3,3,3-TRIFLUOROPROPIONYL CHLORIDE

Base Information

• Chemical Name: 3,3,3-TRIFLUOROPROPIONYL CHLORIDE
• CAS No.: 41463-83-6
• Molecular Formula: C3H2ClF3O
• Molecular Weight: 146.496
• Hs Code.: 2915900090
• European Community (EC) Number: 688-390-4
• DSSTox Substance ID: DTXSID00382595
• Nikkaji Number: J2.534.255K
• Wikidata: Q72513286
• Mol file: 41463-83-6.mol

Synonyms:3,3,3-Trifluoropropionyl chloride;Trifluoromethylacetyl chloride;

Chemical Property of 3,3,3-TRIFLUOROPROPIONYL CHLORIDE

Chemical Property:

• Vapor Pressure: 310.965mmHg at 25°C
• Refractive Index: 1.3382
• Boiling Point: 48.369 °C at 760 mmHg
• Flash Point: -16.946 °C
• PSA: 17.07000
• Density: 1.423 g/cm³
• LogP: 1.70420
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 145.9746269
• Heavy Atom Count: 8
• Complexity: 97.2

Purity/Quality:

98% min ^*data from raw suppliers

3,3,3-TrifluoropropionylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 36
• Safety Statements: 26-24/25

MSDS Files:

Useful:

• Canonical SMILES: C(C(=O)Cl)C(F)(F)F

Technology Process of 3,3,3-TRIFLUOROPROPIONYL CHLORIDE

There total 12 articles about 3,3,3-TRIFLUOROPROPIONYL CHLORIDE 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: 99.0%

3,3,3-Trifluoropropionic acid (2516-99-6) → 3,3,3-trifluoropropanoyl chloride (41463-83-6)

Guidance literature:

With phosphorus pentachloride; at 65 ℃; Cooling with ice;

DOI:10.1016/j.jfluchem.2015.06.005

Reference yield: 62.5%

3,3,3-trifluoropropanal (460-40-2) → 3,3,3-trifluoropropanoyl chloride (41463-83-6) + 3,3,3-Trifluoropropionic acid (2516-99-6) + 3,3,3-trifluoro-2-chloropropionyl chloride (431-54-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); chlorine; In 2,4-dichloro-benzotrifluoride; at 50 ℃; for 2.5h; Product distribution / selectivity;

Reference yield: 61.0%

→ 3,3,3-trifluoropropanoyl chloride (41463-83-6) + 1,1,1-trifluoro-2-isocyanatoethane (371-92-6)

Guidance literature:

upstream raw materials:

3,3,3-Trifluoropropionic acid

3,3,3-trifluoropropanal

Downstream raw materials:

trifluoromethyl 2,2,2-trifluororethyl ketone

3,3,3-trifluoropropionamide

methyl 3-((3,3,3-trifluoropropionyl)amino)-4-methyl-benzoate

methyl 3-((3,3,3-trifluoropropionyl)amino)-2-methyl-benzoate

Refernces

• 1、 Romero, F. Anthony,Vodonick, Steven M.,Criscione, Kevin R.,McLeish, Michael J.,Grunewald, Gary L.. "Inhibitors of phenylethanolamine N-methyltransferase that are predicted to penetrate the blood-brain barrier: Design, synthesis, and evaluation of 3-fluoromethyl-7-(N-substituted aminosulfonyl)-1,2,3,4-tetrahydroisoquinolines that possess low affinity toward the α2-adrenoceptor". . p. 4483 - 4493. Retrieved 2004.
• 2、 Haufe, Günter,Husstedt, Wibke S.,dudziński, piotr,matsnev, Andrej V.,thrasher, Joseph S.. "Synthesis and [3,3]-sigmatropic rearrangements of 5-(pentafluorosulfanyl)-pent-3-en-2-ol, its homologues, and trifluoromethyl analogues". . p. 5607 - 5623. Retrieved 2021/07/02.
• 3、 Luzina, Elena L.,Popov, Anatoliy V.. "Synthesis of 3,3,3-trifluoroethyl isocyanate, carbamate and ureas. Anticancer activity evaluation of N-(3,3,3-trifluoroethyl)-N′-substituted ureas". . p. 82 - 88. Retrieved 2015/06/25.