N,N′-Diphenylurea
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N,N′-Diphenylurea
structure -
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CAS No:
102-07-8
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Formula:
C13H12N2O
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Chemical Name:
N,N′-Diphenylurea
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Synonyms:
Urea,N,N′-diphenyl-;Carbanilide;N,N′-Diphenylurea;s-Diphenylurea;sym-Diphenylurea;1,3-Diphenylurea;N-Phenyl-N′-phenylurea;1,3-Diphenylcarbamide;DPU;AD 30;NSC 227401;NSC 8485
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CAS No:
Description
solidChEBI: A member of the class of ureas that is urea in which one of the hydrogens of both amino groups is replaced by a phenyl group. It is present in coconut milk (Cocos nucifera).
1,3-diphenylurea is an off-white powder. (NTP, 1992)|DryPowder|Solid
1,3-diphenylurea is an off-white powder. (NTP, 1992)|1,3-diphenylurea is a member of the class of phenylureas that is urea in which one of the hydrogens of each amino group is replaced by a phenyl group. It is present in coconut milk (Cocos nucifera). It has a role as a plant metabolite and a cytokinin.
N,N′-Diphenylurea Basic Attributes
212.25
212.25
782650
203-003-7
94YD8RMX5B
227401|8485
DTXSID2025183
RHOMBIC BIPYRAMIDAL PRISMS FROM ALCOHOL|ORTHORHOMBIC PRISMS FROM ALCOHOL|COLORLESS PRISMS
29242100
Characteristics
41.1
3
White Crystalline Powder
1.239 g/cm3
238 °C
262 °C
260°C
1.6920 (estimate)
pyridine: soluble50mg/mL, clear to very slightly hazy, colorless to faintly yellow
Store at RT.
7.53e-06 mmHg
Oral-rat LDL0: 500 mg/kg; Abdominal cavity-mouse LD50: 200 mg/kg
Thermal decomposition to emit toxic nitrogen oxide fumes
SUBLIMES IN CURRENT OF HYDROGEN AT 220 °C|UV: 5-361 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Urea, 1,1-diphenyl/
Insoluble in water.
Amides and Imides
DIPHENYLUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Safety Information
III
6.1(b)
2811
3
R22
22-24/25
FD9800000
The warehouse is low-temperature, ventilated and dry
Stable. Incompatible with strong oxidizing agents.
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
H302
Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
TOBACCO CALLUS PROPAGATED ON MINERAL MEDIUM CONTAINING N,N'-DIPHENYLUREA LABELED IN UREYLENE CARBON, AS SOURCE OF CYTOKININ. METABOLITE IDENTIFIED AS O-BETA-D-GLUCOSIDE IS APPROX 125 TIMES LESS ACTIVE THAN PARENT COMPD IN PROMOTING TOBACCO CELL DIVISION.|TISSUE CULTURE STUDIES WITH N,N'-DIPHENYLUREA INDICATED CONVERSION INTO AN ACTIVE FORM.
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
N,N′-Diphenylurea Use and Manufacturing
Derived from the condensation of aniline and urea.
It is mainly used as an intermediate of dapsonamide, and its chlorosulfonated product can be used as the main raw material of sinomethamine
Process regulators
25,000 - 100,000 lb
Rubber product manufacturing|Urea, N,N'-diphenyl-: ACTIVE|N,N'-DIPHENYLUREA USED AS THE SOURCE OF CYTOKININ FOR CYTOKININ-DEPENDENT TOBACCO CALLUS WAS FOUND TO CONTAIN 3 CYTOKININ-ACTIVE RIBONUCLEOSIDES. HOWEVER, NO EVIDENCE WAS FOUND TO ASSOCIATE THE MODE OF ACTION OF THE NON-PURINE CYTOKININ, N,N'-DIPHENYLUREA WITH TRNA.|IT PROMOTED CALLUS GROWTH AT HIGH CONCN, ALTHOUGH GROWTH OF MOST OF CALLUS TISSUES WAS IRREGULAR.|MIXT OF N,N'-DIPHENYLUREA (PDU), GIBBERELLIC & 2-NAPHTHOXYACETIC ACIDS TESTED. MIXT OF LATTER 2 INCR SET & FINAL YIELD & ADDN OF DPU DID NOT IMPROVE THE RESULT.
TLC WAS EMPLOYED TO QUANTIFY CARBANILIDE.
Computed Properties
Molecular Weight:212.25
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:212.094963011
Monoisotopic Mass:212.094963011
Topological Polar Surface Area:41.1
Heavy Atom Count:16
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of N,N′-Diphenylurea
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