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Basic Information
| CAS No.: | 102-07-8 |
|---|---|
| Name: | N,N'-Diphenylurea |
| Article Data: | 837 |
| Molecular Structure: | |
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|
|
| Formula: | C13H12N2O |
| Molecular Weight: | 212.251 |
| 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; |
| EINECS: | 203-003-7 |
| Density: | 1.25 g/cm3 |
| Melting Point: | 239-241 °C(lit.) |
| Boiling Point: | 262 °C at 760 mmHg |
| Flash Point: | 91.147 °C |
| Solubility: | 150.3mg/L(temperature not stated) |
| Appearance: | solid |
| Hazard Symbols: | R22:Harmful if swallowed.; |
| Risk Codes: | R22 |
| Safety: | 22-24/25 |
| Transport Information: | UN 2811 |
| PSA: | 41.13000 |
| LogP: | 3.47660 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane | 100% |
| In acetic acid for 0.0833333h; | 98% |
| In hexane | 95% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| at 100℃; for 1.5h; | 100% |
Conditions
| Conditions | Yield |
|---|---|
| Ambient temperature; prolonged holding in air; | 100% |
| With air (H2O) | 100% |
| With hydrogenchloride In dichloromethane at 0℃; for 0.5h; Yield given; | |
| With water |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With water In toluene at 70℃; for 1h; | 99% |
Conditions
| Conditions | Yield |
|---|---|
| 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. |
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N,N'-Diphenylurea
Chemistry
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
Uses
CARBANILIDE(102-07-8) is an intermediate for the synthesis of ammonia benzene sulfonamide.
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 . |
Consensus Reports
Reported in EPA TSCA Inventory.
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.
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.
Specification
Storage information of CARBANILIDE(102-07-8):
Keep in a tightly closed container, in a cool dry location. Store only with compatible chemicals.
Keep in a tightly closed container, in a cool dry location. Store only with compatible chemicals.