528-79-0

Basic information

• Product Name: thymol acetate
• Synonyms: thymol acetate;Acetylthymol;Thymyl acetate;Phenol, 5-methyl-2-(1-methylethyl)-, acetate;2-Acetoxy-1-isopropyl-4-methylbenzene;2-Isopropyl-5-methylphenol acetate;Acetic acid 5-methyl-2-(1-methylethyl)phenyl ester;(5-methyl-2-propan-2-ylphenyl) acetate
• CAS NO: 528-79-0
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• EINECS: 208-442-8
• Mol File: 528-79-0.mol
• Article Data: 28

Chemical Properties

• Melting Point: 122.2-125.0 °C
• Boiling Point: bp 243.5-245.5°
• Flash Point: 94.2°C
• Appearance: /
• Density: d0 1.009
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: 1.4913 (estimate)
• CAS DataBase Reference: thymol acetate(CAS DataBase Reference)
• NIST Chemistry Reference: thymol acetate(528-79-0)
• EPA Substance Registry System: thymol acetate(528-79-0)

Safety Data

• Hazardous Substances Data: 528-79-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 254, 1987 DOI: 10.1055/s-1987-27905

InChI:InChI=1/C12H16O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h5-8H,1-4H3

Upstream product

• 2466-76-4 N-Acetylimidazole 
• 89-83-8 thymol 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 37847-35-1 4-acetyl-2-isopropyl-5-methylphenol 
• 18309-32-5 Verbenone 
• 64-19-7 acetic acid 
• 2033-24-1 cycl-isopropylidene malonate 
• 108-21-4 Isopropyl acetate 
• 108-39-4 3-methyl-phenol 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 557-34-6 zinc diacetate 
• 97291-43-5 (2E,4E)-3,7-Dimethyl-octa-2,4-dienoic acid 

Downstream Products

• 37847-35-1 4-acetyl-2-isopropyl-5-methylphenol 
• 105337-34-6 2-hydroxy-3-isopropyl-6-methylphenyl methyl ketone 
• 1315250-48-6 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxo-4-(thiophen-2-yl)pyridine-3-carbonitrile 
• 1315250-47-5 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(4-methoxyphenyl)-2-oxo-pyridine-3-carbonitrile 
• 1315250-46-4 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(3-methoxyphenyl)-2-oxo-pyridine-3-carbonitrile 
• 1315250-45-3 4-(2-chlorophenyl)-1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-44-2 4-(2-nitrophenyl)-1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxo-pyridine-3-carbonitrile 
• 1315250-43-1 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxo-4-phenylpyridine-3-carbonitrile 
• 1315250-55-5 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(3,4,5-trimethoxyphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-54-4 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(2,4,6-trimethoxyphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-53-3 4-(4-dimethylaminophenyl)-1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-52-2 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(3,4-dimethoxyphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-51-1 1,2-dihydro-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-4-(2,4-dimethoxyphenyl)-2-oxopyridine-3-carbonitrile 
• 1315250-50-0 1,2-dihydro-4-(4-hydroxy-3-methoxyphenyl)-6-(4-hydroxy-5-isopropyl-2-methylphenyl)-2-oxo-pyridine-3-carbonitrile 

Relevant articles and documents

Chemical profile of lippia thymoides, evaluation of the acetylcholinesterase inhibitory activity of its essential oil, and molecular docking and molecular dynamics simulations

The essential oils of the fresh and dry flowers, leaves, branches, and roots of Lippia thymoides were obtained by hydrodistillation and analyzed using gas chromatography (GC) and GC-mass spectrometry (MS). The acetylcholinesterase inhibitory activity of the essential oil of fresh leaves was investigated on silica gel plates. The interactions of the key compounds with acetylcholinesterase were simulated by molecular docking and molecular dynamics studies. In total, 75 compounds were identified, and oxygenated monoterpenes were the dominant components of all the plant parts, ranging from 19.48% to 84.99%. In the roots, the main compounds were saturated and unsaturated fatty acids, having contents varying from 39.5% to 32.17%, respectively. In the evaluation of the anticholinesterase activity, the essential oils (detection limit (DL) = 0.1 ng/spot) were found to be about ten times less active than that of physostigmine (DL = 0.01ng/spot), whereas thymol and thymol acetate presented DL values each of 0.01 ng/spot, equivalent to that of the positive control. Based on the docking and molecular dynamics studies, thymol and thymol acetate interact with the catalytic residues Ser203 and His447 of the active site of acetylcholinesterase. The binding free energies (ΔGbind) for these ligands were -18.49 and -26.88 kcal/mol, demonstrating that the ligands are able to interact with the protein and inhibit their catalytic activity.

Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations

An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is

INSECTICIDAL COMPOSITION

PROBLEM TO BE SOLVED: To provide a composition that can exhibit effective insecticidal action on insect pests. SOLUTION: An insecticidal composition comprises, e.g., a compound represented by general formula (1) in the figure. [R1 is a C1-10 alkyl group or the like, where the alkyl group and the like may be substituted with a halogen atom or the like; R2 is a hydrogen atom or the like, or R2 may bind a methoxy group binding a carbon atom adjacent to a carbon atom which R2 binds, to form a -O-CH2-O- group.] SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT