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Benzophenone Hydrazone

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Name

Benzophenone Hydrazone

EINECS 226-321-8
CAS No. 5350-57-2 Density 1.05 g/cm3
PSA 38.38000 LogP 3.09800
Solubility N/A Melting Point 95-98 °C(lit.)
Formula C13H12N2 Boiling Point 328 °C at 760 mmHg
Molecular Weight 196.252 Flash Point 152.1 °C
Transport Information UN 2811 Appearance white to light yellow crystal powder
Safety 22-24/25-36-26 Risk Codes 22-36/37/38-20/21/22
Molecular Structure Molecular Structure of 5350-57-2 (Benzophenone hydrazone) Hazard Symbols HarmfulXn
Synonyms

Diphenyl ketone hydrazone;Diphenylmethanone hydrazone;Methanone, diphenyl-, hydrazone;Benzophenone hydrazone(BPH);Benzophenine Hydrazone;Benzophenone, hydrazone (6CI,7CI,8CI);Methanone, diphenyl-, hydrazone;

Article Data 83

Benzophenone Hydrazone Synthetic route

119-61-9

benzophenone

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 12h; Heating;100%
With hydrazine hydrate; acetic acid In ethanol at 100℃; for 21h; Inert atmosphere;100%
With hydrazine hydrate In ethanol for 4h; Reflux;100%
574-66-3

Benzophenone oxime

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 1h; Heating;95%
With hydrazine hydrate In diethylene glycol for 1h; Heating;
908093-98-1

diazodiphenylmethane

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With tetramethylammonium tetrafluoroborate; benzoic acid In N,N-dimethyl-formamide at 23℃; Product distribution; other proton donors, other temp.; electrolytic reduction;86%
119-61-9

benzophenone

7803-57-8

hydrazine hydrate

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 4h;95.2%
908093-98-1

diazodiphenylmethane

A

119-61-9

benzophenone

B

101-81-5

Diphenylmethane

C

5350-57-2

benzophenone hydrazone

D

983-79-9

benzophenone azine

E

25022-93-9

N-benzhydrylbenzophenone hydrazone

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol; tetrabutylammonium perchlorate In N,N-dimethyl-formamide Product distribution; Ambient temperature; electrolytic reduction; other reagents, reagent ratio, potentials;A 0.1%
B 88%
C 2.5%
D 0.5%
E 0.4%
908093-98-1

diazodiphenylmethane

A

119-61-9

benzophenone

B

101-81-5

Diphenylmethane

C

5350-57-2

benzophenone hydrazone

D

25022-93-9

N-benzhydrylbenzophenone hydrazone

Conditions
ConditionsYield
With tetrabutylammonium perchlorate; diethyl malonate In N,N-dimethyl-formamide at 20 - 23℃; Pt-cathode; Further byproducts given;A 1%
B 85%
C 7.6%
D 3%

trans-,trans-,trans-C12H18NiC(N2)(C6H5)2

B

5350-57-2

benzophenone hydrazone

C

7440-02-0

nickel

Conditions
ConditionsYield
In diethyl ether byproducts: N2; heating cautiously to 20°C;A 89%
B n/a
C n/a
14066-73-0

benzophenone semicarbazone

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With silica gel In dichloromethane Microwave irradiation;
7341-60-8

benzophenone thiosemicarbazone

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With silica gel In dichloromethane Microwave irradiation;
574-61-8

benzophenone N-phenylhydrazone

5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: manganese(IV) oxide / 130 °C / Microwave irradiation
2: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 6.5 h / Reflux
View Scheme

Benzophenone Hydrazone Specification

The Benzophenone Hydrazone is an organic compound with the formula C13H12N2. The IUPAC name of this chemical is benzhydrylidenehydrazine. With the CAS registry number 5350-57-2, it is also named as (Diphenylmethylene)hydrazine. The product's categories are Pharmaceutical Intermediates; Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Phenylhydrazine; Heterocyclic Compounds. Besides, it is a white to light yellow crystal powder, which should be stored in a dark cool and closed place. It can be used for intermediates of organic pigments and pharmaceutical.

Physical properties about Benzophenone Hydrazone are: (1)ACD/LogP: 2.79; (2)ACD/LogD (pH 5.5): 2.79; (3)ACD/LogD (pH 7.4): 2.79; (4)ACD/BCF (pH 5.5): 77.69; (5)ACD/BCF (pH 7.4): 77.7; (6)ACD/KOC (pH 5.5): 784.71; (7)ACD/KOC (pH 7.4): 784.8; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 15.6 Å2; (12)Index of Refraction: 1.583; (13)Molar Refractivity: 62.32 cm3; (14)Molar Volume: 186.3 cm3; (15)Polarizability: 24.7×10-24cm3; (16)Surface Tension: 41.7 dyne/cm; (17)Density: 1.05 g/cm3; (18)Flash Point: 152.1 °C; (19)Enthalpy of Vaporization: 57.03 kJ/mol; (20)Boiling Point: 328 °C at 760 mmHg; (21)Vapour Pressure: 0.000196 mmHg at 25°C.

Preparation: this chemical can be prepared by benzophenone. This reaction will need reagent anhydrous ethanol and hydrazine.



Uses of Benzophenone Hydrazone: it can be used to produce diazo-diphenyl-methane at ambient temperature. It will need reagent methanol and CH2Cl2.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: N(/N)=C(/c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C13H12N2/c14-15-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,14H2
(3)InChIKey: QYCSNMDOZNUZIT-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C13H12N2/c14-15-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,14H2
(5)Std. InChIKey: QYCSNMDOZNUZIT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 134mg/kg (134mg/kg)   Pharmaceutical Chemistry Journal Vol. 27, Pg. 58, 1993.

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