Carbonyl cyanide p-trifluoromethoxyphenylhydrazone

Base Information

• Chemical Name: Carbonyl cyanide p-trifluoromethoxyphenylhydrazone
• CAS No.: 370-86-5
• Molecular Formula: C10H5F3N4O
• Molecular Weight: 254.171
• Hs Code.: 2928000090
• European Community (EC) Number: 206-730-8
• UNII: SQR3W2FLV5
• DSSTox Substance ID: DTXSID40190494
• Nikkaji Number: J39.578A
• Wikipedia: Carbonyl_cyanide-p-trifluoromethoxyphenylhydrazone
• Wikidata: Q1649579
• ChEMBL ID: CHEMBL457504
• Mol file: 370-86-5.mol

Synonyms:(4-(Trifluoromethoxy)phenyl)hydrazonopropanedinitrile;Carbonyl Cyanide p Trifluoromethoxyphenylhydrazone;Carbonyl Cyanide p-Trifluoromethoxyphenylhydrazone;Carbonyl Cyanide para Trifluoromethoxyphenylhydrazone;Carbonyl Cyanide para-Trifluoromethoxyphenylhydrazone;Cyanide p-Trifluoromethoxyphenylhydrazone, Carbonyl;Cyanide para-Trifluoromethoxyphenylhydrazone, Carbonyl;FCCP;p-Trifluoromethoxyphenylhydrazone, Carbonyl Cyanide;para-Trifluoromethoxyphenylhydrazone, Carbonyl Cyanide

Chemical Property of Carbonyl cyanide p-trifluoromethoxyphenylhydrazone

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.00174mmHg at 25°C
• Melting Point: 174-175 °C (dec.)(lit.)
• Refractive Index: 1.522
• Boiling Point: 293.3 °C at 760 mmHg
• PKA: 5.91±0.10(Predicted)
• Flash Point: 131.2 °C
• PSA: 81.20000
• Density: 1.34 g/cm³
• LogP: 2.47326
• Storage Temp.: 2-8°C
• Solubility.: acetone: 20 mg/mL, clear, very deep greenish yellow
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 254.04154528
• Heavy Atom Count: 18
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

FCCP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 25-43
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NN=C(C#N)C#N)OC(F)(F)F
• Description: FCCP (370-86-5) is an extremely potent uncoupler of mitochondrial oxidative phosphorylation (IC50 = 20 nM).1 Induces apoptosis in a variety of cell lines.2 Inhibits wild type and mutant beta-amyloid production in embryonic kidney 293 cells expressing either wild-type or “Swedish” mutant APP.3 An important tool for inhibiting mitochondrial membrane potential.2,4 Cell permeable.
• Uses: FCCP is a potent uncoupler of oxidative phosphorylation in mitochondria that disrupts ATP synthesis by transporting protons across cell membranes. At 40 μM, FCCP induces complete depolymerization of microtubules by increasing intracellular pH via the disruption of the mitochondrial H+ gradient and by decreasing the stability of microtubules by impairing the binding of microtubule-associated proteins.[Cayman Chemical]

Technology Process of Carbonyl cyanide p-trifluoromethoxyphenylhydrazone

There total 2 articles about Carbonyl cyanide p-trifluoromethoxyphenylhydrazone 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: 89.0%

4-(trifluoromethoxy)aniline (461-82-5) + malononitrile (109-77-3) → carbonyl cyanide p-(trifluoromethoxy)-phenylhydrazone (370-86-5)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.0833333h;

DOI:10.1039/c3cc48587k

Reference yield:

→ carbonyl cyanide p-(trifluoromethoxy)-phenylhydrazone (370-86-5)

Guidance literature:

Entspr. Anilin, H⁺/NANO2, Malononitril;

Reference yield:

carbonyl cyanide p-(trifluoromethoxy)-phenylhydrazone (370-86-5) + valinomycin (2001-95-8,11005-80-4) → C54H90N6O18*C10H4F3N4O(1-)*K(1+)

Guidance literature:

With potassium hydroxide; In water; at 20 ℃; for 0.166667h;

DOI:10.1021/ja00416a017

upstream raw materials:

4-(trifluoromethoxy)aniline

malononitrile

Refernces

• 1、 Quin, Caroline,Robertson, Linsey,McQuaker, Stephen J.,Price, Nicholas C.,Brand, Martin D.,Hartley, Richard C.. "Caged mitochondrial uncouplers that are released in response to hydrogen peroxide". experimental part. p. 2384 - 2389. Retrieved 2010/05/18.