2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide

Base Information

• Chemical Name: 2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide
• CAS No.: 667-35-6
• Molecular Formula: C4H2 F6 N2 O2
• Molecular Weight: 224.062
• Hs Code.: 2928000090
• NSC Number: 23684
• DSSTox Substance ID: DTXSID20281970
• Nikkaji Number: J2.878.072I
• Mol file: 667-35-6.mol

Synonyms:2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide;667-35-6;2,2,2-trifluoro-n'-(2,2,2-trifluoroacetyl)acetohydrazide;1,2-bis(trifluoroacetyl)hydrazine;N,N'-Bis(trifluoroacetyl)hydrazine;NSC23684;di(trifluoroacetyl)hydrazine;SCHEMBL2884635;DTXSID20281970;CCG-51596;MFCD00465374;NSC-23684;AKOS003788957;AS-10541;CS-0207301;SR-01000640888-1;2,2,2-TRIFLUORO-N-(TRIFLUOROACETYL)ACETOHYDRAZIDE

Chemical Property of 2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide

Chemical Property:

• Melting Point: 180-180.5 °C
• Boiling Point: 197.3±40.0 °C(Predicted)
• PKA: 6.11±0.43(Predicted)
• Flash Point: 73.1oC
• PSA: 58.20000
• Density: 1.609±0.06 g/cm3(Predicted)
• LogP: 1.04020
• Storage Temp.: Refrigerator
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 224.00204628
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)(C(F)(F)F)NNC(=O)C(F)(F)F
• Uses: 2,?2,?2-?Trifluoro-?N''-?(trifluoroacetyl)?acetohydrazide is a reagent used in the preparation of phenylpyridine-free diiridium complexes.

Technology Process of 2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide

There total 4 articles about 2,2,2-Trifluoro-N'-(trifluoroacetyl)acetohydrazide 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:

benzoic acid hydrazide (613-94-5) + trifluoroacetic anhydride (407-25-0) → 2-phenyl-5-(trifluoromethyl)-1,3,4-oxadiazole + 1,2-bis(trifluoroacetyl)hydrazine (667-35-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 14h;

DOI:10.1016/j.tet.2006.08.016

Reference yield:

ethyl trifluoroacetate, (383-63-1) + hydrazine (302-01-2,78206-91-4,119775-10-9,75013-58-0) → 1,2-bis(trifluoroacetyl)hydrazine (667-35-6) + trifluoroacetic acid (76-05-1) + trifluoroacetic anhydride (407-25-0)

Guidance literature:

In ethanol; dropping of soln. of CF3COOC2H5 in abs. alc. to N2H4 soln. in anhydrous C2H5OH by cooling, stirring at 20°C (12 h); evapn. of C2H5OH, stirring at 20°C (12 h);

DOI:10.1021/ja00870a021

Reference yield:

trifluoroacetic acid-methyl ester (431-47-0) → 2,2,2-trifluoroacetohydrazide (1538-08-5) + 1,2-bis(trifluoroacetyl)hydrazine (667-35-6)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 1h;

DOI:10.1007/s10593-016-1845-3

upstream raw materials:

benzoic acid hydrazide

trifluoroacetic anhydride

ethyl trifluoroacetate,

hydrazine

Downstream raw materials:

2,5-bis(trifluoromethyl)-1,3,4-oxadiazole

trifluoracetyl chloride

2,5-dichloro-1,1,1,6,6,6-hexafluoro-3,4-diaza-hexa-2,4-diene

Refernces

• 1、 Cesarini, Sara,Colombo, Nicoletta,Pulici, Maurizio,Felder, Eduard R.,Brill, Wolfgang K.-D.. "1,3,4-Oxadiazole formation as traceless release in solid phase organic synthesis". . p. 10223 - 10236. Retrieved 2007/10/03.