Butyrophenone

Base Information

• Chemical Name: Butyrophenone
• CAS No.: 495-40-9
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29143900
• European Community (EC) Number: 207-799-7
• NSC Number: 8463
• UNII: 186I11WB5B
• DSSTox Substance ID: DTXSID3047059
• Nikkaji Number: J43.576G
• Wikipedia: Butyrophenone
• Wikidata: Q421344
• NCI Thesaurus Code: C323
• Metabolomics Workbench ID: 125639
• ChEMBL ID: CHEMBL193524
• Mol file: 495-40-9.mol

Synonyms:BUTYROPHENONE;1-phenylbutan-1-one;495-40-9;n-Butyrophenone;1-Butanone, 1-phenyl-;Phenyl propyl ketone;1-Phenyl-1-butanone;Propyl phenyl ketone;1-Phenyl-butan-1-one;NSC 8463;NSC-8463;UNII-186I11WB5B;DTXSID3047059;NSC8463;186I11WB5B;EINECS 207-799-7;AI3-02062;Butyrophenone, >=99%;propylphenylketone;3-methylpropiophenone;Phenyl n-propyl ketone;SCHEMBL82532;CHEMBL193524;DTXCID1027059;Butyrophenone, analytical standard;NSC8463NSC 8463;Tox21_302345;BBL027757;MFCD00009397;STL373490;AKOS000120282;CS-W010981;PS-5615;NCGC00256194-01;CAS-495-40-9;AM20040561;B0769;FT-0623350;EN300-20322;F81498;A827738;Q421344;J-505070;W-106021;F0001-1286;Z104477742

Chemical Property of Butyrophenone

Chemical Property:

• Appearance/Colour: colourless to yellow liquid
• Vapor Pressure: 0.0732mmHg at 25°C
• Melting Point: 11-13 °C(lit.)
• Refractive Index: n20/D 1.520(lit.)
• Boiling Point: 228.499 °C at 760 mmHg
• Flash Point: 93.641 °C
• PSA: 17.07000
• Density: 0.962 g/cm³
• LogP: 2.66940
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

98% ^*data from raw suppliers

Butyrophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41-43
• Safety Statements: 26-36/37/39-24/25-23

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CCCC(=O)C1=CC=CC=C1
• Description: Butyrophenone is a chemical compound with the formula C10H12O. Butyrophenone has been used to study the relationship between the electrolyte counter-ion concentration and the critical micelle concentration for several surfactants. It has been used to generate PhCO+ ions by 70 eV electron ionization. Some of its derivatives (called commonly butyrophenones) are used to treat various psychiatric disorders such as schizophrenia, as well as acting as antiemetics. They can interfere with neurotransmitter functions, usually blocking dopamine receptors, and induce behavioral, endocrine, motor-kinetic effects. Examples of butyrophenones include: Haloperidol, the most widely used classical antipsychotic drug in this class; Benperidol, the most potent commonly used antipsychotic ( 200 times more potent than chlorpromazine).
• Uses: Butyrophenone is used as intermediates of Liquid Crystals Intermediates of Liquid Crystals

Technology Process of Butyrophenone

There total 301 articles about Butyrophenone 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: 100.0%

1-Phenyl-1-butanol (614-14-2) → propiophenone (495-40-9)

Guidance literature:

With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI); In 1,2-dichloro-ethane; at 150 ℃; for 7.5h; under 7600 Torr;

DOI:10.1246/cl.2001.922

Reference yield: 100.0%

(E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0) → propiophenone (495-40-9)

Guidance literature:

With indium; acetic acid; In tetrahydrofuran; Heating;

DOI:10.1039/b101712h

Reference yield: 98.0%

2-bromo-1-phenylbutan-1-one (877-35-0,73908-28-8) → propiophenone (495-40-9)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid; for 1.3h; Irradiation; Inert atmosphere;

DOI:10.1055/s-0037-1610629

upstream raw materials:

1,4-dioxane

1-Phenyl-1-butanol

aluminum tri-tert-butoxide

propyl cyanide

Downstream raw materials:

benzophenone

1-Phenyl-1-butanol

2,2-diethyl-1-phenyl-pentan-1-one

2-Ethylbutyrophenon

Refernces

• 1、 Ogibin et al.. "-". . . Retrieved 1979.
• 2、 Zhou, Weiyou,Tao, Qianyun,Pan, Jiugao,Liu, Jie,Qian, Junfeng,He, Mingyang,Chen, Qun. "Effect of basicity on the catalytic properties of Ni-containing hydrotalcites in the aerobic oxidation of alcohol". . p. 255 - 265. Retrieved 2016.
• 3、 Assiri, Mohammed A.,Bhaumik, Asim,Ha, Chang-Sik,Selvaraj, Manickam,Subrahmanyam, Ch.. "Green oxidation of alkylaromatics using molecular oxygen over mesoporous manganese silicate catalysts". . p. 9710 - 9718. Retrieved 2020.
• 4、 Chhikara, Bhupender S.,Chandra, Ramesh,Tandon, Vibha. "Oxidation of alcohols with hydrogen peroxide catalyzed by a new imidazolium ion based phosphotungstate complex in ionic liquid". . p. 436 - 439. Retrieved 2005.
• 5、 Seppi, Michael,Kalkofen, Rainer,Reupohl, Jens,Froehlich, Roland,Hoppe, Dieter. "Highly enantiomerically enriched ketone homoenolate reagents prepared by (-)-sparteine-mediated γ-deprotonation of achiral 1-alkenyl carbamates". . p. 1423 - 1427. Retrieved 2004.
• 6、 Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang. "Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones". supporting information. . Retrieved 2022/02/21.
• 7、 Guo, Xueying,Li, Ruolin,Lin, Zhenyang,Tao, Lei,Zhang, Bing,Zhao, Wanxiang. "Rhodium-Catalyzed Regioselective and Chemoselective Deoxygenative Reduction of 1,3-Diketones". . p. 4640 - 4647. Retrieved 2022/05/02.