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2-Methoxy-4-methylphenol

2-Methoxy-4-methylphenol Structure
CAS No.
93-51-6
Chemical Name:
2-Methoxy-4-methylphenol
Synonyms
CREOSOL;4-METHYLGUAIACOL;Phenol, 2-methoxy-4-methyl-;4-Methyl-2-methoxyphenol;2-METHOXY-P-CRESOL;p-Methylguaiacol;VALSPICE;p-Creosol;Homocatechol methyl ester;kreosol
CBNumber:
CB9667640
Molecular Formula:
C8H10O2
Molecular Weight:
138.16
MOL File:
93-51-6.mol
Modify Date:
2024/7/18 5:12:15

2-Methoxy-4-methylphenol Properties

Melting point 5 °C (lit.)
Boiling point 221-222 °C (lit.)
Density 1.092 g/mL at 25 °C (lit.)
FEMA 2671 | 2-METHOXY-4-METHYLPHENOL
refractive index n20/D 1.537(lit.)
Flash point 211 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Sparingly), Methanol (Slightly)
pka 10.27±0.18(Predicted)
form Liquid
Specific Gravity 1.091.092
color colorless to light yellow
Odor at 10.00 % in dipropylene glycol. spicy clove vanilla phenolic medicinal leathery woody smoky burnt
Odor Type spicy
Water Solubility Slightly soluble in water.
JECFA Number 715
Merck 14,2571
BRN 1862340
Dielectric constant 11.0
LogP 1.65
CAS DataBase Reference 93-51-6(CAS DataBase Reference)
NIST Chemistry Reference Phenol, 2-methoxy-4-methyl-(93-51-6)
EPA Substance Registry System Phenol, 2-methoxy-4-methyl- (93-51-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P264-P270-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-36-24/25
RIDADR  2810
WGK Germany  3
RTECS  GP1755000
10
TSCA  Yes
HazardClass  6.1(a)
PackingGroup  II
HS Code  29095090
NFPA 704
1
2 0

2-Methoxy-4-methylphenol price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W267112 2-Methoxy-4-methylphenol natural, 97%, FG 93-51-6 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W267112 2-Methoxy-4-methylphenol natural, 97%, FG 93-51-6 100G ₹32550.78 2022-06-14 Buy
Sigma-Aldrich(India) W267112 2-Methoxy-4-methylphenol natural, 97%, FG 93-51-6 1KG ₹173665.48 2022-06-14 Buy
Sigma-Aldrich(India) W267104 2-Methoxy-4-methylphenol ≥98%, FG 93-51-6 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W267104 2-Methoxy-4-methylphenol ≥98%, FG 93-51-6 100G ₹9590.95 2022-06-14 Buy
Product number Packaging Price Buy
W267112 1SAMPLE-K ₹5347.55 Buy
W267112 100G ₹32550.78 Buy
W267112 1KG ₹173665.48 Buy
W267104 1SAMPLE-K ₹5141.88 Buy
W267104 100G ₹9590.95 Buy

2-Methoxy-4-methylphenol Chemical Properties,Uses,Production

Description

2-Methoxy-4-methylphenol has a characteristic aromatic odor (sweet, spicy, slightly vanilla-like) and a somewhat bitter taste (vanilla-like). May be prepared by methylation of homopyrocatechin using dimethyl sulfate and alkali; also by hydrogenation of vanillin.

Chemical Properties

2-Methoxy-4-methylphenol has a characteristic aromatic odor (sweet, spicy, slightly vanilla-like) and a somewhat bitter taste (vanilla-like).

Chemical Properties

2-Methoxy-4-methylphenol is a clear colorless to slightly yellow liquid or viscous, yeelowish oil, solidifying in the cold. The prismatic crystals melt at 6° C. Sp.Gr. 1.10. B.P. 222° C. Very slightly soluble in water, soluble in alcohol and oils. Sweet-spicy, phenolic-leathery odor with distinctly Vanilla-1ike undertones, balsamicwarm sweetness, but overall too medicinal to become classified as a versatile, floral-balsamic ingredient.

Occurrence

Occurs in beechwood tar; also identified in the essential oils of ylang-ylang, jasmine and anise seeds; it is one of the active constituents of creosote. Reported found in Gruyere cheese, smoked fish, cured pork, beer, rum, bourbon whiskey, malt and Scotch whiskey, sherry, white and red wine, cocoa, coffee, tea, mushrooms, mango, pear brandy, malt, wort, dried bonito, Bourbon vanilla, cuttlefish and green maté.

Uses

2-Methoxy-4-methylphenol is used for blending baking and smoked food flavors. Excellent additive and modifier in artificial Ylang-Ylang, Cassie-bases, Jasmin bases, Lily, Gardenia, etc. Finds use in flavor compositions for imitation Vanilla, Clove, various fruit compositions, Rum flavors, etc. and in Nut-Nougat flavor bases. Concentration will be about 0.02 to 1 ppm in the finished consumer product. In beverages, however, it may be as high as 10 to 20 ppm.

Preparation

By methylation of homopyrocatechin using dimethyl sulfate and alkali; also by hydrogenation of vanillin.

Production Methods

With three distinct oxygenated functional groups (aldehyde, ether, and hydroxyl), VAN can undergo selective hydrodeoxygenation to produce 2- methoxy-4-methylphenol (MMP), a promising candidate for future biofuel applications and its use in fragrances and intermediate in pharmaceutical synthesis. Kumar et al. developed stable, cost-effective Ni nanoparticles supported on montmorillonite (MMT) clay, which was synthesized for eco-friendly, alcohol-mediated catalytic transfer hydrodeoxygenation of VAN to MMP. The Ni(10%)/MMT catalyst achieved >99% VAN conversion and 95.2% MMP selectivity using isopropanol (IPA) as a solvent and hydrogen donor[1].

References

[1] Atul Kumar, Prof. Dr. Rajendra Srivastava, Dr. Rajaram Bal. “Ni Nanoparticles Supported Montmorillonite Clay for Selective Catalytic Transfer Hydrodeoxygenation of Vanillin into 2-Methoxy-4-methylphenol.” ChemCatChem 16 9 (2024).

General Description

2-Methoxy-4-methylphenol is the major component of black-ripe table olive aroma. It is the major anti-inflammatory compound in bamboo vinegar. Kinetics of reaction of 2-methoxy-4-methylphenol with chlorine atoms was studied.

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