Trifluoroacetamidine

Base Information

• Chemical Name: Trifluoroacetamidine
• CAS No.: 354-37-0
• Molecular Formula: C₂H₃F₃N₂
• Molecular Weight: 112.054
• Hs Code.: 29252900
• European Community (EC) Number: 670-531-6
• DSSTox Substance ID: DTXSID30380286
• Nikkaji Number: J371.367I
• Wikidata: Q72510712
• Mol file: 354-37-0.mol

Synonyms:Trifluoroacetamidine;354-37-0;2,2,2-trifluoroethanimidamide;2,2,2-trifluoroacetimidamide;trifluoroethanimidamide;Ethanimidamide, 2,2,2-trifluoro-;MFCD00041545;2,2,2-trifluoroacetamidine;Trifluoroacetamideine;trifluoroacetoamidine;trifluoro-acetamidine;Trifluoroacetamidine, tech.;TRIFLUORO ACETAMIDINE;2,2,2-trifluoroacetoamidine;2,2,2-trifluoro-acetamidine;SCHEMBL233273;2,2,2-trifluoroethaneimidamide;Trifluoroacetamidine, AldrichCPR;DTXSID30380286;STR05534;2,2,2-tris(fluoranyl)ethanimidamide;BBL100271;STL553837;AKOS005207237;PB47810;BP-10869;FT-0676221;EN300-44257;D94783;A822801;A905803

Chemical Property of Trifluoroacetamidine

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 2.16mmHg at 25°C
• Refractive Index: 1.3801
• Boiling Point: 58.2 °C at 760 mmHg
• PKA: 6.07±0.40(Predicted)
• Flash Point: 35-37°C/11mm
• PSA: 49.87000
• Density: 1.559 g/cm³
• LogP: 1.28470
• Storage Temp.: Store below -20C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Fully miscible in water.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 112.02483259
• Heavy Atom Count: 7
• Complexity: 83.4

Purity/Quality:

Trifluoroacetamidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-20

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=N)(C(F)(F)F)N
• Uses: Trifluoroacetamidine is used as probe for determination of membrane potential and extra/intracellular volume of erythrocytes by fluorine-19 NMR studies. It is a reagent used as protected ammonia equivalent.

Technology Process of Trifluoroacetamidine

There total 3 articles about Trifluoroacetamidine 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: 90.3%

trifluoroacetonitrile (353-85-5) → trifluoroacetamidine (354-37-0,133640-88-7,133640-89-8)

Guidance literature:

With ammonia; for 0.5h; Heating;

DOI:10.1021/ja00410a031

Reference yield: 84.0%

2,2,2-trifluoroacetamide (354-38-1) → trifluoroacetamidine (354-37-0,133640-88-7,133640-89-8)

Guidance literature:

2,2,2-trifluoroacetamide; With phosphorus pentoxide; at 100 - 150 ℃; for 24h;

With ammonia; at -40 ℃;

Reference yield:

→ trifluoroacetamidine (354-37-0,133640-88-7,133640-89-8)

Guidance literature:

CF3CN, NH3;

upstream raw materials:

trifluoroacetonitrile

2,2,2-trifluoroacetamide

Downstream raw materials:

ethyl 2-(trifluoromethyl)-1,6-dihydro-6-oxopyrimidine-5-carboxylate

4-(dimethoxymethyl)-2-(trifluoromethyl)pyrimidine

2,2,2-trifluoro-N'-(4-methoxyphenyl)ethanehydrazonamide

ethyl 4-hydroxy-2-trifluoromethylpyrimidine-5-carboxylate

Refernces

• 1、 Medina-Mercado, Ignacio,Zaragoza-Galicia, Ivann,Olivo, Horacio F.,Romero-Ortega, Moisés. "2-Trifluoromethyl-1,3-diazabutadienes as useful intermediates for the construction of 2-trifluoromethylpyrimidine derivatives". . p. 4133 - 4139. Retrieved 2018/10/19.
• 2、 -. "2-trifluoromethylpyrimidin-4-carboxylic acid and its derivatives and preparation method thereof". Paragraph 0035; 0036. . Retrieved 2017/05/23.