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Methyl anthranilate

Methyl anthranilate

Identifiers
CAS number	134-20-3
SMILES	Nc1c(C(OC)=O)cccc1
Properties
Molecular formula	C₈H₉NO₂
Molar mass	151.165
Melting point	24 °C
Boiling point	256 °C
Hazards
Flash point	104 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Methyl anthranilate, also known as MA, methyl 2-aminobenzoate or carbomethoxyaniline, is an ester of anthranilic acid. Its chemical formula is C₈H₉NO₂. It is a clear to pale yellow liquid with melting point 24 °C and boiling point 256 °C. It shows a light blue fluorescence. It is very slightly soluble in water, and soluble in ethanol and propylene glycol. It is insoluble in paraffin oil and glycerol. It is combustible, with flash point at 104 °C. At full concentration, it has fruity grape smell; at 25 ppm it has sweet fruity concord grape like smell with a musty and berry nuance.[1]

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Methyl anthranilate acts as a bird repellent. It is food-grade and can be used to protect corn, sunflowers, rice, fruit, and golf courses.

Methyl anthranilate naturally occurs in the Concord grapes, and in bergamot, champaca, gardenia, jasmine, lemon, mandarin, neroli, oranges, rue oil, strawberry, tuberose, and ylang ylang. It is used for flavoring of candy, soft drinks (eg. grape soda), gums, and drugs. FDA considers it generally recognized as safe.

Dimethyl anthranilate (DMA) has a similar effect.

Categories: Aromatic amines | Carboxylate esters