3,3-Dichloro-1,1,1-trifluoroacetone

Base Information

• Chemical Name: 3,3-Dichloro-1,1,1-trifluoroacetone
• CAS No.: 126266-75-9
• Molecular Formula: C3HCl2F3O
• Molecular Weight: 180.942
• Hs Code.: 2914199090
• DSSTox Substance ID: DTXSID70381237
• Nikkaji Number: J1.827.610K
• Wikidata: Q82171941
• Mol file: 126266-75-9.mol

Synonyms:126266-75-9;3,3-Dichloro-1,1,1-trifluoroacetone;3,3-dichloro-1,1,1-trifluoropropan-2-one;2-Propanone,3,3-dichloro-1,1,1-trifluoro-;3,3-Dichloro-1,1,1-trifluoracetone, anhydrous;SCHEMBL112469;DTXSID70381237;MFCD08461592;1,1-dichloro-3,3,3-trifluoroacetone;4-(4-FLUOROPHENYL)ACETANILIDE;AKOS037645985;1,1,1-Trifluoro-3,3-dichloroacetone;AS-65524;2-Propanone, 3,3-dichloro-1,1,1-trifluoro-;A805534

Chemical Property of 3,3-Dichloro-1,1,1-trifluoroacetone

Chemical Property:

• Vapor Pressure: 39.6mmHg at 25°C
• Refractive Index: 1.372
• Boiling Point: 98.6 °C at 760 mmHg
• Flash Point: 13.4 °C
• PSA: 17.07000
• Density: 1.577 g/cm³
• LogP: 1.92150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.9356545
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

98%min ^*data from raw suppliers

3,3-Dichloro-1,1,1-trifluoroacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)C(F)(F)F)(Cl)Cl
• Uses: 3,3-Dichloro-1,1,1-trifluoroacetone is a useful synthetic intermediate. It is used as a reagent to synthesize Panomifene (P181000) which is an analogue to tamoxifen (T006000), an antiestrogen currently used as a therapeutic agent against breast cancer, and there are some similar routes in their metabolism.

Technology Process of 3,3-Dichloro-1,1,1-trifluoroacetone

There total 4 articles about 3,3-Dichloro-1,1,1-trifluoroacetone 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:

trans-1-chloro-3,3,3-trifluoropropene (102687-65-0) → trifluoracetyl chloride (354-32-5) + formyl chloride (2565-30-2) + 2,2,2-Trifluoroacetaldehyde (75-90-1) + 3,3,3-trifluoro-2-chloropropionaldehyde (19256-25-8) + 3,3,3-trifluoro-2-chloropropionyl chloride (431-54-9) + 3,3-dichloro-1,1,1-trifluoroacetone (126266-75-9)

Guidance literature:

With nitrogen; oxygen; chlorine; at 21.84 ℃; under 700 Torr; UV-irradiation;

DOI:10.1039/c1cp22925g

Reference yield:

trans-1-chloro-3,3,3-trifluoropropene (102687-65-0) → trifluoracetyl chloride (354-32-5) + formyl chloride (2565-30-2) + 3,3,3-trifluoro-2-chloropropionaldehyde (19256-25-8) + 3,3,3-trifluoro-2-chloropropionyl chloride (431-54-9) + 3,3-dichloro-1,1,1-trifluoroacetone (126266-75-9)

Guidance literature:

With nitrogen; oxygen; chlorine; at 21.84 ℃; under 700 Torr; UV-irradiation;

DOI:10.1039/c1cp22925g

Reference yield:

1,1-Dichloro-3,3,3-trifluoro-propen-2-ol (126266-70-4) → 3,3-dichloro-1,1,1-trifluoroacetone (126266-75-9)

Guidance literature:

With sulfuric acid; water; Yield given. Multistep reaction; 1.) 15 min;

upstream raw materials:

1,1-Dichloro-3,3,3-trifluoro-propen-2-ol

C₃H₃Cl₂F₃O₂

trans-1-chloro-3,3,3-trifluoropropene

Downstream raw materials:

1,1-dichloro-2-trifluoromethyl-4-phenylbut-3-yn-2-ol

1,1-dichloro-2-trifluoromethyl-4-phenylbutan-2-ol

3-chloro-1,1,1-trifluoroacetone

1-fluoro-2-propanone

Refernces

• 1、 Fuchibe, Kohei,Atobe, Kohei,Fujita, Yukari,Mori, Keiji,Akiyama, Takahiko. "Niobium-catalyzed activation of CF3 group on alkene: Synthesis of substituted indenes". supporting information; scheme or table. p. 867 - 869. Retrieved 2011/01/07.