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1,3-Diphenylurea
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Name

1,3-Diphenylurea

 EINECS 203-003-7
CAS No. 102-07-8 Density 1.25 g/cm3
PSA 41.13000 LogP 3.47660
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;

Article Data 837

1,3-Diphenylurea Synthetic route

103-71-9

phenyl isocyanate

62-53-3

aniline

102-07-8

bis(diphenyl)urea

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

N,N-diphenylthiourea

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%
495-18-1

Benzohydroxamic acid

77219-88-6

bis(trimethylsilyl)benzohydroxamic acid

102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
at 100℃; for 1.5h;100%
622-16-2

1,3-Diphenylcarbodiimide

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
103-71-9

phenyl isocyanate

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%
124-38-9

carbon dioxide

3768-55-6

N-trimethylsilylaniline

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%
201230-82-2

carbon monoxide

62-53-3

aniline

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%
495-18-1

Benzohydroxamic acid

62-53-3

aniline

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%
1202047-15-1

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

102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With water In toluene at 70℃; for 1h;99%
32315-10-9

bis(trichloromethyl) carbonate

62-53-3

aniline

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.

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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