4-(Trifluoromethyl)phenylhydrazine

Base Information

• Chemical Name: 4-(Trifluoromethyl)phenylhydrazine
• CAS No.: 368-90-1
• Molecular Formula: C7H7F3N2
• Molecular Weight: 176.141
• Hs Code.: 29280000
• DSSTox Substance ID: DTXSID40190277
• Nikkaji Number: J308.981I
• Wikidata: Q72512398
• Mol file: 368-90-1.mol

Synonyms:4-(Trifluoromethyl)phenylhydrazine;368-90-1;(4-(Trifluoromethyl)phenyl)hydrazine;[4-(trifluoromethyl)phenyl]hydrazine;4-trifluoromethylphenylhydrazine;4-(trifluoromethyl)phenyl hydrazine;p-Trifluoromethylphenylhydrazine;Hydrazine, [4-(trifluoromethyl)phenyl]-;MFCD00042508;(4-trifluoromethyl-phenyl)-hydrazine;1-(4-(trifluoromethyl)phenyl)hydrazine;1-[4-(trifluoromethyl)phenyl]hydrazine;4-Hydrazinobenzotrifluoride;p-(trifluoromethyl)phenylhydrazine;4-(Trifluoromethyl)-phenylhydrazine;SCHEMBL378918;4-trifluoromethyl-phenylhydrazine;4-Trifluoromethylphenyl hydrazine;DTXSID40190277;(4-trifluoromethylphenyl)hydrazine;AMY28741;BBL010016;STK500360;AKOS000321190;1-Hydrazino-4-(trifluoromethyl)benzene;CS-W017417;GS-3179;4-(Trifluoromethyl)phenylhydrazine, 96%;AC-14914;FT-0616938;hydrazine, 1-[4-(trifluoromethyl)phenyl]-hydrochloride

Chemical Property of 4-(Trifluoromethyl)phenylhydrazine

Chemical Property:

• Appearance/Colour: Yellow to brownish powder
• Vapor Pressure: 1mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Refractive Index: 1.426
• Boiling Point: 230 °C at 760 mmHg
• PKA: 4.49±0.20(Predicted)
• Flash Point: 92.9 °C
• PSA: 38.05000
• Density: 1.339 g/cm³
• LogP: 2.76430
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 176.05613272
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)phenylhydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn, Xi
• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)NN
• Uses: 4-(Trifluoromethyl)phenylhydrazine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 4-(Trifluoromethyl)phenylhydrazine

There total 6 articles about 4-(Trifluoromethyl)phenylhydrazine 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: 40.0%

4-chlorobenzotrifluoride (98-56-6) → 4-(trifluoromethyl)phenylhydrazine (368-90-1)

Guidance literature:

potassium fluoride; In N,N,N',N'-tetramethylurea;

Reference yield:

N'-(4-Trifluoromethyl-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester (137273-09-7) → 1,1,1-trichloroethanol (115-20-8) + 4-(trifluoromethyl)phenylhydrazine (368-90-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 25 ℃; Rate constant;

Reference yield:

4-trifluoromethylphenylamine (455-14-1) → 4-(trifluoromethyl)phenylhydrazine (368-90-1)

Guidance literature:

Multistep reaction; (i) NaNO₂, aq. HCl, (ii) NH₃, SO₂;

DOI:10.1016/S0040-4020(01)93332-0

upstream raw materials:

4-trifluoromethylphenylamine

p-trifluorobenzene diazonium chloride

N'-(4-Trifluoromethyl-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester

4-chlorobenzotrifluoride

Downstream raw materials:

Cyclohexanon-4-trifluormethylphenyl-hydrazon

2-(4-Trifluoromethyl-phenyl)-1,4-dihydro-2H-thiochromeno[4,3-c]pyrazol-3-one

3-[(4-Trifluoromethyl-phenyl)-hydrazono]-piperidin-2-one

1-Benzyl-3-[(4-trifluoromethyl-phenyl)-hydrazono]-piperidin-2-one

Refernces

• 1、 Maclean, Mark A.,Diez-Cecilia, Elena,Lavery, Christopher B.,Reed, Mark A.,Wang, Yanfei,Weaver, Donald F.,Stradiotto, Mark. "Diversification of edaravone via palladium-catalyzed hydrazine cross-coupling: Applications against protein misfolding and oligomerization of beta-amyloid". supporting information. p. 100 - 104. Retrieved 2015/12/18.
• 2、 Lundgren, Rylan J.,Stradiotto, Mark. "Palladium-catalyzed cross-coupling of aryl chlorides and tosylates with hydrazine". supporting information; experimental part. p. 8686 - 8690. Retrieved 2011/01/08.