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92-48-8

Basic Information
CAS No.: 92-48-8
Name: 2H-1-Benzopyran-2-one,6-methyl-
Molecular Structure:
Molecular Structure of 92-48-8 (2H-1-Benzopyran-2-one,6-methyl-)
Formula: C10H8O2
Molecular Weight: 160.17
Synonyms: Coumarin,6-methyl- (6CI,7CI,8CI);6-MC;6-Methyl-2H-1-benzopyran-2-one;6-Methyl-2H-chromen-2-one;6-Methylbenzopyrone;6-Methylcoumarinic anhydride;NSC 5870;Toncarine;
EINECS: 202-158-8
Density: 1.2 g/cm3
Melting Point: 75-76 °C
Boiling Point: 304.6 °C at 760 mmHg
Flash Point: 124.3 °C
Solubility:
Appearance: white to almost white crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-42/43
Safety: 22-36/37-45
Transport Information:
PSA: 30.21000
LogP: 2.10140
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Consensus Reports

EPA Genetic Toxicology Program.6-METHYLCOUMARIN is  reported in EPA TSCA Inventory.

Specification

The IUPAC name of 6-Methylcoumarin is 6-methylchromen-2-one. With the CAS registry number 92-48-8 and EINECS 202-158-8, it is also named as 2H-1-Benzopyran-2-one, 6-methyl-. The product's categories are Pharmaceutical Raw Materials; Coumarins; Miscellaneous; Building Blocks; Heterocyclic Building Blocks; Alphabetical Listings; Flavors and Fragrances. It is white to almost white crystalline powder which is insoluble in cold water and slightly soluble in hot water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.85; (4)ACD/LogD (pH 7.4): 1.85; (5)ACD/BCF (pH 5.5): 15; (6)ACD/BCF (pH 7.4): 15; (7)ACD/KOC (pH 5.5): 241.79; (8)ACD/KOC (pH 7.4): 241.79; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.583; (14)Molar Refractivity: 44.59 cm3; (15)Molar Volume: 133.3 cm3; (16)Surface Tension: 44.2 dyne/cm; (17)Enthalpy of Vaporization: 54.49 kJ/mol; (18)Vapour Pressure: 0.000867 mmHg at 25°C; (19)Exact Mass: 160.05243; (20)MonoIsotopic Mass: 160.05243; (21)Topological Polar Surface Area: 26.3; (22)Heavy Atom Count: 12; (23)Complexity: 220.

Preparation of 6-Methylcoumarin: It can be obtained by p-cresol and fumaric acid. Preheating 72% sulfuric acid to 80 °C and adding the mixture of fumaric acid and p-cresol. Then reacting 3-4h at 160-170 °C. Cooled and poured into ice to precipitation. After filtration, the filtrate is extracted by benzene. Finally, using vacuum distillation to get crude product.

Uses of 6-Methylcoumarin: It is used in organic synthesis, preparation of perfume and cosmetics. It also can be used to produce 6-methyl-chromene-2-thione. This reaction needs reagent P2S5 and solvent toluene at temperature of 85 °C. The yield is 59%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also may cause sensitization by inhalation and skin contact. So people should not breathe dust. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C/2Oc1ccc(cc1\C=C\2)C
2. InChI:InChI=1/C10H8O2/c1-7-2-4-9-8(6-7)3-5-10(11)12-9/h2-6H,1H3

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 253mg/kg (253mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Yakugaku Zasshi. Journal of Pharmacy. Vol. 76, Pg. 186, 1956.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 605, 1976.
rat LD50 oral 1680mg/kg (1680mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 605, 1976.