Phenylurea

Phenylurea Basic information
Product Name:Phenylurea
Synonyms:Monophenylurea;N-PHENYLUREA;PHENYLCARBAMIDE;PHENYLUREA;phenyl-ure;phenylureapesticide,liquid,flammable,poisonous;phenylureapesticide,liquid,poisonous;phenylureapesticide,solid,poisonous
CAS:64-10-8
MF:C7H8N2O
MW:136.15
EINECS:200-576-5
Product Categories:Bioactive Small Molecules;Building Blocks;Carbonyl Compounds;Cell Biology;Chemical Synthesis;Organic Building Blocks;P;Ureas
Mol File:64-10-8.mol
Phenylurea Structure
Phenylurea Chemical Properties
Melting point 145-147 °C(lit.)
Boiling point 238 °C
density 1,302 g/cm3
vapor density >1 (vs air)
refractive index 1.5769 (estimate)
Fp 238°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility H2O: 10 mg/mL, clear
pka13.37±0.50(Predicted)
form Powder, Crystals and/or Chunks
color White to light yellow
Water Solubility Soluble in water.
Merck 14,7319
BRN 1934615
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyLUBJCRLGQSPQNN-UHFFFAOYSA-N
CAS DataBase Reference64-10-8(CAS DataBase Reference)
EPA Substance Registry SystemUrea, phenyl- (64-10-8)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 22-36/37-24/25
WGK Germany 3
RTECS YU0650000
TSCA Yes
HS Code 29242100
ToxicityLD50 oral in rat: 2gm/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Phenylurea Usage And Synthesis
Chemical PropertiesColorless needle-like crystals or off-white powder. Melting point 147°C(decomposition), soluble in hot water, hot alcohol, ether, ethyl acetate and acetic acid.
UsesPhenylureas are commonly used soil-applied herbicides for control of grass and small-seeded broadleaf weeds.
UsesPhenyl urea is used in organic synthesis. It acts as an efficient ligand for palladium-catalyzed Heck and Suzuki reactions of aryl bromides and iodides.
PreparationPhenylurea is synthesized by the reaction of aniline and urea. Put urea, hydrochloric acid and aniline into the reaction pot, heat and stir, reflux at 100-104°C for 1 hour, add water and stir, cool, filter, wash the filter cake with water, and dry to obtain the finished product of phenylurea.
ApplicationPhenyl urea pesticide, liquid, poisonous appears as a liquid dissolved or suspended in a liquid carrier. Contains any of several related compounds (Diuron, Fenuron, Linuron, Neburon, Siduron, Monuron) formally derived from urea. Carrier is water emulsifiable. Toxic by inhalation, skin absorption, or ingestion.
DefinitionChEBI: 1-Phenylurea is a member of ureas.
General DescriptionA solid or liquid absorbed on a dry carrier. A wettable powder. Contains any of several related products (Diuron, Fenuron, Linuron, Monuron, Neburon, Siduron) formally derived from urea. Toxic by inhalation, skin absorption, or ingestion. Obtain the technical name of the specific pesticide from the shipping papers and contact CHEMTREC, 800-424-9300 for response information.
Reactivity ProfileOrganic 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). Contains any of several related compounds (Diuron, Fenuron, Linuron, Neburon, Siduron, Monuron) formally derived from urea.
Health HazardHighly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire HazardNon-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.
Purification MethodsCrystallise the urea from boiling water (10mL/g) or amyl alcohol (m 149o). Dry it in a steam oven at 100o. The 1:1 resorcinol complex has m 115o (from EtOAc/*C6H6). [Beilstein 12 H 346, 12 II 204, 12 III 760, 12 IV 734.]
Phenylurea Preparation Products And Raw materials
Preparation Products4-UREIDO-BENZENESULFONYL CHLORIDE-->4-PHENYLSEMICARBAZIDE-->1,4-DIPHENYLSEMICARBAZIDE-->N-Cyano-N-phenyl-p-toluenesulfonaMide-->N-(4-METHOXYBENZYLIDENE)ANILINE-->3-METHYL-2-QUINOXALINOL-->4-BROMOPHENYLUREA-->4-[(ANILINOCARBONYL)AMINO]BENZOIC ACID-->2,4,6(1H,3H,5H)-Pyrimidinetrione,1-phenyl-
1,1-DIMETHYL-3-PHENYLUREA TRICHLOROACETATE 1-(4-Isopropylcyclohexyl)-1-phenylurea Phenylurea Compounds Fluometuron N-(5-Bromo-2-chloropyrid-3-yl)-N'-phenylurea Direct Red 23 1-ISOPROPYL-1-((3,4-METHYLENE-DIOXY)-PHENYL)-UREA 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE N-[2-(2,2-dichlorocyclopropyl)ethyl]-N'-phenylurea DIRECT YELLOW 50 CALCOMINE ORANGE 2RS 4-PHENYLSEMICARBAZIDE HYDROCHLORIDE 1-(2-hydroxyethyl)-3-phenylurea 1-EBIO Direct Red 75 tetrasodium salt N-{5-[(cyanomethyl)thio]-1,3,4-thiadiazol-2-yl}-N'-phenylurea N-(1,3-benzothiazol-2-yl)-N'-phenylurea 4,4-DIPHENYLSEMICARBAZIDE

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