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1,3-Diethyl-1,3-diphenylurea

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Name

1,3-Diethyl-1,3-diphenylurea

EINECS 201-645-2
CAS No. 85-98-3 Density 1.118 g/cm3
PSA 23.55000 LogP 4.15940
Solubility Insoluble in water Melting Point 73-75 °C(lit.)
Formula C17H20N2O Boiling Point 379 °C at 760 mmHg
Molecular Weight 268.359 Flash Point 150.8 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-24/25 Risk Codes 11-20/21/22-36-52/53-22
Molecular Structure Molecular Structure of 85-98-3 (N,N'-DIETHYL-N,N'-DIPHENYLUREA) Hazard Symbols F,Xn
Synonyms

Carbanilide,N,N'-diethyl- (7CI,8CI);Centralite 1 (6CI);1,3-Diethyl-1,3-diphenylurea;Carbamite;Centralite;Centralite I;Ethyl centralite;N,N'-Diethyl-N,N'-diphenylurea;N,N'-Diethylcarbanilide;NSC 28779;NSC 44038;sym-Diethyldiphenylurea;

Article Data 12

1,3-Diethyl-1,3-diphenylurea Synthetic route

64-67-5

diethyl sulfate

102-07-8

bis(diphenyl)urea

85-98-3

ethyl centralite

Conditions
ConditionsYield
With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In toluene for 3h; Alkylation; Heating;97%
33758-39-3

N-ethyl-N-phenyl carbamoyl chloride

85-98-3

ethyl centralite

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium hydrogencarbonate In 1,4-dioxane at 100℃; for 48h; Schlenk technique; Inert atmosphere;59%
201230-82-2

carbon monoxide

103-69-5

N-ethyl-N-phenylamine

85-98-3

ethyl centralite

Conditions
ConditionsYield
With oxygen; potassium iodide In neat (no solvent) at 122℃; for 6h; Green chemistry;48%
110-86-1

pyridine

33758-39-3

N-ethyl-N-phenyl carbamoyl chloride

55-21-0

benzamide

85-98-3

ethyl centralite

Conditions
ConditionsYield
at 120℃;
4338-94-7

N,N'-diethyl-N,N'-diphenyl-thiourea

85-98-3

ethyl centralite

Conditions
ConditionsYield
With potassium hydroxide; dihydrogen peroxide
33758-39-3

N-ethyl-N-phenyl carbamoyl chloride

103-69-5

N-ethyl-N-phenylamine

85-98-3

ethyl centralite

Conditions
ConditionsYield
With zinc(II) oxide at 200℃;
at 130℃;
75-44-5

phosgene

103-69-5

N-ethyl-N-phenylamine

91-66-7

N,N-diethylaniline

85-98-3

ethyl centralite

Conditions
ConditionsYield
at 160 - 210℃;
75-44-5

phosgene

91-66-7

N,N-diethylaniline

85-98-3

ethyl centralite

33758-39-3

N-ethyl-N-phenyl carbamoyl chloride

91-66-7

N,N-diethylaniline

85-98-3

ethyl centralite

Conditions
ConditionsYield
With zinc(II) oxide at 200℃;
33758-39-3

N-ethyl-N-phenyl carbamoyl chloride

55-21-0

benzamide

sodium carbonate

sodium carbonate

85-98-3

ethyl centralite

Conditions
ConditionsYield
at 120℃;

1,3-Diethyl-1,3-diphenylurea Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Diethyl-1,3-diphenylurea Specification

The N,N'-Diethylcarbanilide, also known as Bis(N-ethyl-N-phenyl)urea, is the organic compound with the formula C17H20N2O. This chemical belongs to the product categories of Industrial/Fine Chemicals; Carbonyl Compounds; Organic Building Blocks; Ureas. Its EINECS registry number is 201-645-2. With the CAS registry number 85-98-3, its IUPAC name is called 1,3-diethyl-1,3-diphenylurea. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. When you are using this chemical, please be cautious about it. You should not breathe its dust. What's more, you must avoid contact it with skin and eyes.

Physical properties of N,N'-Diethylcarbanilide: (1)ACD/LogP: 3.59; (2)ACD/LogD (pH 5.5): 3.58; (3)ACD/LogD (pH 7.4): 3.58; (4)ACD/BCF (pH 5.5): 312.17; (5)ACD/BCF (pH 7.4): 312.18; (6)ACD/KOC (pH 5.5): 2123.69; (7)ACD/KOC (pH 7.4): 2123.72; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.615; (11)Molar Refractivity: 83.74 cm3; (12)Molar Volume: 239.9 cm3; (13)Surface Tension: 47.9 dyne/cm; (14)Density: 1.118 g/cm3; (15)Flash Point: 150.8 °C; (16)Enthalpy of Vaporization: 62.7 kJ/mol; (17)Boiling Point: 379 °C at 760 mmHg; (18)Vapour Pressure: 6.04E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3-diphenyl-urea and sulfuric acid diethyl ester. This reaction is a kind of Alkylation. It will need reagents NaOH, K2CO3 and solvent toluene. The reaction time is 3 hours. The yield is about 97%.

N,N'-Diethylcarbanilide can be prepared by 1,3-diphenyl-urea and sulfuric acid diethyl ester

Uses of N,N'-Diethylcarbanilide: it can be used to prepare N,N'-diethyl-N,N'-bis-(4-nitro-phenyl)-urea. This reaction will need reagents acetic acid, water and nitric acid.

 N,N'-Diethylcarbanilide can be used to prepare N,N'-diethyl-N,N'-bis-(4-nitro-phenyl)-urea

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCN(C1=CC=CC=C1)C(=O)N(CC)C2=CC=CC=C2
(2)InChI: InChI=1S/C17H20N2O/c1-3-18(15-11-7-5-8-12-15)17(20)19(4-2)16-13-9-6-10-14-16/h5-14H,3-4H2,1-2H3
(3)InChIKey: PZIMIYVOZBTARW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 2500mg/kg (2500mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(5), Pg. 21, 1976.
rat LD50 oral 2750mg/kg (2750mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(5), Pg. 21, 1976.

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