4,4,4-Trifluorobutanamide

Base Information

• Chemical Name: 4,4,4-Trifluorobutanamide
• CAS No.: 461-34-7
• Molecular Formula: C4H6F3NO
• Molecular Weight: 141.09200
• Hs Code.: 2924190090
• European Community (EC) Number: 640-854-7
• DSSTox Substance ID: DTXSID70361539
• Wikidata: Q82143892
• ChEMBL ID: CHEMBL4542224
• Mol file: 461-34-7.mol

Synonyms:4,4,4-trifluorobutanamide;461-34-7;4,4,4-Trifluorobutyramide;MFCD00526200;SCHEMBL429299;CHEMBL4542224;DTXSID70361539;AKOS003625617;BS-28794;EN300-107461;Z1203585658

Chemical Property of 4,4,4-Trifluorobutanamide

Chemical Property:

• PSA: 44.08000
• LogP: 1.96390
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 141.04014830
• Heavy Atom Count: 9
• Complexity: 109

Purity/Quality:

98%min ^*data from raw suppliers

4,4,4-Trifluorobutanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CC(F)(F)F)C(=O)N

Technology Process of 4,4,4-Trifluorobutanamide

There total 3 articles about 4,4,4-Trifluorobutanamide 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: 50.0%

4,4,4-trifluorobutyric acid (406-93-9) → 4,4,4-trifluorobutyroamide (461-34-7)

Guidance literature:

4,4,4-trifluorobutyric acid; With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

With ammonium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 16h;

DOI:10.1002/chem.201902917

Reference yield: 39.0%

Bromotrifluoromethane (75-63-8) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5) → 4,4,4-trifluorobutyroamide (461-34-7)

Guidance literature:

With benzoic acid; zinc; In acetonitrile; at 20 ℃; for 20h; Sealed tube;

Reference yield:

4,4,4-trifluorobutanoyl chloride (406-91-7) → 4,4,4-trifluorobutyroamide (461-34-7)

Guidance literature:

With ammonia; In diethyl ether; for 0.5h; cooling;

DOI:10.1021/jm0400653

upstream raw materials:

4,4,4-trifluorobutyric acid

4,4,4-trifluorobutanoyl chloride

Bromotrifluoromethane

2-propenamide

Downstream raw materials:

4,4,4-trifluorobutanenitrile

4,4,4-trifluorobutan-1-amine

Refernces

• 1、 Wong, Jeff Y. F.,Tobin, John M.,Vilela, Filipe,Barker, Graeme. "Batch Versus Flow Lithiation–Substitution of 1,3,4-Oxadiazoles: Exploitation of Unstable Intermediates Using Flow Chemistry". supporting information. p. 12439 - 12445. Retrieved 2019/09/06.
• 2、 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 2007/10/03.