ChemicalBook CAS DataBase List 3943-74-6

3943-74-6

Name	Methyl vanillate
CAS	3943-74-6
EINECS(EC#)	223-525-9
Molecular Formula	C9H10O4
MDL Number	MFCD00008438
Molecular Weight	182.17
MOL File	3943-74-6.mol

Synonyms

4-HYDROXY-3-METHOXYBENZOIC ACID METHYL ESTER METHYL 3-METHOXY-4-HYDROXYBENZOATE METHYL 4-HYDROXY-3-METHOXYBENZOATE METHYL VANILLATE RARECHEM AL BF 0101 TIMTEC-BB SBB008281 VANILLIC ACID METHYL ESTER 4-Hydroxy-3-methoxybenzoic acid methyl ester (methyl vanillate) 4-hydroxy-3-methoxy-benzoicacimethylester Benzoicacid,4-hydroxy-3-methoxy-,methylester Methyl ester of 4-hydroxy-3-methoxybenzoic acid Methyl4-hydroxy-3-mehtoxybenzoate METHYL VANILLATE (CARNALINE) METHYL VANILLATE 99+% 4-HYDROXY-3-METHOXYBENZOIC ACID METHYL ESTER 98% methylvanillate,methyl4-hydroxy-3-methoxybenzoate 62-65oC 4-hydroxy-3-methoxy Methy Benzoate Vanillic acid, methyl este 3-Methoxy-4-hydroxybenzoic acid methyl ester

Chemical Properties

Appearance	pale yellow to beige powder and granules
Melting point	64-67 °C (lit.)
Boiling point	285-287 °C (lit.)
density	1.2481 (rough estimate)
refractive index	1.4500 (estimate)
Fp	285-287°C
storage temp.	Sealed in dry,Room Temperature
solubility	Soluble in chloroform and methanol.
form	Powder and Granules
pka	8.36±0.18(Predicted)
color	Pale yellow to beige
Odor	at 100.00 %. warm spicy vanilla guaiacol phenolic carnation
biological source	synthetic
Odor Type	vanilla
BRN	1369113
Cosmetics Ingredients Functions	PERFUMING
InChIKey	BVWTXUYLKBHMOX-UHFFFAOYSA-N
LogP	2.231 (est)
CAS DataBase Reference	3943-74-6(CAS DataBase Reference)
NIST Chemistry Reference	Benzoic acid, 4-hydroxy-3-methoxy-, methyl ester(3943-74-6)
EPA Substance Registry System	3943-74-6(EPA Substance)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S24/25:Avoid contact with skin and eyes . less more
WGK Germany	3
RTECS	DH2430000
TSCA	Yes
HS Code	29189900

Hazard Information

Chemical Properties

pale yellow to beige powder and granules

Uses

Methyl Vanillate maintains antimicrobial properties due to the phenylpropanoid moiety in the structure.

Definition

ChEBI: A benzoate ester that is the methyl ester of vanillic acid.

General Description

Methyl vanillate is a volatile compound present in cloudberries (Rubus Chamaemorus.).

Biological Activity

Methyl vanillate, one of the ingredients in Hovenia dulcis Thunb, is a Wnt/β-catenin pathway activator. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite.

storage

Store at -20°C

References

[1] PU-HYEON CHA. Hovenia dulcis Thunb extract and its ingredient methyl vanillate activate Wnt/β-catenin pathway and increase bone mass in growing or ovariectomized mice.[J]. PLoS ONE, 2014: e85546. DOI:10.1371/journal.pone.0085546.
[2] ADRIANO DE SOUZA PESSOA . The dimerization of methyl vanillate improves its effect against breast cancer cells via pro-oxidant effect[J]. Chemico-Biological Interactions, 2022, 361: Article 109962. DOI:10.1016/j.cbi.2022.109962.
[3] CHRONG-SHYUA CHU P. D R C Liao. A formal synthesis of (+/-)-reserpine from methyl vanillate[J]. Chemical Communications, 1996, 1 1: 1537-1538. DOI:10.1039/CC9960001537.
[4] JUAN TIAN. Ethyl acetate as a co-solvent and sacrificial ester in the aluminum triiodide promoted chemoselective demethylation of methyl vanillate[J]. Tetrahedron Letters, 2017, 58 36: Pages 3522-3524. DOI:10.1016/j.tetlet.2017.07.089.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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