1,5-Diphenylcarbazone supplier

Name
DIPHENYLCARBAZONE
EINECS 208-698-0
CAS No. 538-62-5
Article Data22
CAS DataBase
Density 1.19 g/cm³
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
Transport Information
Appearance Orange powder
Safety 22-24/25
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols
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;
PSA 65.85000
LogP 3.97090

Synthetic route

: 60-10-6
1,5-diphenyl-thiocarbazone

: 538-62-5
diphenylcarbazone

Conditions

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 140-22-7
1,5-diphenylcarbazide

alcoholic KOH-solution: alcoholic KOH-solution

air oxygen: air oxygen

: 538-62-5
diphenylcarbazone

...Expand

potassium salt of phenylazoformic acid phenylhydrazide: potassium salt of phenylazoformic acid phenylhydrazide

: 538-62-5
diphenylcarbazone

Conditions

Conditions	Yield
With sulfuric acid

: nickel diphenylcarbazonate

: 441-38-3
benzoin oxime

A: nickel (α-benzoin oximate)2

B: 538-62-5
diphenylcarbazone

Conditions

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

...Expand

: palladium diphenylcarbazonate

: 441-38-3
benzoin oxime

A: palladium (α-benzoin oximate)2

B: 538-62-5
diphenylcarbazone

Conditions

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

...Expand

: copper diphenylcarbazonate

: 441-38-3
benzoin oxime

A: copper (α-benzoin oximate)2

B: 538-62-5
diphenylcarbazone

Conditions

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

...Expand

: cadmium diphenylcarbazonate

: 441-38-3
benzoin oxime

A: cadmium (α-benzoin oximate)2

B: 538-62-5
diphenylcarbazone

Conditions

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

...Expand

: cobalt diphenylcarbazonate

: 441-38-3
benzoin oxime

A: cobalt (α-benzoin oximate)2

B: 538-62-5
diphenylcarbazone

Conditions

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

...Expand

: 100-56-1
phenylmercury(II) chloride

: 538-62-5
diphenylcarbazone

: C6H5Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	85%

: 28969-28-0
4-Bromphenylquecksilberchlorid

: 538-62-5
diphenylcarbazone

: C6H4(Br)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	85%

: 1802-38-6
4-chlorophenylmercury chloride

: 538-62-5
diphenylcarbazone

: C6H4(Cl)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	85%

: 10366-02-6
2-Methoxyphenylmercuric chloride

: 538-62-5
diphenylcarbazone

: C6H4(OCH3)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	80%

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: 603-35-0
triphenylphosphine

: 538-62-5
diphenylcarbazone

: C43H45N4O5P

Conditions

Conditions	Yield
In acetone at -10 - 20℃;	79.5%

...Expand

: 3009-79-8
p-anisylmercuric chloride

: 538-62-5
diphenylcarbazone

: C6H4(OCH3)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	78%

: 23000-61-5
4-hydroxymethyl-phenylmercury (1+); chloride

: 538-62-5
diphenylcarbazone

: C6H4(CH2OH)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	78%

: 91713-41-6
chloro(2-hydroxymethylphenyl)mercury

: 538-62-5
diphenylcarbazone

: C6H4(CH2OH)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	76%

: 762-42-5
dimethyl acetylenedicarboxylate

: 603-35-0
triphenylphosphine

: 538-62-5
diphenylcarbazone

: C37H33N4O5P

Conditions

Conditions	Yield
In acetone at -10 - 20℃;	75.4%

...Expand

: 623-07-4
4-hydroxyphenyl mercury(II) chloride

: 538-62-5
diphenylcarbazone

: C6H4(OH)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	75%

: 90-03-9
(2-hydroxyphenyl)mercury chloride

: 538-62-5
diphenylcarbazone

: C6H4(OH)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	72%

: 59-85-8
p-chloromercuribenzoic acid

: 538-62-5
diphenylcarbazone

: C6H4(COOH)Hg[C6H5NNCONNHC6H5]

Conditions

Conditions	Yield
With perchlorate buffer In tetrachloromethane; water a soln. of the arylmercuric chloride in perchlorate buffer (pH 7) is shaken with a soln. of diphenylcarbazone in CCl4 for 20 min; the organic layer is separated, the solvent is evapd. under reduced pressure, the residue is washed, elem. anal.;	70%

: 10038-98-9
germaniumtetrachloride

: 538-62-5
diphenylcarbazone

: [Ge(C6H5NHNCONNC6H5)2Cl2]

Conditions

Conditions	Yield
In benzene byproducts: diphenylcarbazone hydrochloride; Ge : ligand molar ratio of 1 : 2, stirring for 10 min at room temp.; filtration, evapn., crystn., washing with pentane, drying in vac.; elem. anal.;	60%

: praseodymium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Pr(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	56%

Yield

With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;

56%

: samarium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Sm(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	52%

Yield

52%

: cerium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Ce(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	51%

Yield

51%

: neodymium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Nd(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	50%

Yield

50%

: lanthanum(III) nitrate hydrated

: 538-62-5
diphenylcarbazone

: [La(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	48%

Yield

48%

: dysprosium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Dy(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	45%

Yield

45%

: holmium(III) nitrate hydrate

: 538-62-5
diphenylcarbazone

: [Ho(diphenylcarbazone)2(NO3)2]NO3*2H2O

Conditions

Conditions	Yield
With aq. ammonia In ethanol; water byproducts: H2O; a soln. of ligand (0.01 mol) in abs. alcohol was added gradually to a soln. of lanthanide(III) nitrate (0.005 mol) in a min. amt. of double distd. H2O; room temp.; the mixt. was stirred for 4 h; dil. aq. ammonia wasadded (pH ca. 6); the complex was filtered by suction, washed with water and dried under vac. at room temp.; purifn. by the Soxhlet method; elem. anal.;	42%

Yield

42%

: tetrabutylammonium octamolybdate

: 538-62-5
diphenylcarbazone

: {n-Bu4N}{MoO2(PhNNC(O)NHNPh)(PhNNC(O)NNPh)}

Conditions

Conditions	Yield
In dichloromethane excess of diphenylcarbazone, refluxed; addn. of diethyl ether, standing at room temp. for three days;	30%

: tetrakis(tetrabutylammonium) octamolybdate

: 538-62-5
diphenylcarbazone

: {(n-Bu)4N}{MoOCl3(C6H5NNC(O)NNC6H5)} * CH2Cl2

Conditions

Conditions	Yield
With concd. HCl In methanol addn. of concd. HCl to soln. of Mo-complex and org. compound in MeOH, stirring (12 h); evapn., dissolution (CH2Cl2), addn. of anhyd. ether, standing (8 d), collection; elem. anal.;	22%

: tetrakis(tetrabutylammonium) octamolybdate

: 538-62-5
diphenylcarbazone

: {(n-Bu)4N}{MoO2(C6H5NNC(O)NNC6H5)(C6H5(H)NNC(O)NNC6H5)}

Conditions

Conditions	Yield
In dichloromethane dissolution of Mo-complex in warm CH2Cl2, cooling to room temp., addn. of org. compound, stirring overnight, concn., addn. of anhyd. ether, pptn. on standing (2 weeks); filtration, washing (ether), air drying (room temp.); elem. anal.;	15%

: 538-62-5
diphenylcarbazone

: 6888-71-7
2,3-diphenyl-1,2,3,4-tetrazolium-5-olate

Conditions

Conditions	Yield
With ethanol; silver(I) acetate
With ammonia; water unter Zusatz von CuSO4;

: 95925-64-7
9,9'-oxydi(9-boraxanthene)

: 538-62-5
diphenylcarbazone

: 106952-49-2
1-phenoxaborin-10-yl-1,5-diphenyl-carbazone

Conditions

Conditions	Yield
In acetic acid

: 110-86-1
pyridine

: 538-62-5
diphenylcarbazone

: C13H12N4O*C5H5N*Zn(2+)

Conditions

Conditions	Yield
With zinc(II) cation

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.

Product Name

DIPHENYLCARBAZONE

Synthetic route

1,5-Diphenylcarbazone Consensus Reports

1,5-Diphenylcarbazone Specification

Related Products

Hot Products