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1,3-Diphenylurea

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CAS:102-07-8
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CAS:102-07-8
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1,3-Diphenylurea Basic information
Product Name:1,3-Diphenylurea
Synonyms:CARBANILIDE;CARBANILLIDE;AURORA KA-6699;DIPHENYLCARBAMIDE;acarditei;Centralite;Diphenylurea;Karbanilid
CAS:102-07-8
MF:C13H12N2O
MW:212.25
EINECS:203-003-7
Product Categories:Inhibitors;Biochemistry;Cytokinins;Plant Growth Regulators
Mol File:102-07-8.mol
1,3-Diphenylurea Structure
1,3-Diphenylurea Chemical Properties
Melting point 239-241 °C(lit.)
Boiling point 262 °C(lit.)
density 1,239 g/cm3
vapor pressure 0-0Pa at 20-25℃
refractive index 1.6920 (estimate)
Fp 260°C
storage temp. Sealed in dry,Room Temperature
solubility pyridine: soluble50mg/mL, clear to very slightly hazy, colorless to faintly yellow
form Crystalline Powder
pka14.15±0.70(Predicted)
color White
Water Solubility 150.3mg/L(temperature not stated)
Merck 14,1785
BRN 782650
Stability:Stable. Incompatible with strong oxidizing agents.
InChI1S/C13H12N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16)
InChIKeyGWEHVDNNLFDJLR-UHFFFAOYSA-N
SMILESO=C(Nc1ccccc1)Nc2ccccc2
LogP2.97
CAS DataBase Reference102-07-8(CAS DataBase Reference)
NIST Chemistry ReferenceUrea, N,N'-diphenyl-(102-07-8)
EPA Substance Registry SystemCarbanilide (102-07-8)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS FD9800000
TSCA TSCA listed
HS Code 29242100
Storage Class11 - Combustible Solids
Hazardous Substances Data102-07-8(Hazardous Substances Data)
Toxicitymouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,
MSDS Information
ProviderLanguage
N,N'-Diphenylurea English
SigmaAldrich English
ALFA English
1,3-Diphenylurea Usage And Synthesis
Description1,3-Diphenylurea is a cytokinin.1,2 It increases fresh weight of tobacco plant tissue when used at concentrations ranging from 1 to 16 mg/L in growth media.1 1,3-Diphenylurea (32 and 100 µM) increases the growth of cultured P. lunatus callus tissue.2 Exogenous 1,3-diphenylurea (32 and 100 µM) added during first-passage culture induces second-passage cytokinin autonomy in cultured P. lunatus tissue.WARNING This product is not for human or veterinary use.
Chemical Properties1,3-Diphenylurea is supplied as a solid. A stock solution may be made by dissolving the 1,3-diphenylureain, the solvent of choice, which should be purged with an inert gas. 1,3-Diphenylurea is soluble in organic solvents such as DMSO and dimethyl formamide. The solubility of 1,3-diphenylurea in these solvents is approximately 30 mg/ml.1,3-Diphenylurea is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers1,3-diphenylurea should first be dissolved in DMSO and then diluted with the aqueous buffer of choice.1,3-Diphenylurea has a solubility of approximately 50 ug/ml in a 1:20 solution of DMSO: PBS (pH 7.2) using this method.
DefinitionChEBI: 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.
Production MethodsN,N'-Diphenylurea, carbanilide, can be produced in high yields by heating 2 mol of aniline with 1 mol of urea in glacial acetic acid.
Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 29, p. 3075, 1981
Chemistry Letters, 14, p. 603, 1985
Tetrahedron Letters, 15, p. 1191, 1974 DOI: 10.1016/S0040-4039(01)82442-4
General Description1,3-Diphenylurea is a cytokinin compound present in fruit and vegetables.
Biochem/physiol Actions1,3-Diphenylurea is metabolized by a moderate halophilic Marinobacter sp. isolated from a contaminated ephemeral desert stream bed in Negev desert.
Synthesis 1,3-Diphenylurea is a colorless solid that is prepared by transamidation of urea with aniline.
1,3-Diphenylurea Preparation Products And Raw materials
Raw materialsDichloromethane-->Aniline-->Phenyl isocyanate
Preparation ProductsNicarbazin-->N-BOC ANILINE-->1,2,3-TRIPHENYLGUANIDINE-->Quinazoline
Tag:1,3-Diphenylurea(102-07-8) Related Product Information
Direct Red 23 Direct Red 75 tetrasodium salt CALCOMINE ORANGE 2RS Imidocarb Triclocarban DIRECT YELLOW 50 N,N'-BIS(PENTAFLUOROPHENYL)UREA N,N'-Diphenylurea 1,3-BIS(4-NITROPHENYL)UREA TRIMETHYLSILYL-N,N'-DIPHENYLUREA,TRIMETHYLSILYL-N N-DIPHENYLUREA,N-Trimethylsilyl-N,N’-diphenylure 1,3-Diethyl-1,3-diphenylurea 1,3-di-p-tolylurea 1,3-Dimethyl-1,3-diphenylurea DIPHENYLUREA CHLORIDE Phenylurea Urea N,N'-BIS(P-CHLOROPHENYL)UREA 4-[(ANILINOCARBONYL)AMINO]BENZOIC ACID

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