Methyl anisate

Methyl anisate Basic information
Product Name:Methyl anisate
Synonyms:P-ANISIC ACID METHYL ESTER;RARECHEM AL BF 0083;METHYLPARA-METHOXYBENZOATE;Methyl-p-anisat;Methyl 4-methoxybenzoate, 98+%;METHYL ANISATE, NATURAL;Methyl anisate,99%;P-Methoxy-Benzoicacimethylest
CAS:121-98-2
MF:C9H10O3
MW:166.17
EINECS:204-513-2
Product Categories:Aromatic Esters;bc0001
Mol File:121-98-2.mol
Methyl anisate Structure
Methyl anisate Chemical Properties
Melting point 47-51 °C (lit.)
Boiling point 244-245 °C (lit.)
density 1.1708 (rough estimate)
FEMA 2679 | METHYL ANISATE
refractive index 1.5224 (estimate)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform, Methanol (Slightly)
form Solid
color Plates from alcohol. Flakes from EtOH or Et2O
Odorat 100.00 %. herbal anise sweet
Odor Typeanisic
Water Solubility 643.1mg/L(20 ºC)
JECFA Number884
BRN 2208571
LogP2.27
CAS DataBase Reference121-98-2(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 4-methoxy-, methyl ester(121-98-2)
EPA Substance Registry SystemBenzoic acid, 4-methoxy-, methyl ester (121-98-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 2
RTECS BZ4925000
TSCA Yes
HS Code 29189900
ToxicityLD50 orl-rat: >5 g/kg FCTXAV 14,481,76
MSDS Information
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Methyl anisate English
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ACROS English
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Methyl anisate Usage And Synthesis
DescriptionMethyl anisate is the methyl ester of p-anisic acid.
Chemical PropertiesMethyl anisate has a herbaceous, anise-like odor and a sweet taste similar to melon.
Chemical PropertiesMethyl anisate has an herbaceous, anise-like odor and a sweet taste similar to melon.
Chemical Propertieswhite crystalline mass
OccurrenceReported found in the mushroom variety Trametes graveolens, feyoa fruit and peel (Feijoa sellowiana), white wine, cocoa, tea, guava, starfruit, Bourbon vanilla, Tahiti vanilla, mountain papaya, sapodilla fruit and Illicium verum.
UsesMethyl p-anisate has been used as a standard for the quantification of odorant compounds in French mimosa absolute oil by GC-Sniffing.
PreparationBy esterification of anisic acid with methanol or from sodium anisate, dimethyl sulfate and small amounts of methanol.
DefinitionChEBI: A benzoate ester obtained by the formal condensation of the carboy group of 4-methoxybenzoic acid with methanol.
Aroma threshold valuesAroma characteristics at 10.0%: sweet, creamy, anisic vanillalike, slightly spicy, woody and powdery heliotropine-like.
Taste threshold valuesTaste characteristics at 10 ppm: spicy, sweet, anisic-like with a woody vanilla, licorice and methyl salicylate nuances and with a lingering sweet coumarin vanilla aftertaste.
Synthesis Reference(s)Tetrahedron Letters, 33, p. 1959, 1992 DOI: 10.1016/0040-4039(92)88113-J
General DescriptionMethyl p-anisate is a volatile compound released from Mycobacterium tuberculosis and is detected in the breath of tuberculosis patients. It is a potential biomarker for mycobacteria.
Biochem/physiol ActionsTaste at 10 ppm
Safety ProfileLow toxicity by ingestion and skincontact. A skin irritant. When heated todecomposition it emits acrid smoke and irritating fumes.
Purification MethodsDistil the ester and/or crystallise it from EtOH. [Beilstein 10 H 159, 10 III 297, 10 IV 360.]
3,4-Dimethoxybenzoic acid 2,6-Dimethoxybenzoic acid Methyl 2-bromobenzoate Methyl 3,5-Dimethoxybenzoic acid Parathion-methyl Tribenuron methyl Methyl 4-methylbenzoate 2,3-Dimethoxybenzoic acid Methyl 4-(bromomethyl)benzoate p-Anisic acid Thiophanate-methyl Pirimiphos-methyl 3-BROMO-4-METHOXYBENZOIC ACID Methyl salicylate Methyl acrylate Methyl acetate Methyl bromide

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