4,6-Dichloro-1-indanone

Base Information

• Chemical Name: 4,6-Dichloro-1-indanone
• CAS No.: 52397-81-6
• Molecular Formula: C9H6Cl2O
• Molecular Weight: 201.051
• Hs Code.: 2914700090
• European Community (EC) Number: 625-880-9
• DSSTox Substance ID: DTXSID90480438
• Wikidata: Q72466487
• Mol file: 52397-81-6.mol

Synonyms:4,6-Dichloro-1-indanone;52397-81-6;4,6-Dichloro-2,3-dihydro-1H-inden-1-one;4,6-dichloro-2,3-dihydroinden-1-one;4 6-DICHLORO-1-INDANONE;MFCD08276785;4,6-dichloroindanone;4,6-Dichloroindan-1-one;SCHEMBL2256507;DTXSID90480438;BIGNWTAXBIQGAZ-UHFFFAOYSA-N;4,6-Dichloro-1-indanone, 97%;4,6-DICHLORO-1-INDANONE?;CCA39781;AM9354;AKOS010641410;AB44852;DS-15984;SY139649;4,6-bis(chloranyl)-2,3-dihydroinden-1-one;CS-0042853;FT-0654367;EN300-111258;F52750;A829058

Chemical Property of 4,6-Dichloro-1-indanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 118-123 °C
• Boiling Point: 325.608°C at 760 mmHg
• Flash Point: 137.117°C
• PSA: 17.07000
• Density: 1.447g/cm³
• LogP: 3.12230
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 199.9795702
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

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

4,6-Dichloro-2,3-dihydro-1H-inden-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C(=CC(=C2)Cl)Cl

Technology Process of 4,6-Dichloro-1-indanone

There total 4 articles about 4,6-Dichloro-1-indanone 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%

3-(2,4-dichlorophenyl)propanoyl chloride (52397-82-7) → 4,6-dichloroindan-1-one (52397-81-6)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 3h; Reflux;

DOI:10.1021/acs.jmedchem.6b00624

Reference yield:

3-(2,4-dichlorophenyl)propionic acid (55144-92-8) → 4,6-dichloroindan-1-one (52397-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂ / 20 °C

2: aluminum chloride / CH₂Cl₂ / Heating

With aluminium trichloride; oxalyl dichloride; In dichloromethane; 2: Friedel-Crafts reaction;

DOI:10.1021/jm020068k

Reference yield:

trans-2,4-dichlorocinnamic acid (1201-99-6,20595-45-3,20595-46-4) → 4,6-dichloroindan-1-one (52397-81-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / platinum oxide / aq. ethanol

2: oxalyl chloride / CH₂Cl₂ / 20 °C

3: aluminum chloride / CH₂Cl₂ / Heating

With aluminium trichloride; oxalyl dichloride; hydrogen; platinum(IV) oxide; In ethanol; dichloromethane; 3: Friedel-Crafts reaction;

DOI:10.1021/jm020068k

upstream raw materials:

3-(2,4-dichlorophenyl)propanoyl chloride

trans-2,4-dichlorocinnamic acid

3-(2,4-dichlorophenyl)propionic acid

Downstream raw materials:

(R)-1-[(1S,2S)-4,6-dichloro-1-(4-methanesulfonylphenoxy)indan-2-yl]-3-fluoropyrrolidine

(S)-1-[(1S,2S)-4,6-dichloro-1-(4-methanesulfonylphenoxy)indan-2-yl]-3-fluoropyrrolidine

(1aS,6aR)-3,5-dichloro-6,6a-di-hydro-1aH-1-oxa-cyclopropa[a]indene

4,6-dichloro-2-[1-dimethylaminomethylidene]indan-1-one

Refernces

• 1、 Rackelmann, Nils,Matter, Hans,Englert, Heinrich,Follmann, Markus,Maier, Thomas,Weston, John,Arndt, Petra,Heyse, Winfried,Mertsch, Katharina,Wirth, Klaus,Bialy, Laurent. "Discovery and Optimization of 1-Phenoxy-2-aminoindanes as Potent, Selective, and Orally Bioavailable Inhibitors of the Na+/H+ Exchanger Type 3 (NHE3)". supporting information. p. 8812 - 8829. Retrieved 2016/10/22.
• 2、 -. "Polyhalogen-substituted cinnamic acids and cinnamic acid derivatives and a process for the preparation of polyhalogen-substituted cinnamic acids and cinnamic acid derivatives". . . Retrieved 2008/06/13.