3',4'-Dichloropropiophenone

Base Information

• Chemical Name: 3',4'-Dichloropropiophenone
• CAS No.: 6582-42-9
• Molecular Formula: C9H8 Cl2 O
• Molecular Weight: 203.068
• Hs Code.: 2914700090
• European Community (EC) Number: 229-511-9
• DSSTox Substance ID: DTXSID001297686
• Nikkaji Number: J225.202C
• Wikidata: Q106902680
• Mol file: 6582-42-9.mol

Synonyms:3',4'-Dichloropropiophenone;6582-42-9;1-(3,4-dichlorophenyl)propan-1-one;1-(3,4-Dichlorophenyl)-1-propanone;1-Propanone, 1-(3,4-dichlorophenyl)-;Enamine_003892;SCHEMBL2127069;3,4-Dichlorophenyl Ethyl Ketone;DTXSID001297686;HMS1405A20;3',4'-Dichloropropiophenone, 99%;AM1123;MFCD00000554;STL444070;AKOS000299377;CS-W015475;PS-8168;3\',4\'-DICHLOROPROPIOPHENONE;s11936;1-(3,4-Dichlorophenyl)-1-propanone #;D3365;FT-0614846;EN300-17015;A835243;AE-562/43461513;W-104783;Z56858267

Chemical Property of 3',4'-Dichloropropiophenone

Chemical Property:

• Appearance/Colour: WHITE TO LIGHT YELLOW LOW MELTING SOLID
• Melting Point: 44-46 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 136-140 °C18 mm Hg(lit.)
• Flash Point: >113 ºC
• PSA: 17.07000
• Density: 1.27 g/cm³
• LogP: 3.58610
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 201.9952203
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

3’,4’-Dichloropropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 37/39-26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)C1=CC(=C(C=C1)Cl)Cl
• Uses: 3′,4′-Dichloropropiophenone was used in the synthesis of (S)-3-chloro-1-(4-chlorophenyl)-1-propanol.

Technology Process of 3',4'-Dichloropropiophenone

There total 8 articles about 3',4'-Dichloropropiophenone 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: 80.2%

propionic acid anhydride (123-62-6) + 1,2-dichloro-benzene (95-50-1) → 1-(3,4-dichlorophenyl)propan-1-one (6582-42-9)

Guidance literature:

1,2-dichloro-benzene; With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 0.166667h;

propionic acid anhydride; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.ejmech.2012.04.030

Reference yield:

3,4-dichloro-α-ethyl-benzylalcohol (53984-12-6) → 1-(3,4-dichlorophenyl)propan-1-one (6582-42-9)

Guidance literature:

With chromic acid;

DOI:10.1021/jo00876a003

Reference yield:

3,4-dichlorbenzoic acid (51-44-5) → 1-(3,4-dichlorophenyl)propan-1-one (6582-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SOCl₂, 2.) NH₄OH, 3.) SOCl₂ / 2.) dioxane, 3.) reflux

2: ethanol

With ammonium hydroxide; thionyl chloride; In ethanol;

DOI:10.1016/S0960-894X(96)00577-X

upstream raw materials:

propionyl chloride

1,2-dichloro-benzene

3,4-dichloro-α-ethyl-benzylalcohol

3,4-dichloro-benzonitrile

Downstream raw materials:

2-tert-Butylamino-1-(3,4-dichloro-phenyl)-propan-1-ol

2-tert-Butylamino-1-(3,4-dichloro-phenyl)-propan-1-ol

C₁₇H₂₂Cl₂O₅

3,4-dichloropropiophenone thiosemicarbazone

Refernces

• 1、 Chang, Lu,Kuang, Yulong,Qin, Bo,Zhou, Xin,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming. "N, N′-dioxide-Cu(OTf)2 complex catalyzed highly enantioselective amination reaction of N-acetyl enamide". supporting information; scheme or table. p. 2214 - 2217. Retrieved 2010/08/06.
• 2、 Musso, David L.,Mehta, Nariman B.,Soroko, Francis E.. "Synthesis and evaluation of the anticonvulsant activity of a series of 2-amino-1-phenyl-1-propranols derived from the metabolites of the antidepressant bupropion". . p. 1 - 6. Retrieved 2007/10/03.