3-Methyl-4-phenyl-3-buten-2-one

Base Information

• Chemical Name: 3-Methyl-4-phenyl-3-buten-2-one
• CAS No.: 1901-26-4
• Molecular Formula: C11H12 O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 217-599-1
• NSC Number: 167115
• UNII: Z4887E8C9X
• Nikkaji Number: J431.822F,J112.959G
• Wikidata: Q27294977
• Metabolomics Workbench ID: 130389
• ChEMBL ID: CHEMBL3105852
• Mol file: 1901-26-4.mol

Synonyms:3-methyl-4-phenylbut-3-en-2-one;3-METHYL-4-PHENYL-3-BUTEN-2-ONE;(E)-3-methyl-4-phenylbut-3-en-2-one;1901-26-4;Benzylidene methyl ethyl ketone;42968-14-9;3-Buten-2-one, 3-methyl-4-phenyl-;4-Phenyl-3-methyl-3-buten-2-one;Methylbenzylideneacetone;FEMA No. 2734;3-Benzylidene-2-butenone;NSC-167115;1-Methyl-1-benzylidene-acetone;alpha-Methyl-alpha-benzalacetone;Methyl alpha-methylstyryl ketone;EINECS 217-599-1;NSC 46888;BRN 0774487;UNII-Z4887E8C9X;.alpha.-Methylbenzylideneacetone;3-Buten-2-one, 3-methyl-4-phenyl-, (3E)-;Z4887E8C9X;(E)-3-Methyl-4-phenyl-3-buten-2-one;(3E)-3-methyl-4-phenylbut-3-en-2-one;3-benzylidene-2-butanone;2-07-00-00298 (Beilstein Handbook Reference);3-methyl-4-phenyl-3-butene-2-one;NSC-46888;benzylidene methyl acetone;SCHEMBL805622;CHEMBL3105852;BQJFBHBDOAIIGS-CMDGGOBGSA-N;CHEBI:172417;BAA90126;NSC167115;AKOS006273871;BS-12433;LS-47315;METHYL .ALPHA.-METHYLSTYRYL KETONE;CS-0266587;CS-0368611;(3E)-3-Methyl-4-phenyl-3-buten-2-one #;EN300-173579;TRANS-3-METHYL-4-PHENYL-3-BUTEN-2-ONE;3-But4en-2-one, 3-methyl-4-phenyl0-, (3E)-;3-METHYL-4-PHENYL-3-BUTEN-2-ONE [FHFI];A903488;3-BUTEN-2-ONE, 3-METHYL-4-PHENYL-, (E)-;Q27294977

Chemical Property of 3-Methyl-4-phenyl-3-buten-2-one

Chemical Property:

• Vapor Pressure: 0.00719mmHg at 25°C
• Melting Point: 37-38 °C
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 269.6°Cat760mmHg
• Flash Point: 96.3°C
• PSA: 17.07000
• Density: 0.999g/cm³
• LogP: 2.67890
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methyl-4-phenylbut-3-en-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC=CC=C1)C(=O)C
• Isomeric SMILES: C/C(=C\C1=CC=CC=C1)/C(=O)C
• Description: 3-Methyl-4-phenyl-3-butene-2-one has a camphor-like odor. May be prepared by condensation of benzaldehyde with butanone in the presence of dry, gaseous HCl at low temperature.

Technology Process of 3-Methyl-4-phenyl-3-buten-2-one

There total 16 articles about 3-Methyl-4-phenyl-3-buten-2-one 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: 91.0%

benzaldehyde (100-52-7) + butanone (78-93-3) → 3-methyl-4-phenyl-3-buten-2-one (1901-26-4)

Guidance literature:

With copper(ll) bromide; In neat (no solvent); at 70 ℃; for 7h; Reagent/catalyst; Sonication;

Reference yield: 78.0%

benzaldehyde (100-52-7) + butanone (78-93-3) → 1-phenyl-pent-1-en-3-one (3152-68-9) + 3-methyl-4-phenyl-3-buten-2-one (1901-26-4)

Guidance literature:

With PEG-400; potassium carbonate; at 90 ℃; for 2.5h;

DOI:10.1081/SCC-200054198

Reference yield: 44.0%

2-methyl-1-phenylbuta-2,3-dien-1-ol (78808-42-1) → 3-methyl-4-phenyl-3-buten-2-one (1901-26-4)

Guidance literature:

With diphenyl diselenide; water; N-fluoropyridinium triflate; In tetrahydrofuran; acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/acs.orglett.0c01288

upstream raw materials:

benzaldehyde

butanone

cyclopropylbenzene

acetic anhydride

Downstream raw materials:

5-Methyl-6-phenyl-4-pyrrolidin-1-yl-5,6-dihydro-thiopyran-2-thione

5-Methyl-6-phenyl-4-piperidin-1-yl-5,6-dihydro-thiopyran-2-thione

α-methylcinnamic acid

5-hydroxy-4-methyl-7-oxo-3-phenyl-6-azabicyclo[3.2.1]octane-1,2,2-tricarbonitrile

Refernces

• 1、 Huang, Liangbin,Jiang, Huanfeng,Lin, Haojiang,Liu, Jiechun. "Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters". supporting information. . Retrieved 2022/01/20.
• 2、 Toledano-Pinedo, Mireia,Martínez Del Campo, Teresa,Tiemblo, Marta,Fernández, Israel,Almendros, Pedro. "Organoseleno-catalyzed synthesis of α,β-unsaturated α′-Alkoxy ketones from allenes enabled by se···o interactions". supporting information. p. 3979 - 3984. Retrieved 2020/05/14.