p-Bromopropiophenone

Base Information

• Chemical Name: p-Bromopropiophenone
• CAS No.: 10342-83-3
• Molecular Formula: C9H9 Br O
• Molecular Weight: 213.074
• Hs Code.: 29147000
• European Community (EC) Number: 233-745-7
• NSC Number: 83574
• UNII: Q8EVM78HH6
• DSSTox Substance ID: DTXSID10145830
• Nikkaji Number: J45.208D
• Wikidata: Q63395275
• Mol file: 10342-83-3.mol

Synonyms:4'-Bromopropiophenone;10342-83-3;1-(4-bromophenyl)propan-1-one;p-Bromopropiophenone;4-Bromopropiophenone;1-Propanone, 1-(4-bromophenyl)-;Propiophenone, 4'-bromo-;4-BROMOPHENYL ETHYL KETONE;1-(4-Bromophenyl)-1-propanone;MFCD00000106;Q8EVM78HH6;EINECS 233-745-7;NSC 83574;NSC-83574;1-[4-Bromophenyl]propan-1-one;NSC83574;4'-bromopropiophenon;4-bromopropio-phenone;4\'-Bromopropiophenone;UNII-Q8EVM78HH6;1-bromo-4-propionylbenzene;4'-Bromopropiophenone, 99%;SCHEMBL301100;UOMOSYFPKGQIKI-UHFFFAOYSA-;DTXSID10145830;1-(4-bromophenyl)-propan-1-one;1-(4-bromo-phenyl)-propan-1-one;1-(4-Bromophenyl)-1-propanone #;STL444337;AKOS000120554;CS-W014980;AS-11915;SY001608;B1887;BB 0221154;FT-0617921;EN300-20983;4 inverted exclamation mark -Bromopropiophenone;A800731;AH-034/32461042;W-108851;Q63395275;Z104485724

Chemical Property of p-Bromopropiophenone

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Melting Point: 45-47 °C(lit.)
• Refractive Index: 1.5720 (estimate)
• Boiling Point: 265.5 °C at 760 mmHg ,138-140 °C14 mm Hg(lit.)
• Flash Point: 113 ºC
• PSA: 17.07000
• Density: 1.386 g/cm³
• LogP: 3.04180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

4'-Bromopropiophenone >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)C1=CC=C(C=C1)Br

Technology Process of p-Bromopropiophenone

There total 38 articles about p-Bromopropiophenone 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: 99.0%

1-(p-bromophenyl)prop-2-en-1-ol (58824-56-9) → 4'-Bromopropiophenone (10342-83-3)

Guidance literature:

With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; potassium carbonate; In acetonitrile; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2008.09.095

Reference yield: 93.0%

2-bromo-1-(4-bromophenyl)propan-1-one (38786-67-3) → 4'-Bromopropiophenone (10342-83-3) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

With tris-(trimethylsilyl)silane; In acetonitrile; for 24h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1039/c3gc41520a

Reference yield: 89.0%

4-chlorobenzoyl chloride (586-75-4) → 4'-Bromopropiophenone (10342-83-3)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo0498866

upstream raw materials:

bromobenzene

propionyl chloride

propionic acid anhydride

2-(4-Bromo-phenyl)-2-ethyl-[1,3]dioxolane

Downstream raw materials:

3,4-bis-(4-bromo-phenyl)-3,4-dimethyl-hexane

4-Bromobenzoic acid

5-(4-bromophenyl)-5-ethylimidazolidine-2,4-dione

p-bromo-n-propylbenzene

Refernces

• 1、 Kechaou-Perrot, Manel,Vendier, Laure,Bastin, Stphanie,Sotiropoulos, Jean-Marc,Miqueu, Karinne,Menndez-Rodrguez, Luca,Crochet, Pascale,Cadierno, Victorio,Igau, Alain. "Tethered η5-oxocyclohexadienyl piano-stool ruthenium(II) complexes: A new class of catalysts?". . p. 6294 - 6297. Retrieved 2014.
• 2、 Xu, Yan-Shuang,Tang, Yu,Feng, He-Jing,Liu, Ji-Tian,Hsung, Richard P.. "A highly regio- and stereoselective synthesis of ?±-fluorinated imides via fluorination of chiral enamides". . p. 572 - 575. Retrieved 2015.
• 3、 Aborways, Marwa M.,Moran, Wesley J.. "Dual oxidation/bromination of alkylbenzenes". . p. 983 - 985. Retrieved 2016.
• 4、 Xia, Tian,Wei, Zhihong,Spiegelberg, Brian,Jiao, Haijun,Hinze, Sandra,de Vries, Johannes G.. "Isomerization of Allylic Alcohols to Ketones Catalyzed by Well-Defined Iron PNP Pincer Catalysts". . p. 4043 - 4049. Retrieved 2018.
• 5、 Cicco, Luciana,Ríos-Lombardía, Nicolás,Rodríguez-álvarez, María J.,Morís, Francisco,Perna, Filippo M.,Capriati, Vito,García-álvarez, Joaquín,González-Sabín, Javier. "Programming cascade reactions interfacing biocatalysis with transition-metal catalysis in: Deep Eutectic Solvents as biorenewable reaction media". . p. 3468 - 3475. Retrieved 2018.
• 6、 Ríos-Lombardía, Nicolás,Vidal, Cristian,Cocina, María,Morís, Francisco,García-álvarez, Joaquín,González-Sabín, Javier. "Chemoenzymatic one-pot synthesis in an aqueous medium: combination of metal-catalysed allylic alcohol isomerisation-asymmetric bioamination". . p. 10937 - 10940. Retrieved 2015.
• 7、 Nagano, Takashi,Jia, Zhenhua,Li, Xingshu,Yan, Ming,Lu, Gui,Chan, Albert S. C.,Hayashi, Tamio. "Redox catalysis of halide ion for formal cross-dehydrogenative coupling: Bromide ion-catalyzed direct oxidative α-acetoxylation of ketones". . p. 929 - 931. Retrieved 2010.
• 8、 Shibasaki, Kaho,Togo, Hideo. "Facile preparation of 5-alkyl-1-aryltetrazoles with arenes, acyl chlorides, hydroxylamine, and diphenylphosphoryl azide". . p. 1816 - 1830. Retrieved 2020/11/19.
• 9、 Bak, Andrzej,Kozik, Violetta,Kozakiewicz, Dariusz,Gajcy, Kamila,Strub, Daniel Jan,Swietlicka, Aleksandra,Stepankova, Sarka,Imramovsky, Ales,Polanski, Jaroslaw,Smolinski, Adam,Jampilek, Josef. "Novel benzene-based carbamates for ache/bche inhibition: Synthesis and ligand/structure-oriented sar study". . . Retrieved 2019/05/10.