2',4'-Dichloropropiophenone

Base Information

• Chemical Name: 2',4'-Dichloropropiophenone
• CAS No.: 37885-41-9
• Molecular Formula: C9H8Cl2O
• Molecular Weight: 203.068
• Hs Code.: 2914700090
• European Community (EC) Number: 253-700-5
• UNII: PQX59H9QPV
• DSSTox Substance ID: DTXSID00191321
• Nikkaji Number: J261.262C
• Wikidata: Q83063835
• Mol file: 37885-41-9.mol

Synonyms:37885-41-9;2',4'-Dichloropropiophenone;1-(2,4-dichlorophenyl)propan-1-one;2,4-Dichloropropiophenone;1-(2,4-DICHLOROPHENYL)-1-PROPANONE;1-Propanone, 1-(2,4-dichlorophenyl)-;PQX59H9QPV;EINECS 253-700-5;MFCD00027396;UNII-PQX59H9QPV;SCHEMBL1144066;AMY3243;DTXSID00191321;AKOS000112299;DS-5727;SY027078;CS-0152664;D3937;FT-0610073;EN300-21038;T70851;A823920;2 inverted exclamation mark ,4 inverted exclamation mark -Dichloropropiophenone;5-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazole-4-carboxamide;1-(2,4-Dichlorophenyl)propan-1-one

Chemical Property of 2',4'-Dichloropropiophenone

Chemical Property:

• Appearance/Colour: Clear slightly yellow liquid
• Refractive Index: 1.551-1.553
• Boiling Point: 263.8 °C at 760 mmHg
• Flash Point: 109 °C
• PSA: 17.07000
• Density: 1.258 g/cm³
• LogP: 3.58610
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water
• XLogP3: 3.3
• 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

1-(2,4-Dichlorophenyl)propan-1-one ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C1=C(C=C(C=C1)Cl)Cl
• Uses: 2',4'-Dichloropropiophenone is used in the synthesis of (S)-3-chloro-1-(4-chlorophenyl)-1-propanol.

Technology Process of 2',4'-Dichloropropiophenone

There total 5 articles about 2',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: 93.0%

1-(2,4-dichlorophenyl)propan-1-ol (53066-02-7) → 2',4'-dichloropropiophenone (37885-41-9)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 0.5h;

DOI:10.1021/jm020980t

Reference yield:

propionyl chloride (79-03-8) + 1,3-Dichlorobenzene (541-73-1) → 2',4'-dichloropropiophenone (37885-41-9)

Guidance literature:

With carbon disulfide; aluminium trichloride;

DOI:10.1021/ja01212a516

Reference yield:

2,4-dichlorobenzaldeyhde (874-42-0) → 2',4'-dichloropropiophenone (37885-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / diethyl ether / 24 h / 20 °C

2: 93 percent / aq. H₂SO₄; CrO₃ / acetone / 0.5 h / 0 °C

With chromium(VI) oxide; sulfuric acid; In diethyl ether; acetone; 2: Jones oxidation;

DOI:10.1021/jm020980t

upstream raw materials:

propionyl chloride

1,3-Dichlorobenzene

1-(2,4-dichlorophenyl)propan-1-ol

2,4-dichlorobenzaldeyhde

Downstream raw materials:

2-bromo-1-(2,4-dichloro-phenyl)-propane-1-one

2-phenyl-4-(2,4-dichlorophenyl)-5-methylimidazole

(S)-1-(2',4'-dichlorophenyl)propan-1-ol

C₁₉H₁₄Cl₄N₂O₂

Refernces

• 1、 Vogl, Michael,Brecker, Lothar,Kratzer, Regina,Nidetzky, Bernd. "Candida tenuis xylose reductase catalyzed reduction of aryl ketones for enantioselective synthesis of active oxetine derivatives". . p. 847 - 853,7. Retrieved 2020/07/31.
• 2、 Rossello, Armando,Bertini, Simone,Lapucci, Annalina,Macchia, Marco,Martinelli, Adriano,Rapposelli, Simona,Herreros, Esperanza,Macchia, Bruno. "Synthesis, antifungal activity, and molecular modeling studies of new inverted oxime ethers of oxiconazole". . p. 4903 - 4912. Retrieved 2007/10/03.