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1,5-Diphenylcarbazone
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Name

1,5-Diphenylcarbazone

 EINECS 208-698-0
CAS No. 538-62-5 Density 1.19 g/cm3
PSA 65.85000 LogP 3.97090
Solubility Soluble in acetone. Insoluble in water. Melting Point 119-123 °C(lit.)
Formula C13H12N4O Boiling Point 382.98°C (rough estimate)
Molecular Weight 240.264 Flash Point N/A
Transport Information N/A Appearance Orange powder
Safety 22-24/25 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 538-62-5 (DIPHENYLCARBAZONE) Hazard Symbols N/A
Synonyms

Diazenecarboxylicacid, phenyl-, 2-phenylhydrazide (9CI);Formic acid, (phenylazo)-,2-phenylhydrazide (6CI,8CI);1,5-Diphenylcarbazone;3-Hydroxy-1,5-diphenylformazan;Diazenecarbohydrazonic acid, N,2-diphenyl-;Diphenylcarbazone;Hydrazinecarboxamide, 2-phenyl-N-(phenylimino)-;s-Diphenylcarbazone;

Article Data 22

1,5-Diphenylcarbazone Synthetic route

60-10-6

1,5-diphenyl-thiocarbazone

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
With Oxone for 0.333333h;99%
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.25h; Heating;99%
With quinolinium monofluorochromate(VI) In acetonitrile for 0.5h; Heating;97%
140-22-7

1,5-diphenylcarbazide

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel; sodium nitrite In dichloromethane at 20℃;95%
With acetic anhydride; sodium nitrite In dichloromethane at 20℃; for 0.833333h;94%
With sulfuric acid; iron(III) chloride In acetone for 0.5h; Ambient temperature;91%

furan-2,3,5(4H)-trione pyridine (1:1)

140-22-7

1,5-diphenylcarbazide

air oxygen

air oxygen

538-62-5

diphenylcarbazone

140-22-7

1,5-diphenylcarbazide

alcoholic KOH-solution

alcoholic KOH-solution

air oxygen

air oxygen

538-62-5

diphenylcarbazone

potassium salt of phenylazoformic acid phenylhydrazide

potassium salt of phenylazoformic acid phenylhydrazide

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
With sulfuric acid

nickel diphenylcarbazonate

441-38-3

benzoin oxime

A

nickel (α-benzoin oximate)2

B

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
In chloroform CHCl3-soln. of α-benzoin oxime is added to metal diphenylcarbazonate.;

palladium diphenylcarbazonate

441-38-3

benzoin oxime

A

palladium (α-benzoin oximate)2

B

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
In chloroform CHCl3-soln. of α-benzoin oxime is added to metal diphenylcarbazonate.;

copper diphenylcarbazonate

441-38-3

benzoin oxime

A

copper (α-benzoin oximate)2

B

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
In chloroform Refluxing α-benzoin oxime and copper salt in ethanolic soln..;

cadmium diphenylcarbazonate

441-38-3

benzoin oxime

A

cadmium (α-benzoin oximate)2

B

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
In chloroform CHCl3-soln. of α-benzoin oxime is added to metal diphenylcarbazonate.;

cobalt diphenylcarbazonate

441-38-3

benzoin oxime

A

cobalt (α-benzoin oximate)2

B

538-62-5

diphenylcarbazone

Conditions
ConditionsYield
In chloroform CHCl3-soln. of α-benzoin oxime is added to metal diphenylcarbazonate.;

1,5-Diphenylcarbazone Consensus Reports

1,5-DIPHENYLCARBAZONE's reported in EPA TSCA Inventory.

1,5-Diphenylcarbazone Specification

The IUPAC name of 1,5-Diphenylcarbazone is 1-anilino-3-phenyliminourea. With the CAS registry number 538-62-5, it is also named as Phenyldiazenecarboxylic acid 2-phenylhydrazide. The product's categories are pharmaceutical intermediates; aromatic hydrazides, hydrazines, hydrazones and oximes. It is orange powder which is soluble in alcohol, chloroform and benzene, insoluble in water. 1,5-Diphenylcarbazone should be sealed in the container which must be placed in a cool, well-ventilated area. And do not store above 24°C (75.2°F). In addition, it is obtained by the condensation of phenylhydrazine and urea, and then oxidation by hydrogen peroxide.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.41; (4)ACD/LogD (pH 7.4): 3.41; (5)ACD/BCF (pH 5.5): 230.4; (6)ACD/BCF (pH 7.4): 229.57; (7)ACD/KOC (pH 5.5): 1708.66; (8)ACD/KOC (pH 7.4): 1702.51; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.617; (13)Molar Refractivity: 70.42 cm3; (14)Molar Volume: 201 cm3; (15)Polarizability: 27.91×10-24 cm3; (16)Surface Tension: 48.8 dyne/cm; (17)Rotatable Bond Count: 3; (18)Tautomer Count: 2; (19)Exact Mass: 240.101111; (20)MonoIsotopic Mass: 240.101111; (21)Topological Polar Surface Area: 65.8; (22)Heavy Atom Count: 18.

Uses of 1,5-Diphenylcarbazone: It is used to test cadmium, chromium, copper, iron, mercury, molybdenum, lead and zinc. And it is also used as analytical reagents, chromatography reagents, indicators and complex adsorption indicator.

When you are using this chemical, please be cautious about it as the following:
People should not breathe dust and avoid contact with skin and eyes. If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. And get medical attention. Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15 minutes.

People can use the following data to convert to the molecule structure.
1. SMILES: O=C(NNc1ccccc1)\N=N/c2ccccc2;
2. InChI: InChI=1/C13H12N4O/c18-13(16-14-11-7-3-1-4-8-11)17-15-12-9-5-2-6-10-12/h1-10,14H,(H,16,18)/b17-15-.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 14, 1953.

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