Benzophenone hydrazone

Short Description:

Chemical Name:Benzophenone hydrazone
CAS No.:5350-57-2
Molecular Formula:C13H12N2
Molecular Weight:196.252
Hs Code.:2928.00 DERIVATION
European Community (EC) Number:226-321-8
NSC Number:43
UNII:S2WWI81YAL
DSSTox Substance ID:DTXSID6063806
Nikkaji Number:J1.834A
ChEMBL ID:CHEMBL1881268
Mol file:5350-57-2.mol

Product Detail

Product Tags

Synonyms:Benzophenone hydrazone;5350-57-2;(diphenylmethylene)hydrazine;Methanone, diphenyl-, hydrazone;Diphenylmethanone hydrazone;Benzophenonehydrazone;benzhydrylidenehydrazine;Benzophenone, hydrazone;Diphenyl ketone hydrazone;(diphenylmethylidene)hydrazine;Diphenyldiazomethane precursor;NSC 43;benzhydrylidene-hydrazine;EINECS 226-321-8;S2WWI81YAL;Diphenylmethylidenehydrazine;AI3-52536;NSC-43;Diphenylhydrazon;Methanone, hydrazone;MFCD00007624;Diphenylketone hydrazone;UNII-S2WWI81YAL;BENZOPHENONHYDRAZONE;Benzophenoneimine N-amino-;Methanone diphenyl hydrazone;Benzophenonehydrazone (BPH);NSC43;Benzophenone hydrazone, 96%;di(phenyl)methylidenehydrazine;Diphenylmethanone hydrazone #;MLS001181010;1-(diphenylmethylene)hydrazine;

Chemical Property of Benzophenone Hydrazone

● Appearance/Colour:white to light yellow crystal powder
● Melting Point:95-98 °C(lit.)
● Refractive Index:1.677
● Boiling Point:328 °C at 760 mmHg
● PKA:1.44±0.70(Predicted)
● Flash Point:152.1 °C
● PSA：38.38000
● Density:1.05 g/cm3
● LogP:3.09800

● Storage Temp.:0-6°C
● Solubility.:Soluble in ether, benzene, chloroform and other organic solvents
● XLogP3:2.8
● Hydrogen Bond Donor Count:1
● Hydrogen Bond Acceptor Count:2
● Rotatable Bond Count:2
● Exact Mass:196.100048391
● Heavy Atom Count:15
● Complexity:191

Safty Information

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

Useful

Chemical Classes:Nitrogen Compounds -> Other Aromatics (Nitrogen)
Canonical SMILES:C1=CC=C(C=C1)C(=NN)C2=CC=CC=C2
Uses:An important compound in organic photochemistry and perfumery as well as in organic synthesis. Used in the antibiotics synthesis of 6-APA and 7-ACA of the carboxyl protecting groups and other organic compounds. Used as organic pigment and medical intermediate. It is used as a photoinitiator of UV-curing applications in inks, adhesive, coatings and optical fiber.

Detailed Introduction

Benzophenone hydrazone is a compound that is derived from benzophenone, an aromatic ketone. It is formed by the condensation reaction between benzophenone and hydrazine. The resulting compound has a hydrazone functional group, which is characterized by the presence of the nitrogen-nitrogen double bond (-NNH-).
Benzophenone hydrazone finds applications in various fields, including pharmaceutical research, photophysics, organic synthesis, and as a UV-absorbing agent. In pharmaceutical research, it can serve as a building block for the synthesis of different compounds due to its potential biological activity. It can also act as a photosensitizer in photophysics, undergoing photochemical reactions upon light excitation. Moreover, it is used as a reagent in organic synthesis, particularly in the formation of carbon-nitrogen (C-N) bonds and cyclization reactions for the synthesis of heterocyclic compounds. Additionally, its UV-absorbing properties make it useful as a UV stabilizer in coatings, polymers, and personal care products, protecting them from the harmful effects of UV radiation.
When working with benzophenone hydrazone, it is important to handle it in a well-ventilated area and ensure proper personal protective equipment (PPE) is used. Adhering to safe laboratory practices and ensuring appropriate disposal of unused or waste material is also important.
The specific applications and properties of benzophenone hydrazone can vary depending on its derivatives and reaction conditions.

Application

Benzophenone hydrazone, also known as diphenylmethanone hydrazone, is a chemical compound with the molecular formula C13H12N2O. It is derived from benzophenone through a reaction with hydrazine.
Benzophenone hydrazone has various potential uses and applications:
Organic synthesis: It can be utilized as a building block or intermediate in organic synthesis. Benzophenone hydrazone can participate in reactions such as nucleophilic addition, condensation, and reduction, leading to the formation of new compounds.
Photostabilizer: Benzophenone hydrazone exhibits photostabilizing properties. It can be added to certain materials, like polymers, to protect them from the degradation caused by exposure to ultraviolet (UV) radiation. It absorbs UV light and dissipates the energy, preventing damage to the material.
Anti-oxidant: Benzophenone hydrazone possesses antioxidant properties, which means it can inhibit or slow down oxidation reactions. It can be used as an additive in products like cosmetics, polymers, and coatings to prevent oxidation-induced deterioration.
Research and development: Benzophenone hydrazone is employed in laboratory research as a reagent or reference compound. It can participate in chemical reactions or serve as a standard during analysis.
As with any chemical compound, proper safety precautions should be followed when handling and using benzophenone hydrazone. It is important to adhere to safety guidelines, use appropriate protective equipment, and handle it in well-ventilated areas.