4'-Bromo-3-chloropropiophenone

Base Information

• Chemical Name: 4'-Bromo-3-chloropropiophenone
• CAS No.: 31736-73-9
• Molecular Formula: C9H8BrClO
• Molecular Weight: 247.519
• Hs Code.: 2914700090
• European Community (EC) Number: 250-784-5
• NSC Number: 36071
• DSSTox Substance ID: DTXSID70953675
• Nikkaji Number: J278.180H
• Wikidata: Q72453308
• Mol file: 31736-73-9.mol

Synonyms:31736-73-9;4'-Bromo-3-chloropropiophenone;1-(4-bromophenyl)-3-chloropropan-1-one;C9H8BrClO;1-Propanone, 1-(4-bromophenyl)-3-chloro-;EINECS 250-784-5;MFCD00018979;3-chloro-4'-bromopropiophenone;NSC36071;SCHEMBL1980328;DTXSID70953675;4'-Bromo-beta-chloropropiophenone;4-(3-Chloropropanoyl)bromobenzene;AM903;BBL103157;NSC 36071;NSC-36071;STL556967;AKOS005254953;4'-Bromo-3-chloropropiophenone, 95%;CS-W014113;1-(4-bromophenyl)-3-chloro-1-propanone;AC-16321;DS-14564;SY030177;1-(4-Bromo-phenyl)-3-chloro-propan-1-one;FT-0617816;2-Cyclopenten-1-one, 2,4,4,5-tetramethyl-;J-018527;4 inverted exclamation mark -Bromo-3-chloropropiophenone

Chemical Property of 4'-Bromo-3-chloropropiophenone

Chemical Property:

• Appearance/Colour: light yellow to light brown crystalline powder
• Vapor Pressure: 0.016Pa at 25℃
• Melting Point: 54-59 °C(lit.)
• Refractive Index: 1.5963 (estimate)
• Boiling Point: 333.8 °C at 760 mmHg
• Flash Point: 155.7 °C
• PSA: 17.07000
• Density: 1.499 g/cm³
• LogP: 3.26070
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 36mg/L at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 245.94471
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99.9% ^*data from raw suppliers

1-(4-Bromophenyl)-3-chloropropan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCl)Br

Technology Process of 4'-Bromo-3-chloropropiophenone

There total 6 articles about 4'-Bromo-3-chloropropiophenone 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: 87.0%

bromobenzene (108-86-1,52753-63-6) + 2-chloropropionyl chloride (625-36-5) → 4-bromophenyl 2-chloroethyl ketone (31736-73-9)

Guidance literature:

With aluminium trichloride; In carbon disulfide; for 3h;

DOI:10.1080/00304949709355187

Reference yield: 85.0%

bromobenzene (108-86-1,52753-63-6) + 5-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]indan-1-one (161386-38-5) + 2-chloropropionyl chloride (625-36-5) → 4-bromophenyl 2-chloroethyl ketone (31736-73-9)

Guidance literature:

With hydrogenchloride; aluminium chloride; In dichloromethane;

Reference yield: 53.0%

1-(4-bromophenyl)cyclopropan-1-ol (109240-30-4) → 4-bromophenyl 2-chloroethyl ketone (31736-73-9)

Guidance literature:

With 1,10-Phenanthroline; tert-butylhypochlorite; silver trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 6h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b03649

upstream raw materials:

bromobenzene

2-chloropropionyl chloride

5-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]indan-1-one

1.4-dibromobenzene

Downstream raw materials:

4-p-biphenylyl-7-p-bromophenyl-1,10-phenanthroline

4-p-bromophenyl-8-nitroquinoline

5-Bromo-1-indanone

1-[2-(p-Bromobenzoyl)ethyl]-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium chloride

Refernces

• 1、 Bates, Roderick W.,Csókás, Dániel,Ho, Annabel Xuan Ying,Ramabhadran, Raghunath O.. "How an early or late transition state impacts the stereoselectivity of tetrahydropyran formation by intramolecular oxa-Michael addition". supporting information. p. 6293 - 6304. Retrieved 2019/07/03.
• 2、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.