4'-Methylbutyrophenone

Base Information

• Chemical Name: 4'-Methylbutyrophenone
• CAS No.: 4160-52-5
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 2914399090
• European Community (EC) Number: 223-996-0
• NSC Number: 163487
• UNII: 5ANP7X3QJ7
• DSSTox Substance ID: DTXSID10194424
• Nikkaji Number: J224.959F
• Wikidata: Q72494707
• Mol file: 4160-52-5.mol

Synonyms:1-(p-Tolyl)butan-1-one;4160-52-5;4'-Methylbutyrophenone;1-(4-methylphenyl)butan-1-one;4-Methylbutyrophenone;1-Butanone, 1-(4-methylphenyl)-;Butyrophenone, 4'-methyl-;p-Methylbutyrophenone;1-(4-methylphenyl)-1-butanone;1-p-tolyl-butan-1-one;5ANP7X3QJ7;EINECS 223-996-0;NSC-163487;p-Methyl butyrophenone;4-Methylbutyrophenon;NSC163487;1-p-tolylbutan-1-one;4/'-Methylbutyrophenone;UNII-5ANP7X3QJ7;1-(4-Tolyl)-1-butanone;1-(4-Methylphenyl)-Butanone;SCHEMBL507742;DTXSID10194424;MFCD00027139;AKOS004911121;CS-W010856;NSC 163487;FT-0635162;N13972;A873033

Chemical Property of 4'-Methylbutyrophenone

Chemical Property:

• Melting Point: 12℃
• Refractive Index: 1.5232 (589.3 nm 20℃)
• Boiling Point: 248.6 °C at 760 mmHg
• Flash Point: 110.1 °C
• PSA: 17.07000
• Density: 0.952 g/cm³
• LogP: 2.97780
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

4''-Methylbutyrophenone ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C1=CC=C(C=C1)C
• Uses: 4'-Methylbutyrophenone is an aryl alkyl ketone used in the quenching of chemically excited acetone phosphorescence. 4''-Methylbutyrophenone is an aryl alkyl ketone used in the quenching of chemically excited acetone phosphorescence.

Technology Process of 4'-Methylbutyrophenone

There total 35 articles about 4'-Methylbutyrophenone 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: 96.0%

1-p-tolyl-3-buten-1-ol (24165-63-7) → 1-(4-methylphenyl)butan-1-one (4160-52-5)

Guidance literature:

With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); In 1,3,5-trimethyl-benzene; at 165 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201200532

Reference yield: 95.0%

toluene (108-88-3,15644-74-3,16713-13-6) + butyric acid (107-92-6) → 1-(4-methylphenyl)butan-1-one (4160-52-5)

Guidance literature:

With silica gel supported aluminium trichloride; at 80 ℃; for 1.7h; regioselective reaction;

DOI:10.3906/kim-0912-359

Reference yield: 91.0%

carbon monoxide (201230-82-2) + 4-tolyl iodide (624-31-7) + 1-iodo-propane (107-08-4) → 1-(4-methylphenyl)butan-1-one (4160-52-5)

Guidance literature:

With copper; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 24h; under 760 Torr;

DOI:10.1016/S0040-4039(00)94298-9

upstream raw materials:

propylmagnesium iodide

para-methylbenzonitrile

p-Toluic acid

butyric acid

Downstream raw materials:

C₁₁H₁₃BrO

1-(2-hydroxy-4-methylphenyl)butan-1-one

C₂₀H₂₇NO₆

C₂₀H₂₆BrNO₆

Refernces

• 1、 Matsumoto, Shoji,Marumoto, Hayato,Akazome, Motohiro,Otani, Yasuhiko,Kaiho, Tatsuo. "Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide". . p. 590 - 599. Retrieved 2021/03/29.
• 2、 Tan, Xuefeng,Wen, Jialin,Zeng, Weijun,Zhang, Xumu. "Iridium-Catalyzed Asymmetric Hydrogenation of α-Fluoro Ketones via a Dynamic Kinetic Resolution Strategy". supporting information. p. 7230 - 7233. Retrieved 2020/10/02.