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| CAS No.: | 5350-57-2 |
|---|---|
| Name: | Benzophenone hydrazone |
| Molecular Structure: | |
|
|
|
| Formula: | C13H12N2 |
| Molecular Weight: | 196.252 |
| Synonyms: | Diphenyl ketone hydrazone;Diphenylmethanone hydrazone;Methanone, diphenyl-, hydrazone;Benzophenone hydrazone(BPH);Benzophenine Hydrazone;Benzophenone, hydrazone (6CI,7CI,8CI);Methanone, diphenyl-, hydrazone; |
| EINECS: | 226-321-8 |
| Density: | 1.05 g/cm3 |
| Melting Point: | 95-98 °C(lit.) |
| Boiling Point: | 328 °C at 760 mmHg |
| Flash Point: | 152.1 °C |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36/37/38-20/21/22 |
| Safety: | 22-24/25-36-26 |
| Transport Information: | UN 2811 |
| PSA: | 38.38000 |
| LogP: | 3.09800 |
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| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With tetramethylammonium tetrafluoroborate; benzoic acid In N,N-dimethyl-formamide at 23℃; Product distribution; other proton donors, other temp.; electrolytic reduction; | 86% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
A
- 548757-70-6, 33154-75-5, 12126-69-1, 548757-71-7, 39330-67-1
[Ni(1,5,9-cyclododecatriene)]
B
- 5350-57-2
benzophenone hydrazone
C
- 7440-02-0
nickel
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With silica gel In dichloromethane Microwave irradiation; |
| Conditions | Yield |
|---|---|
| With silica gel In dichloromethane Microwave irradiation; |
| Conditions | Yield |
|---|---|
| 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 |
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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.
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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. |