ChemicalBook CAS DataBase List 102-07-8

102-07-8

Name	N,N'-Diphenylurea
CAS	102-07-8
EINECS(EC#)	203-003-7
Molecular Formula	C13H12N2O
MDL Number	MFCD00003017
Molecular Weight	212.25
MOL File	102-07-8.mol

Chemical Properties

Appearance	solid
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.	Store at RT.
solubility	pyridine: soluble50mg/mL, clear to very slightly hazy, colorless to faintly yellow
form	Crystalline Powder
pka	14.15±0.70(Predicted)
color	White
Stability:	Stable. Incompatible with strong oxidizing agents.
Water Solubility	150.3mg/L(temperature not stated)
Merck	14,1785
BRN	782650
InChI	1S/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)
InChIKey	GWEHVDNNLFDJLR-UHFFFAOYSA-N
SMILES	O=C(Nc1ccccc1)Nc2ccccc2
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	102-07-8(EPA Substance)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264-P270-P301+P312-P330-P501
Safety Statements	S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . less more
RIDADR	2811
WGK Germany	3
RTECS	FD9800000
TSCA	Yes
REACH Registrations	Active
HazardClass	6.1(b)
PackingGroup	III
HS Code	29242100
Storage Class	11 - Combustible Solids
Hazardous Substances Data	102-07-8(Hazardous Substances Data)
Toxicity	mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689, less more

Raw materials And Preparation Products

Hazard Information

Description

1,3-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 Properties

solid

Uses

1,3-Diphenylurea is mainly used as an intermediate for the drug sulfanilamide, and its chlorosulfonated product can be used as the main raw material for sulfamethoxazole.

Definition

ChEBI: 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).

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.

Synthesis

1,3-Diphenylurea is a colorless solid that is prepared by transamidation of urea with aniline.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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