Crotonophenone

Base Information

• Chemical Name: Crotonophenone
• CAS No.: 35845-66-0
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.189
• European Community (EC) Number: 207-800-0,624-379-2
• NSC Number: 518668,28846
• UNII: S8003HHM9W
• DSSTox Substance ID: DTXSID30189392
• Nikkaji Number: J276.614K,J79.632H
• Wikidata: Q27288791
• Mol file: 35845-66-0.mol

Synonyms:1-Phenyl-2-buten-1-one;Crotonophenone;495-41-0;(E)-1-phenylbut-2-en-1-one;1-Phenyl-but-2-en-1-one;35845-66-0;2-Butenophenone;trans-1-Phenyl-2-buten-1-one;Phenyl propenyl ketone;Phenyl 1-propenyl ketone;Ethylideneacetophenone;1-Benzoylpropene;2-Buten-1-one, 1-phenyl-;(E)-1-phenyl-2-buten-1-one;(E)-1-Benzoyl-1-propene;NSC-28846;(2E)-1-Phenyl-2-buten-1-one;2-Buten-1-one, 1-phenyl-, (E)-;2-Buten-1-one, 1-phenyl-, (2E)-;S8003HHM9W;(E)-1-phenyl-but-2-en-1-one;NSC-518668;Crotonoylbenzene;UNII-S8003HHM9W;EINECS 207-800-0;NSC 518668;1-Benzoyl-1-propene;1-phenylbut-2-en-1-one;DTXSID30189392;NSC28846;MFCD00059386;NSC518668;(2E)-1-Phenyl-2-buten-1-one #;AKOS015888282;CS-W010991;AS-38225;P0216;EN300-178465;trans-1-Phenyl-2-buten-1-one, technical, 80%;A822997;A827739;A853233;Q27288791;Z2259130553

Chemical Property of Crotonophenone

Chemical Property:

• Boiling Point: 225.7°Cat760mmHg
• Flash Point: 86.3°C
• PSA: 17.07000
• Density: 0.99g/cm³
• LogP: 2.44540
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

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

(E)-1-Phenylbut-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)C1=CC=CC=C1
• Isomeric SMILES: C/C=C/C(=O)C1=CC=CC=C1
• Uses: (E)-1-Phenylbut-2-en-1-one is a useful reagent for organic synthesis. It is used in the halogen-bonding-catalyzed Michael addition reaction.

Technology Process of Crotonophenone

There total 108 articles about Crotonophenone 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%

α-(phenylseleno)butyrophenone (57204-89-4) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In various solvent(s); at 25 ℃;

DOI:10.1021/jo9620324

Reference yield: 99.0%

diallylcarbonate (15022-08-9) + Benzoylformic acid (611-73-4) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Tri(p-tolyl)phosphine; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201200766

Reference yield: 97.0%

1-phenyl-2-(4-trimethylsilylphenylselenyl)-1-butanone (850185-99-8) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-2004-837289

upstream raw materials:

trans-chrotonyl chloride

benzene

(Z)-1-phenyl-but-2-en-1-ol

α-(phenylseleno)butyrophenone

Downstream raw materials:

3-Methyl-1-phenyl-hexandion-(1,5)

(Z)-trimethyl((1-phenylbuta-1,3-dien-1-yl)oxy)silane

erythro-(3-chloro-1-oxo-1-phenyl-2-butyl)phenylselenium dDichloride

2-Benzyl-3-methyl-5-oxo-5-phenyl-pentanoic acid methyl ester

Refernces

• 1、 Laktsevich-Iskryk, Marharyta V.,Krech, Anastasiya V.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.,Hurski, Alaksiej L.. "Photocatalytic Stoichiometric Oxidant-Free Synthesis of Linear Unsaturated Ketones from 1,2-Disubstituted Cyclopropanols". . p. 1077 - 1086. Retrieved 2020/12/14.
• 2、 Delost, Michael D.,Njardarson, Jon T.. "Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures". supporting information. p. 6121 - 6125. Retrieved 2021/08/16.