1,3-Bis(4-chlorophenyl)urea

Base Information

• Chemical Name: 1,3-Bis(4-chlorophenyl)urea
• CAS No.: 1219-99-4
• Molecular Formula: C13H10Cl2N2O
• Molecular Weight: 281.141
• Hs Code.: 2924210000
• European Community (EC) Number: 672-264-0
• NSC Number: 12979
• UNII: 51U4X0KQ6H
• DSSTox Substance ID: DTXSID70153436
• Nikkaji Number: J46.033H
• Wikidata: Q27260917
• ChEMBL ID: CHEMBL3527390
• Mol file: 1219-99-4.mol

Synonyms:1,3-bis(4-chlorophenyl)urea;1219-99-4;4,4'-Dichlorocarbanilide;N,N'-bis(4-chlorophenyl)urea;n,n'-bis(p-chlorophenyl)urea;Urea, N,N'-bis(4-chlorophenyl)-;51U4X0KQ6H;NSC-12979;UNII-51U4X0KQ6H;NSC12979;NSC 12979;Urea-based compound, 9;AI3-23670;Carbanilide, 4,4'-dichloro-;SCHEMBL4741253;3-DESCHLORO TRICLOCARBAN;Urea,N'-bis(4-chlorophenyl)-;1,3-bis-(4-Chlorophenyl)urea;CHEMBL3527390;BDBM25728;DTXSID70153436;CHEBI:142794;ZNQCSLYENQIUMJ-UHFFFAOYSA-N;N,N-BIS(P-CHLOROPHENYL)UREA;N,N'-DI(P-CHLOROPHENYL)UREA;MFCD00018541;STK016139;AKOS000483170;MS-0270;N,N'-DI(PARA-CHLOROPHENYL)UREA;N,N/'-BIS(P-CHLOROPHENYL)UREA;UPCMLD0ENAT5638667:001;N,N'-(4,4'-DICHLORODIPHENYL)UREA;B4529;CS-0182191;FT-0633497;T70154;EN300-26140949;J-004749;Q27260917;Z44590416

Chemical Property of 1,3-Bis(4-chlorophenyl)urea

Chemical Property:

• Appearance/Colour: liquid
• Melting Point: 306-307 °C
• Boiling Point: 318.3 °Cat760mmHg
• PKA: 13.14±0.70(Predicted)
• Flash Point: 146.3 °C
• PSA: 41.13000
• Density: 1.45 g/cm³
• LogP: 4.78340
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 280.0170183
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4''-Dichlorocarbanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)NC2=CC=C(C=C2)Cl)Cl
• Uses: Triclocarban Related Compound A is an impurity of the antimicrobial triclocarban.

Technology Process of 1,3-Bis(4-chlorophenyl)urea

There total 120 articles about 1,3-Bis(4-chlorophenyl)urea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

bromochlorobenzene (106-39-8) + phenyl carbamate (64-10-8) → N-(4-chlorophenyl)-N'-phenylurea (1967-26-6) + bis(diphenyl)urea (102-07-8) + N,N'-bis(4-chlorophenyl)urea (1219-99-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine); In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/S0040-4039(03)01051-7

Reference yield: 64.0%

bromochlorobenzene (106-39-8) + urea (57-13-6) → N-(4-chlorophenyl)-N'-phenylurea (1967-26-6) + bis(4-chlorophenyl)amine (6962-04-5) + N,N'-bis(4-chlorophenyl)urea (1219-99-4)

Guidance literature:

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; at 100 ℃; for 10h;

DOI:10.1016/S0040-4039(01)00716-X

Reference yield: 40.0%

2-aminopyridine (504-29-0) + carbon monoxide (201230-82-2) + 4-chloro-aniline (106-47-8) → 1,3-di-pyridin-2-yl-urea (6268-43-5) + 1-(4-chlorophenyl)-3-(pyridin-2-yl)urea (13208-58-7) + N,N'-bis(4-chlorophenyl)urea (1219-99-4)

Guidance literature:

With selenium; oxygen; triethylamine; In toluene; at 140 ℃; for 3h; Autoclave;

DOI:10.1055/s-0033-1338413

upstream raw materials:

4-chloro-N-hydroxybenzamide

5-(4-chlorophenyl)-1-phenyl-1H-tetrazole

bis-(4-chloro-phenyl)-carbodiimide

N-(4-chlorophenyl)biuret

Downstream raw materials:

3-(4-Chloro-phenyl)-1,1-diisobutyl-urea

4-chloro-aniline

phenyl isocyanate

1-propyl (4-chlorophenyl)carbamate