4'-Methoxyacetophenone

Base Information

• Chemical Name: 4'-Methoxyacetophenone
• CAS No.: 100-06-1
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29145000
• European Community (EC) Number: 202-815-9
• NSC Number: 209523,5601
• UNII: 0IRH2BR587
• DSSTox Substance ID: DTXSID2044347
• Nikkaji Number: J5.163B
• Wikipedia: Acetanisole
• Wikidata: Q229995
• RXCUI: 2612428
• Metabolomics Workbench ID: 45615
• ChEMBL ID: CHEMBL401912
• Mol file: 100-06-1.mol

Synonyms:4-acetylanisole;4-methoxyacetophenone

Chemical Property of 4'-Methoxyacetophenone

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Vapor Pressure: 0.42Pa at 20℃
• Melting Point: 36-38 °C(lit.)
• Refractive Index: 1.5470 (estimate)
• Boiling Point: 256.4 °C at 760 mmHg
• Flash Point: 113.2 °C
• PSA: 26.30000
• Density: 1.035 g/cm³
• LogP: 1.89780
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: H2O: soluble2.474g/L at 20°C
• Water Solubility.: insoluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

4''-Methoxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38-36/38-20/21/22
• Safety Statements: 37-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: CC(=O)C1=CC=C(C=C1)OC
• Description: Yellowish-white crystals with an odor similar to that of p-methylacetopheneone, suggestive of hawthorn and floral note of heliotrope, possessing a bitter and unpleasant taste. Useful in vanilla, nut, tobacco and butter flavors.
• Uses: 4'-Methoxyacetophenone is used as a component of perfumes and as chemical intermediate in the manufacture of pharmaceuticals, resins, flavouring agents. And also used to study ruthenium catalyzed step growth copolymerization of 4?-methoxyacetophenone with α,ω-dienes to yield copolymers. 4'-Methoxyacetophenone is a solid, pale yellow flavoring agent with a hawthornlike odor. It is soluble in most fixed oils and propylene glycol, and it is insoluble in glycerin and mineral oil. It is obtained by chemical synthesis. This flavoring substance or its adjuvant may be safely used in food in the minimum quantity required to produce its intended flavor. It can be used alone or in combination with other flavoring substances or adjuvants. It is also termed p-methoxyacetophenone. Perfumery (for floral odors), flavoring.

Technology Process of 4'-Methoxyacetophenone

There total 670 articles about 4'-Methoxyacetophenone 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: 99.0%

methoxybenzene (100-66-3) + acetyl chloride (75-36-5) → 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With aluminium trichloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; at -10 ℃; for 0.25h;

Reference yield: 97.0%

4-Methoxystyrene (637-69-4,24936-44-5) → rac-1-(4-methoxyphenyl)-ethanol (3319-15-1) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; phenylsilane; iron(II) chloride; In ethanol; at 20 ℃; for 4.5h; Reagent/catalyst;

DOI:10.1002/anie.202103222

Reference yield: 96.0%

dimethyl sulfate (77-78-1) + 4-Hydroxyacetophenone (99-93-4) → 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With poly(ethylene glycol) 400; sodium carbonate; at 110 ℃; for 10h;

DOI:10.1080/00397910008087221

upstream raw materials:

4-Methoxystyrene

1-methyl-4-nitrosobenzene

4-(4-methoxy-phenyl)-pent-3-en-2-one

3-(4-methoxy-phenyl)-5-oxo-hex-2-enoic acid

Downstream raw materials:

1-(4-methoxyphenyl)-1-(pyridin-2-yl)ethanol

1-(2-(4-methoxyphenyl)-2-oxoethyl)pyridin-1-ium iodide

p-methoxyphenacyl-α-picolinium iodide

1-(4-methoxy-phenacyl)-4-methyl-pyridinium; iodide

Refernces

• 1、 Alper et al.. "-". . p. 2861. Retrieved 1977.
• 2、 Khurana, Jitender M.,Magoo, Devanshi,Dawra, Kiran. "Nickel boride mediated cleavage of 1,3-oxathiolanes: A convenient approach to deprotection and reduction". . p. 1113 - 1116. Retrieved 2016.
• 3、 Wang, Jian,Zhang, Cheng,Ye, Xiao-Qing,Du, Wenting,Zeng, Shenxin,Xu, Jian-Hong,Yin, Hong. "An efficient and practical aerobic oxidation of benzylic methylenes by recyclable: N -hydroxyimide". . p. 3003 - 3011. Retrieved 2021.
• 4、 Nakamura, Kaoru,Inoue, Yuko,Matsuda, Tomoko,Misawa, Ibuki. "Stereoselective oxidation and reduction by immobilized Geotrichum candidum in an organic solvent". . p. 2397 - 2402. Retrieved 1999.
• 5、 Li, Xingwei. "Selective oxidation of C–H bonds with Fe-N-C single-atom catalyst". . p. 1 - 3. Retrieved 2018.
• 6、 Zawadiak, Jan,Stec, Zbigniew,Jakubowski, Bartlomiej,Orlinska, Beata. "Liquid-phase oxidation of 1-isopropyl- and 1-ethyl-4-methoxybenzenes with oxygen to hydroperoxides". . p. 89 - 94. Retrieved 2003.
• 7、 Perrier, Arnaud,Keller, Michel,Caminade, Anne-Marie,Majoral, Jean-Pierre,Ouali, Armelle. "Efficient and recyclable rare earth-based catalysts for Friedel-Crafts acylations under microwave heating: Dendrimers show the way". . p. 2075 - 2080. Retrieved 2013.
• 8、 Skillinghaug, Bobo,Sk?ld, Christian,Rydfjord, Jonas,Svensson, Fredrik,Behrends, Malte,S?vmarker, Jonas,Sj?berg, Per J. R.,Larhed, Mats. "Palladium(II)-catalyzed desulfitative synthesis of aryl ketones from sodium arylsulfinates and nitriles: Scope, limitations, and mechanistic studies". . p. 12018 - 12032. Retrieved 2014.
• 9、 Qian, Weixing,Jin, Erlei,Bao, Weiliang,Zhang, Yongmin. "Clean and highly selective oxidation of alcohols in an ionic liquid by using an ion-supported hypervalent iodine(III) reagent". . p. 952 - 955. Retrieved 2005.
• 10、 Morizur, Vincent,Hector, Daphné,Olivero, Sandra,Desmurs, Jean Roger,Du?ach, Elisabet. "Metal Sulfonate Polymers as Catalysts for the Heterogeneous Acylation of Aromatic Derivatives". . p. 3126 - 3129. Retrieved 2016.