2-METHOXY-5-METHYLBENZOIC ACID

Base Information

• Chemical Name: 2-METHOXY-5-METHYLBENZOIC ACID
• CAS No.: 25045-36-7
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918990090
• Mol file: 25045-36-7.mol

Synonyms:o-Anisicacid, 5-methyl- (6CI,7CI,8CI);2-Methoxy-5-methylbenzoic acid;5-Methyl-2-methoxybenzoic acid;

Chemical Property of 2-METHOXY-5-METHYLBENZOIC ACID

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER OR CRYSTALS
• Vapor Pressure: 0.000686mmHg at 25°C
• Melting Point: 68-72 °C(lit.)
• Refractive Index: 1.54
• Boiling Point: 295.54 °C at 760 mmHg
• PKA: 4.16±0.10(Predicted)
• Flash Point: 119.213 °C
• PSA: 46.53000
• Density: 1.168 g/cm³
• LogP: 1.70180
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.9% ^*data from raw suppliers

2-Methoxy-5-methylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22

MSDS Files:

Useful:

Technology Process of 2-METHOXY-5-METHYLBENZOIC ACID

There total 29 articles about 2-METHOXY-5-METHYLBENZOIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-methoxy-5-methylbenzaldehyde (7083-19-4) → 2-methoxy-5-methylbenzoic acid (25045-36-7)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Heating;

DOI:10.1021/jm020839k

Reference yield: 80.0%

carbon dioxide (124-38-9,18923-20-1) + 2-bromo-4-methylanisole (22002-45-5) → 2-methoxy-5-methylbenzoic acid (25045-36-7)

Guidance literature:

With tetraethylammonium tosylate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; Pt anode/Pt cathode; electrolysis with 2.5 mA/cm2;

DOI:10.1246/cl.1986.169

Reference yield:

p-methylanizole (104-93-8) + carbon dioxide (124-38-9,18923-20-1) → 4-Methoxyphenylacetic acid (104-01-8) + 2-methoxy-5-methylbenzoic acid (25045-36-7)

Guidance literature:

With potassium tert-butylate; 2,2,6,6-tetramethylpiperidinyl-lithium; Multistep reaction; 1.) THF, -50 deg C, 3 h.;

DOI:10.1016/S0040-4020(98)83011-1

upstream raw materials:

n-butyllithium

p-methylanizole

methyl 2-methoxy-5-methylbenzoate

(2-methoxy-5-methylphenyl)methanol

Downstream raw materials:

2-acetyl-4-methylphenyl 2-methoxy-5-methylbenzoate

2-(2-methoxy-5-methyl-phenyl)-6-methyl-chromen-4-one

1-(2-hydroxy-5-methylphenyl)-3-(2-methoxy-5-methylphenyl)propane-1,3-dione

4-hydroxyisophthalic acid

Refernces

Sequential Birch reduction-allylation and Cope rearrangement of o-anisic acid derivatives

10.1016/j.tetlet.2004.09.025

The study presents a novel approach for constructing quaternary centers on cycloalkane rings, which is a significant challenge in synthetic chemistry. The researchers utilized a combination of Birch reduction-allylation and Cope rearrangement on o-anisic acid derivatives to synthesize 2-acyl-3-cyclohexenone derivatives. They successfully generated rearrangement substrates and achieved high yields of 2-cyclohexenone products through thermal equilibration in 1,2-dichlorobenzene. Notably, the Cope rearrangement of a specific substrate resulted in the formation of a new quaternary center with excellent yield, marking the first example of such synthesis on a cycloalkenone ring via Cope rearrangement. This method could serve as a powerful tool for creating substituted 2-cyclohexenones, offering a potentially versatile synthetic intermediate with potential for 1,3-chirality transfer and access to enantiomerically pure products.