6-Methylcoumarin

ChemicalBook > CAS DataBase List > 6-Methylcoumarin

6-Methylcoumarin

Product Name: 6-Methylcoumarin
CAS No.: 92-48-8
Chemical Name: 6-Methylcoumarin
Synonyms: 6-Methyl;METHYL COUMARIN;2H-1-BENZOPYRAN-2-ONE, 6-METHYL-;6-MC;Toncarine;6-methyl-coumari;6-Methyl-2-oxochronene;6-METHYL-2H-CHROMEN-2-ONE;pralina;toncair
CBNumber: CB8691534
Molecular Formula: C10H8O2
Formula Weight: 160.17
MOL File: 92-48-8.mol

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6-Methylcoumarin Property

Melting point:: 73-76 °C (lit.)
Boiling point:: 303 °C/725 mmHg (lit.)
Density: 1.0924 (rough estimate)
refractive index: 1.5300 (estimate)
FEMA: 2699 | 6-METHYLCOUMARIN
Flash point:: 303°C/725mm
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO : ≥ 125 mg/mL (780.42 mM)
form: powder to crystal
color: White to Almost white
Odor: at 1.00 % in dipropylene glycol. coconut creamy powdery coumarinic tonka cinnamyl vanilla floral earthy
Odor Type: coconut
JECFA Number: 1172
BRN: 4222
LogP: 1.85
CAS DataBase Reference: 92-48-8(CAS DataBase Reference)
NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 6-methyl-(92-48-8)
EPA Substance Registry System: 6-Methylcoumarin (92-48-8)

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Safety

Hazard Codes: Xn
Risk Statements: 22-42/43
Safety Statements: 22-36/37-45
WGK Germany: 3
RTECS: GN7792000
TSCA: Yes
HS Code: 29321900
Hazardous Substances Data: 92-48-8(Hazardous Substances Data)
Toxicity: The acute oral LD₅₀ value in rats was reported to be 1.68 g/kg (1.43-1.93 g/kg) (Moreno, 1973). The acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Moreno, 1973).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W269905
Product name: 6-Methylcoumarin
Purity: ≥99%, FCC, FG
Packaging: 1kg
Price: $219
Updated: 2024/03/01

Sigma-Aldrich

Product number: W269905
Product name: 6-Methylcoumarin
Purity: ≥99%, FCC, FG
Packaging: 5kg
Price: $900
Updated: 2024/03/01

Sigma-Aldrich

Product number: M36203
Product name: 6-Methylcoumarin
Purity: ≥99%
Packaging: 5g
Price: $39.7
Updated: 2024/03/01

Sigma-Aldrich

Product number: W269905
Product name: 6-Methylcoumarin
Purity: ≥99%, FCC, FG
Packaging: 100g
Price: $75.4
Updated: 2023/06/20

Sigma-Aldrich

Product number: 69391
Product name: 6-Methylcoumarin
Purity: analytical standard
Packaging: 100mg
Price: $60.8
Updated: 2022/05/15

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6-Methylcoumarin Chemical Properties,Usage,Production

Chemical Properties

6-methylcoumarin is a white to almost white crystalline powder with has a somewhat coconut-like odor. the odor is also characterized as having a delicate fig or date sweetness. it has an almost bitter taste above 50 ppm, turning sweet and vanilla-like at lower levels. soluble in benzene, hot ethanol and non-volatile oil, insoluble in hot water.

Occurrence

Has apparently not been reported to occur in nature

Uses

6-Methylcoumarin is a synthetic fragrance in cosmetics, toiletries and soaps. It mainly used to prepare flavors such as coconut, vanilla and caramel.

Preparation

6-methylcoumarin is synthesized from p-cresol and fumaric acid. Preheat 72% sulfuric acid to 80 °C, add a mixture of fumaric acid and p-cresol, keep the reaction at 160-170 °C for 3-4 hours, cool, pour into crushed ice to precipitate a precipitate, and filter. The filtrate was extracted with benzene, and after adding benzene, the obtained crude product was subjected to vacuum distillation to obtain 6-methylcoumarin.
synthesis of 6-methylcoumarin: By heating 6-methyl coumarin-3-carboxylic acid to 300 to 340°C; by condensation of p-cresol-disulfonic acid with fumaric acid in the presence of H2SO4; by condensation of p-homosalicyclic aldehyde with malonic acid in the presence of aniline, followed by heating for the lactone; from salicylaldehyde with propionic acid anhydride and sodium propionate.

Definition

ChEBI: 6-methylcoumarin is a member of the class of coumarins that is coumarin in which the hydrogen at position 6 is replaced by a methyl group. It has a role as a fragrance and an allergen.

Aroma threshold values

Aroma characteristics at 1.0%: sweet vanilla cake, creamy, coconut, coumarin-like and powdery, with herbaceous hay and tonka-like nuances.

Taste threshold values

Taste characteristics at 5 ppm: coconut, sweet vanilla, dairy creamy, hay-like with anisic and coumarin nuances.

Synthesis Reference(s)

Tetrahedron, 62, p. 6918, 2006 DOI: 10.1016/j.tet.2006.04.080

General Description

6-methylcoumarin appears as white crystals with a flavor of vanilla. Insoluble in water. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Ketones, such as 6-Methylcoumarin, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Fire Hazard

6-Methylcoumarin is combustible.

Biochem/physiol Actions

Taste at 5 ppm

Safety Profile

Poison by subcutaneous route. Moderately toxic by ingestion. A skin irritant. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

6-Methylcoumarin Preparation Products And Raw materials

Raw materials

Coumarin-3-carboxylic acid Fumaric acid Salicylaldehyde Sulfurous Acid Propionic anhydride Sodium propionate

Preparation Products

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View Lastest Price from 6-Methylcoumarin manufacturers

Shandong Deshang Chemical Co., Ltd.

Product: 6-Methylcoumarin 92-48-8
Price: US $10.00-7.00/kg
Min. Order: 1kg
Purity: 99.99%
Supply Ability: 10 tons
Release date: 2024-06-13

Hebei Kingfiner Technology Development Co.Ltd

Product: 6-METHYLCOUMARIN 92-48-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 50000kg
Release date: 2024-05-21

Shaanxi Dideu Medichem Co. Ltd

Product: 6-Methylcoumarin 92-48-8
Price: US $0.10/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2020-04-21

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CH3C6H3CHCHCOO

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