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1,3-Diphenylurea

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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
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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)
Flash point:
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
pka
14.15±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.
InChIKey
GWEHVDNNLFDJLR-UHFFFAOYSA-N
LogP
2.97
CAS DataBase Reference
102-07-8(CAS DataBase Reference)
NIST Chemistry Reference
Urea, N,N'-diphenyl-(102-07-8)
EPA Substance Registry System
Carbanilide (102-07-8)
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Safety Information

Safety Statements 
22-24/25
RIDADR 
2811
WGK Germany 
3
RTECS 
FD9800000
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29242100
Hazardous Substances Data
102-07-8(Hazardous Substances Data)
Toxicity
mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,

MSDS

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1,3-Diphenylurea Usage And Synthesis

Chemical Properties

1,3-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.

Definition

ChEBI: 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 Methods

N,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 Description

1,3-Diphenylurea is a cytokinin compound present in fruit and vegetables.

Biochem/physiol Actions

1,3-Diphenylurea is metabolized by a moderate halophilic Marinobacter sp. isolated from a contaminated ephemeral desert stream bed in Negev desert.

1,3-Diphenylurea Preparation Products And Raw materials

Preparation Products

Raw materials

1,3-Diphenylurea Supplier

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