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6-Methylcoumarin

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6-Methylcoumarin Basic information

Product Name:
6-Methylcoumarin
CAS:
92-48-8
MF:
C10H8O2
MW:
160.17
EINECS:
202-158-8
Mol File:
92-48-8.mol
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6-Methylcoumarin Chemical Properties

Melting point:
73-76 °C(lit.)
Boiling point:
303 °C725 mm Hg(lit.)
Density 
1.0924 (rough estimate)
FEMA 
2699 | 6-METHYLCOUMARIN
refractive index 
1.5300 (estimate)
Flash point:
303°C/725mm
JECFA Number
1172
BRN 
4222
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 Information

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).

MSDS

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6-Methylcoumarin Usage And Synthesis

Description

6-Methylcoumarin has a somewhat dry, herbaceous (tonka-like) odor. It is also characterized as a delicate fig or date sweetness. It has an almost bitter taste above 50 ppm, turning sweet and vanillalike at lower levels. 6-Methylcoumarin may be prepared by heating 6-methyl coumarin-3-carboxylic acid to 300 - 340°C; by condensation of p-cresol-disulfonic acid with fumaric acid in the presence of H2S04; by condensation of p-homosalicyclic aldehyde with malonic acid in the presence of aniline, followed by heating to form the lactone; from salicylaldehyde with propionic anhydride and sodium propionate.

Chemical Properties

6-Methylcoumarin 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.

Chemical Properties

WHITE TO ALMOST WHITE CRYSTALLINE POWDER

Occurrence

Has apparently not been reported to occur in nature

Uses

6-Methylcoumarin is a synthetic fragrance in cosmetics, toiletries and soaps.

Uses

Perfumes, flavoring.

Definition

ChEBI: A member of the class of coumarins that is coumarin in which the hydrogen at position 6 is replaced by a methyl group.

Preparation

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.

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.

General Description

White crystals with a flavor of vanilla. Insoluble in water.

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.

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

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6-MethylcoumarinSupplierMore

Wuhan Yuancheng Gongchuang Technology Co., Ltd. Gold
Tel:
Email:
yc-tang@yccreate.com;yc-tang@yccreate.com
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
future industrial shanghai co., ltd
Tel:
400-0066-400;021-60496031
Email:
sales@jonln.com;sales@jonln.com
Alfa Aesar
Tel:
400-610-6006; 021-67582000
Email:
saleschina@alfa-asia.com
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