for 10h; Reagent/catalyst; Temperature; Reflux;
95.7%
With ammonia In water for 10h; Reflux;85%
With ammonia In water for 10h; Reflux;79%
Maltol
118-71-8

Maltol

3-O-benzylmaltol
61049-69-2

3-O-benzylmaltol

Conditions
ConditionsYield
by a literature procedure;95%
Maltol
118-71-8

Maltol

ferric trimaltol

ferric trimaltol

Conditions
ConditionsYield
Stage #1: Maltol With sodium hydroxide In water pH=11.6 - 13.5;
Stage #2: With iron(III) chloride In water pH=7.1; Product distribution / selectivity;
95%
With ferric citrate; sodium carbonate In water at 20℃; pH=~ 9 - 11.6; Product distribution / selectivity;
With iron(II) gluconate; potassium hydroxide In water at 20℃; pH=~ 9 - 11.6; Product distribution / selectivity; Heating / reflux;
With sodium hydroxide; sodium iron(II) citrate In water Product distribution / selectivity;
With sodium hydroxide; sodium ferric citrate In water at 20℃; pH=~ 9 - 11.6; Product distribution / selectivity;
Maltol
118-71-8

Maltol

bis(3-hydroxy-2-methyl-4-pyronato)tin(II)
130294-04-1

bis(3-hydroxy-2-methyl-4-pyronato)tin(II)

Conditions
ConditionsYield
In toluene; acetonitrile Electrolysis; electrochemical oxidation of Sn (anode metal) in a CH3CN:toluene (1:1) soln. containing Et4NClO4 of 3-hydroxy-2-methyl-4-pyrone over a period of 1-2 h under N2; filtn., reducing of volume of soln., cooling, drying in vac., washing of yellow solid (EtOH), elem. anal.;95%
Maltol
118-71-8

Maltol

LACTIC ACID
849585-22-4

LACTIC ACID

3-hydroxy-2-methyl-4-pyrone/lactic acid 1:1 cocrystals
1325228-66-7

3-hydroxy-2-methyl-4-pyrone/lactic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;95%
Maltol
118-71-8

Maltol

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

3-hydroxy-4-methoxy-2-methylpyrylium trifluoromethanesulfonate

3-hydroxy-4-methoxy-2-methylpyrylium trifluoromethanesulfonate

Conditions
ConditionsYield
In dichloromethane for 4h; Reflux; Inert atmosphere;95%
In dichloromethane for 4h; Reflux;54%
Maltol
118-71-8

Maltol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

3-Methoxymethoxy-2-methyl-pyran-4-one
181647-78-9

3-Methoxymethoxy-2-methyl-pyran-4-one

Conditions
ConditionsYield
With diisopropylamine Ambient temperature;94%
Maltol
118-71-8

Maltol

5-(chloromethyl)-1,2,3-trimethoxybenzene
3840-30-0

5-(chloromethyl)-1,2,3-trimethoxybenzene

2-methyl-3-(3,4,5-trimethoxy-benzyloxy)-pyran-4-one

2-methyl-3-(3,4,5-trimethoxy-benzyloxy)-pyran-4-one

Conditions
ConditionsYield
tetra(n-butyl)ammonium hydroxide In dichloromethane; water Etherification; Heating;94%
Stage #1: Maltol With tetra(n-butyl)ammonium hydroxide In water at 20℃; for 1h;
Stage #2: 5-(chloromethyl)-1,2,3-trimethoxybenzene In dichloromethane for 24h; Heating;
Maltol
118-71-8

Maltol

methanesulfonic acid
75-75-2

methanesulfonic acid

3,4-dihydroxy-2-methylpyrylium methanesulfonate

3,4-dihydroxy-2-methylpyrylium methanesulfonate

Conditions
ConditionsYield
In methanol for 1h; Reflux;94%
Maltol
118-71-8

Maltol

glycolic Acid
79-14-1

glycolic Acid

3-hydroxy-2-methyl-4-pyrone/glycolic acid 1:1 cocrystals

3-hydroxy-2-methyl-4-pyrone/glycolic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;93%

118-71-8Relevant articles and documents

-

Weeks et al.

, p. 195,196-199 (1977)

-

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)

-

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

Matsuura,Hirao,Yoshida,et al.

, p. 4674 - 4677 (1984)

-

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.

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%.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 118-71-8