4'-Methylacetophenone

Base Information

• Chemical Name: 4'-Methylacetophenone
• CAS No.: 122-00-9
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 29143900
• European Community (EC) Number: 204-514-8
• NSC Number: 9401
• UNII: AX66V0KX3Y
• DSSTox Substance ID: DTXSID9044374
• Nikkaji Number: J2.926B
• Wikidata: Q2816673
• Metabolomics Workbench ID: 45647
• ChEMBL ID: CHEMBL271871
• Mol file: 122-00-9.mol

Synonyms:p-methylacetophenone

Chemical Property of 4'-Methylacetophenone

Chemical Property:

• Appearance/Colour: Clear light yellow to yellow liquid
• Vapor Pressure: 0.52 hPa (25 °C)
• Melting Point: 45-49 °C(lit.)
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 210.996 °C at 760 mmHg
• Flash Point: 85.086 °C
• PSA: 17.07000
• Density: 1.005 g/cm³
• LogP: 2.19760
• Storage Temp.: Store below +30°C.
• Solubility.: 2.07g/l
• Water Solubility.: 0.37 g/L (15 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

4''-Methylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 26-27-37/39-24/25-23-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C
• Description: 4'-Methylacetophenone has a fruity, floral odor resembling acetophenone and a sweet, strawberry-like flavor. May be prepared by slow addition of acetyl chloride to a mixture of toluene and AlCl in an ice bath and under vacuum, maintaining the temperature at +5°C and then letting it increase to +20°C.
• Uses: 4'-Methylacetophenone is a methylated acteophenone used in cosmetics and perfumery. The presence of 4'-Methylacetophenone has been shown to accelerate the photopolymerization of Methyl methacrylate. 4'-Methylacetophenone is used as a flavoring agent. It reacts with morpholine to get 4-(p-tolyl-thioacetyl)-morpholine in the presence of sulfur as a reagent. Further, it is used as an intermediate in the manufacture of active pharmaceutical ingredients, perfumes and cosmetics.

Technology Process of 4'-Methylacetophenone

There total 577 articles about 4'-Methylacetophenone 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: 60.0%

4-methylethylbenzene (622-96-8) → terephthalic acid (100-21-0) + 4-acetyl-benzoic acid (586-89-0) + p-Toluic acid (99-94-5) + para-methylacetophenone (122-00-9)

Guidance literature:

With oxygen; acetic acid; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione; cobalt(II) acetate; at 100 ℃; for 6h; under 760 Torr;

DOI:10.1021/jo034313z

Reference yield: 51.0%

3-phenyl-1-p-tolylprop-2-en-1-one (4224-96-8) → benzaldehyde (100-52-7) + para-methylacetophenone (122-00-9)

Guidance literature:

With pyrrolidine; water; trifluoroacetic acid; In acetonitrile; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.02.039

Reference yield: 40.0%

37,38,39,40,41,42-hexaacetoxycalix[6]arene (106750-71-4) → calix[6]arene (96107-95-8) + para-methylacetophenone (122-00-9)

Guidance literature:

With aluminium trichloride; In toluene; at 70 ℃;

upstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

1-methyl-4-nitrosobenzene

(E)-4-oxo-4-(p-tolyl)but-2-enoic acid

2-((2-oxo-2-(p-tolyl)ethyl)thio)acetic acid

Downstream raw materials:

1-(2-oxo-2-(p-tolyl)ethyl)pyridin-1-ium iodide

1-(pyridin-2-yl)-1-(p-tolyl)ethan-1-ol

4-[4]pyridyl-1-p-tolyl-butan-1-one

4-[4]pyridyl-2-(2-[4]pyridyl-ethyl)-1-p-tolyl-butan-1-one

Refernces

• 1、 Sreekumar,Padmakumar, Raghavakaimal. "Friedel-Crafts acylation of aromatic hydrocarbons using zeolites". . p. 777 - 780. Retrieved 1997.
• 2、 Shin, Giyoung,Mathew, Sam,Shon, Minsu,Kim, Byung-Gee,Yun, Hyungdon. "One-pot one-step deracemization of amines using ω-transaminases". . p. 8629 - 8631. Retrieved 2013.
• 3、 Lai, Junshan,Pericàs, Miquel A.. "Manganese/Copper Co-catalyzed Electrochemical Wacker-Tsuji-Type Oxidation of Aryl-Substituted Alkenes". . p. 7338 - 7342. Retrieved 2020.
• 4、 Mekkaoui, Ayoub Abdelkader,Aberkouks, Abderrazak,Fkhar, Lahcen,Ait Ali, Mustapha,El Firdoussi, Larbi,El Houssame, Soufiane. "Novel palladium nanoparticles supported on mesoporous natural phosphate: Catalytic ability for the preparation of aromatic hydrocarbons from natural terpenes". . . Retrieved 2020.
• 5、 Brown et al.. "-". . p. 3310,3311,3313. Retrieved 1959.
• 6、 Bundel,Yu.G. et al.. "-". . p. 209 - 212. Retrieved 1969.
• 7、 Arata, Kazushi,Hino, Makoto. "The Acetylations of Toluene and Benzene with Acetyl Chloride and Bromide and Acetic Anhydride Catalyzed by Calcined Iron Sulfate Activated by Exposure to a Mixture of Benzyl Chloride and the Aromatics.". . p. 446 - 449. Retrieved 1980.
• 8、 Makgwane, Peter R.,Ferg, Ernst E.,Billing, David G.,Zeelie, Ben. "Liquid Phase Oxidation of p-cymene by (VO)2P2O 7 and VO(PO3)2 Catalysts". . p. 105 - 113. Retrieved 2010.
• 9、 Noyce. "". . p. 924. Retrieved 1950.
• 10、 Billek,Herrmann. "-". . p. 735,737. Retrieved 1957.