Product Name

  • Name

    N,N'-Diphenylurea

  • EINECS 203-003-7
  • CAS No. 102-07-8
  • Article Data837
  • CAS DataBase
  • Density 1.25 g/cm3
  • Solubility 150.3mg/L(temperature not stated)
  • Melting Point 239-241 °C(lit.)
  • Formula C13H12N2O
  • Boiling Point 262 °C at 760 mmHg
  • Molecular Weight 212.251
  • Flash Point 91.147 °C
  • Transport Information UN 2811
  • Appearance solid
  • Safety 22-24/25
  • Risk Codes R22
  • Molecular Structure Molecular Structure of 102-07-8 (N,N'-Diphenylurea)
  • Hazard Symbols R22:Harmful if swallowed.;
  • Synonyms Carbanilide(7CI,8CI);1,3-Diphenylcarbamide;AD 30;DPU;N,N'-Diphenylurea;N-Phenyl-N'-phenylurea;NSC 227401;NSC 8485;s-Diphenylurea;sym-Diphenylurea;
  • PSA 41.13000
  • LogP 3.47660

Synthetic route

phenyl isocyanate
103-71-9

phenyl isocyanate

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
In acetic acid for 0.0833333h;98%
In hexane95%
N,N-diphenylthiourea
102-08-9

N,N-diphenylthiourea

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With sodium hydroxide; copper(l) chloride In water; acetonitrile at 25℃; for 0.333333h;100%
With quinolinium monofluorochromate(VI) In acetonitrile for 3.5h; Heating;98%
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; water; potassium hydroxide In acetonitrile at 20℃; for 0.0166667h;98%
Benzohydroxamic acid
495-18-1

Benzohydroxamic acid

bis(trimethylsilyl)benzohydroxamic acid
77219-88-6

bis(trimethylsilyl)benzohydroxamic acid

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
at 100℃; for 1.5h;100%
1,3-Diphenylcarbodiimide
622-16-2

1,3-Diphenylcarbodiimide

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
Ambient temperature; prolonged holding in air;100%
With air (H2O)100%
With hydrogenchloride In dichloromethane at 0℃; for 0.5h; Yield given;
With water
phenyl isocyanate
103-71-9

phenyl isocyanate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With C24H28N8PrS4(1-)*Li(1+) In acetonitrile at 60℃; for 12h; Inert atmosphere;99%
With water; triethylamine In 1,4-dioxane at 20℃; for 0.05h;98%
at 20 - 50℃; Product distribution / selectivity;95%
carbon dioxide
124-38-9

carbon dioxide

N-trimethylsilylaniline
3768-55-6

N-trimethylsilylaniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With pyridine at 120℃; under 3800.26 Torr; for 18h;99%
With pyridine; C14H34Cl2InNO2Si2 In toluene at 110℃; under 2280.15 Torr; for 24h; Catalytic behavior; Pressure;70%
dodecacarbonyl-triangulo-triruthenium at 150℃; under 10343 Torr; for 20h;48%
carbon monoxide
201230-82-2

carbon monoxide

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With 1-butyl-3-methyl-1H-imidazole-2(3H)-selenone; oxygen at 90℃; under 9750.98 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Ionic liquid; Autoclave;99%
With palladium; oxygen; potassium iodide In 1,4-dioxane at 130℃; under 30003 Torr; for 24h; Autoclave; Green chemistry;99%
With potassium tetraiodopalladate(II) at 90℃; under 37503.8 Torr; for 24h; Neat (no solvent); Autoclave;96%
Benzohydroxamic acid
495-18-1

Benzohydroxamic acid

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
Stage #1: Benzohydroxamic acid With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine In dichloroethane at 0℃; for 1.5h; Lossen rearrangement; Inert atmosphere;
Stage #2: aniline In dichloroethane at 0 - 84℃; for 15h; Lossen rearrangement; Inert atmosphere;
99%
Stage #1: Benzohydroxamic acid With ethyl 2-cyano-2-(4-nitrophenylsulfonyloxyimino)acetate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 1.5h; Lossen Rearrangement;
Stage #2: aniline In tetrahydrofuran at 20℃; for 4h; Lossen Rearrangement;
83%
Stage #1: Benzohydroxamic acid With ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.25h; Green chemistry;
Stage #2: aniline In dichloromethane for 6h; Lossen Rearrangement; Green chemistry; chemoselective reaction;
82%
Stage #1: Benzohydroxamic acid With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In dichloromethane at 20℃; for 15h; Rearrangement;
Stage #2: aniline In dichloromethane at 20℃; for 4h; Addition;
66%
1-tert-butyl-1-ethyl-3-phenylurea
1202047-15-1

1-tert-butyl-1-ethyl-3-phenylurea

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With water In toluene at 70℃; for 1h;99%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; aniline In acetonitrile at 0 - 5℃; for 1h;
Stage #2: With ETS-10 molecular sieve catalyst In acetonitrile at 80℃; for 4h; Solvent; Temperature;
99%
In acetonitrile at 20℃; for 4h; Sealed tube;38 %Chromat.
aniline
62-53-3

aniline

3-phenyl-5H-1,4,2-dioxazol-5-one
19226-36-9

3-phenyl-5H-1,4,2-dioxazol-5-one

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With sodium acetate In methanol at 60℃; for 2h; Solvent; Reagent/catalyst; Temperature; Concentration;99%
1-benzoyl-1H-benzotriazole
4231-62-3

1-benzoyl-1H-benzotriazole

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With trimethylsilylazide; triethylamine In toluene at 110℃; for 1h; Sealed tube;99%
With diphenyl phosphoryl azide; triethylamine In toluene at 110℃; Curtius Rearrangement; Sealed tube;96%
aniline
62-53-3

aniline

urea
57-13-6

urea

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With iodine at 90 - 95℃; for 0.0833333h;98%
With zinc(II) chloride at 80 - 85℃; for 0.0833333h; Neat (no solvent);98%
With PEG-400; cerium(III) chloride; potassium iodide In water for 0.266667h; microwave irradiation;97%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

aniline
62-53-3

aniline

A

N-carboethoxyaniline
101-99-5

N-carboethoxyaniline

B

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With oxygen; sodium iodide; Pd-Se/Al2)3 at 170℃; under 49505 Torr; for 3h; Product distribution; Further Variations:; Catalysts;A 97%
B n/a
With oxygen; tertamethylammonium iodide; silica gel; palladium at 160 - 170℃; further catalyst systems;A 94%
B 0.5%
With selenium; oxygen; triethylamine at 180℃; under 15001.5 Torr; for 6h; Autoclave;A 85%
B 8%
With selenium; oxygen; triethylamine at 120℃; under 15001.5 Torr; for 6h; Autoclave;A 35%
B 46%
With oxygen; palladium on activated charcoal; tertamethylammonium iodide at 160 - 170℃; further catalyst systems;A 42%
B 11%
2-tert-butoxy-6-hydroxy-N-phenylpiperidine-1-carboxamide
1274701-95-9

2-tert-butoxy-6-hydroxy-N-phenylpiperidine-1-carboxamide

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With water at 80℃;97%
phenyl carbamate
64-10-8

phenyl carbamate

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With benzoic acid In para-xylene at 130℃; for 8h; Inert atmosphere; Schlenk technique;96%
With graphene oxide In neat (no solvent) at 80℃; for 4h; Sealed tube;94%
With sulfated polyborate at 120℃; for 1h;93%
1-nitropentane
628-05-7

1-nitropentane

5-allyl-3-isobutoxy-2-methyl-4-<7-(α-tetrahydropyranyl)oxyheptyl>-2-cyclopenten-1-one

5-allyl-3-isobutoxy-2-methyl-4-<7-(α-tetrahydropyranyl)oxyheptyl>-2-cyclopenten-1-one

3-isobutoxy-2-methyl-5-(3-butyl-4,5-dihydroisoxazolin-5-yl)methyl-4-<7-(α-tetrahydropyranyl)oxyheptyl>-2-cyclopenten-1-one

3-isobutoxy-2-methyl-5-(3-butyl-4,5-dihydroisoxazolin-5-yl)methyl-4-<7-(α-tetrahydropyranyl)oxyheptyl>-2-cyclopenten-1-one

B

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With phenyl isocyanate; triethylamine In benzeneA 96%
B n/a
carbon dioxide
124-38-9

carbon dioxide

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With iron(III) chloride; phenylsilane; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In tetrahydrofuran at 110℃; under 760.051 - 3040.2 Torr; for 24h; Sealed tube;96%
With diethylene glycol dimethyl ether; cesium fluoride at 100℃; for 20h; Schlenk technique; Glovebox;96%
With iron(III) chloride; phenylsilane; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In tetrahydrofuran at 110℃; under 760.051 Torr; for 24h; Reagent/catalyst; Solvent; Temperature; Sealed tube;92%
1-benzoyl-4-phenylsemicarbazide
1152-32-5

1-benzoyl-4-phenylsemicarbazide

aniline
62-53-3

aniline

A

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

B

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
In various solvent(s) at 150℃; for 1h;A 94%
B 96%
aniline
62-53-3

aniline

benzoic acid
65-85-0

benzoic acid

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 0.0166667h; Curtius Rearrangement; Microwave irradiation;96%
With phenyl N-phenylphosphoramidoazidate; triethylamine In acetonitrile for 1.5h; Heating;94%
Stage #1: benzoic acid With sodium azide; phenyl chloroformate; sodium t-butanolate In 1,2-dimethoxyethane at 25℃; for 8h;
Stage #2: aniline In 1,2-dimethoxyethane at 75℃; for 16h;
89%
aniline
62-53-3

aniline

3,3'-carbonylbis<5-phenyl-1,3,4-oxadiazole-2(3H)-thione>
122350-19-0

3,3'-carbonylbis<5-phenyl-1,3,4-oxadiazole-2(3H)-thione>

A

5-phenyl-1,3,4-oxadiazole-2(3H)-thione
3004-42-0

5-phenyl-1,3,4-oxadiazole-2(3H)-thione

B

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
In various solvent(s) for 1h; Ambient temperature;A n/a
B 96%
phenylcarbamoyl azide
940-38-5

phenylcarbamoyl azide

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With sodium acetate In acetonitrile at 80℃; for 12h; Inert atmosphere;96%
With sodium acetate In acetonitrile at 80℃; under 760.051 Torr; for 12h; Schlenk technique; Inert atmosphere;95%
With sodium acetate In ethyl acetate at 75℃; for 24h;95%
With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; N-t-butylbenzamide In 1,2-dichloro-ethane at 90℃; for 24h; Curtius Rearrangement;35%
N-trimethylsilylaniline
3768-55-6

N-trimethylsilylaniline

phenyl isocyanate
103-71-9

phenyl isocyanate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium at 100℃; under 15514.4 Torr; for 20h;95%
iodobenzene
591-50-4

iodobenzene

phenyl carbamate
64-10-8

phenyl carbamate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In N,N-dimethyl-formamide at 85℃; for 24h;95%
With potassium phosphate In N,N-dimethyl-formamide at 20 - 120℃; for 1h; Microwave irradiation; Sealed tube; Inert atmosphere;94%
With copper(I) oxide; potassium phosphate monohydrate at 120℃; for 0.666667h; Microwave irradiation; Inert atmosphere; Neat (no solvent);90%
benzoyl chloride
98-88-4

benzoyl chloride

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
Stage #1: benzoyl chloride With pyridine; trimethylsilylazide In N,N-dimethyl-formamide at 20℃; Curtius rearrangement; Microflow reaction; Inert atmosphere;
Stage #2: aniline With acetic acid In N,N-dimethyl-formamide at 110℃; Microflow reaction; Inert atmosphere;
95%
Stage #1: benzoyl chloride With N-ethyl-N,N-diisopropylamine; hydroxylamine-O-sulfonic acid In dichloromethane Lossen Rearrangement; Inert atmosphere; Green chemistry;
Stage #2: aniline In dichloromethane at 100℃; for 0.0833333h; Solvent; Reagent/catalyst; Microwave irradiation; Inert atmosphere; Green chemistry;
80%
N-phenylcarbamic acid
501-82-6

N-phenylcarbamic acid

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With trichloroisocyanuric acid; triphenylphosphine In 1,4-dioxane at 80℃; for 4h;95%
N-(pivaloyloxy)benzamide
61650-22-4

N-(pivaloyloxy)benzamide

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With [RhCl2(p-cymene)]2; silver(I) acetate In 1,4-dioxane at 80℃; for 12h; Catalytic behavior;95%
N-benzoyl-O-acetylhydroxylamine
21251-12-7

N-benzoyl-O-acetylhydroxylamine

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With [RhCl2(p-cymene)]2; silver(I) acetate In 1,4-dioxane at 80℃; for 12h;94%
With potassium carbonate
O-Phenylcarbamyl benzohydroxamic acid
2963-12-4

O-Phenylcarbamyl benzohydroxamic acid

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
triethylamine In dichloromethane for 0.5h; Heating;94%
N-methylene-tert-butylamine
13987-61-6

N-methylene-tert-butylamine

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

5-tert-Butyl-1,3-diphenyl-[1,3,5]triazinan-2-one
140367-33-5

5-tert-Butyl-1,3-diphenyl-[1,3,5]triazinan-2-one

Conditions
ConditionsYield
for 4h; Heating;100%
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

3a,8a-dihydroxy-1,3-diphenyl-1,3,3a,8a-tetrahydro-indeno[1,2-d]imidazole-2,8-dione
58137-72-7

3a,8a-dihydroxy-1,3-diphenyl-1,3,3a,8a-tetrahydro-indeno[1,2-d]imidazole-2,8-dione

Conditions
ConditionsYield
In acetic acid for 0.25h; Heating;100%
In water at 50 - 60℃;64%
In benzene Reflux; regioselective reaction;
bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

N-carboethoxyaniline
101-99-5

N-carboethoxyaniline

Conditions
ConditionsYield
100%
98%
With iodine; triethylamine98%
oxalyl dichloride
79-37-8

oxalyl dichloride

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

diphenylparabanic acid
6488-59-1

diphenylparabanic acid

Conditions
ConditionsYield
In dichloromethane for 1.5h; Reflux;99%
In toluene at 50 - 85℃; for 2h; Temperature;91%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

N-carboethoxyaniline
101-99-5

N-carboethoxyaniline

Conditions
ConditionsYield
With isocyanate de chlorosulfonyle; oxygen; palladium at 160 - 170℃;98%
With oxygen; rhodium contaminated with carbon at 160 - 170℃; under 63253.7 Torr; for 3h;
bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

N,N'-diphenylformamidine
864131-95-3

N,N'-diphenylformamidine

Conditions
ConditionsYield
With iron(II) acetylacetonate; phenylsilane; tris(2-diphenylphosphinoethyl)phosphine In tetrahydrofuran at 100℃; for 24h; Reagent/catalyst; Inert atmosphere; Glovebox; Schlenk technique;98%
Stage #1: bis(diphenyl)urea With phenylsilane; tris(2-diphenylphosphinoethyl)phosphine; iron(II) diacetylacetonate In tetrahydrofuran at 100℃; for 24h;
Stage #2: With water at 20℃; Reagent/catalyst; Solvent;
98 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With oxygen; sodium hydroxide In dimethyl sulfoxide at 60℃; for 4h; Reagent/catalyst;97.3%
diethyl sulfate
64-67-5

diethyl sulfate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

ethyl centralite
85-98-3

ethyl centralite

Conditions
ConditionsYield
With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In toluene for 3h; Alkylation; Heating;97%
bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

N,N'-diphenyl-N-nitroso-urea
60285-31-6

N,N'-diphenyl-N-nitroso-urea

Conditions
ConditionsYield
With nitrosylchloride In N,N-dimethyl-formamide at 0℃; for 2h;96%
With cis-nitrous acid; acetic acid

1,3-Diphenylurea Chemical Properties

Molecular Structure of CARBANILIDE(102-07-8):

IUPAC Name:1,3-diphenylurea
Molecular Formula:C13H12N2O
Molecular Weight:212.247180 g/mol
Appearance:white crystalline solid
Melting Point:239-241 °C(lit.)
Density:1.249 g/cm3
Flash Point:91.1 °C
Enthalpy of Vaporization:49.98 kJ/mol
Boiling Point:262 °C at 760 mmHg
Vapour Pressure:0.0112 mmHg at 25 °C
Water Solubility:103.7 mg/L at 25 °C
BRN:782650
EINECS:203-003-7
Synonyms of CARBANILIDE(102-07-8):
CARBANILIDE;CARBANILLIDE;DIPHENYLCARBAMIDE;1,3-DIPHENYLUREA;AKOS B028830;PROXIMPHAM;N,N'-DIPHENYLUREA;N,N'-Diphenylurea
Categories of CARBANILIDE(102-07-8):
Biochemistry;Cytokinins;Plant Growth Regulators

1,3-Diphenylurea Uses

CARBANILIDE(102-07-8) is an intermediate for the synthesis of ammonia benzene sulfonamide.

1,3-Diphenylurea Toxicity Data With Reference

1.   

orl-rat LDLo:500 mg/kg

   JPETAB    Journal of Pharmacology and Experimental Therapeutics. 90 (1947),260.
2.   

ipr-mus LD50:200 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

1,3-Diphenylurea Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Diphenylurea Safety Profile

The safety information of CARBANILIDE(102-07-8) is as follows:
Safety Statements:22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
RIDADR:2811
WGK Germany:3
RTECS:FD9800000
HazardClass:6.1(b)
PackingGroup:III
Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.

1,3-Diphenylurea Specification

Storage information of CARBANILIDE(102-07-8):
Keep in a tightly closed container, in a cool dry location. Store only with compatible chemicals.
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