1-Phenylurea

Base Information

• Chemical Name: 1-Phenylurea
• CAS No.: 64-10-8
• Molecular Formula: C7H8 N2 O
• Molecular Weight: 136.153
• Hs Code.: 29242100
• European Community (EC) Number: 200-576-5
• NSC Number: 2781
• UN Number: 3002
• UNII: 862I85399W
• DSSTox Substance ID: DTXSID8042507
• Nikkaji Number: J4.834H
• Wikidata: Q27269694
• ChEMBL ID: CHEMBL168445
• Mol file: 64-10-8.mol

Synonyms:amino-N-phenylamide;N-phenylurea;urea, N-phenyl-;urea, phenyl-

Chemical Property of 1-Phenylurea

Chemical Property:

• Appearance/Colour: off-white powder
• Melting Point: 145-147 °C(lit.)
• Refractive Index: 1.5769 (estimate)
• Boiling Point: 238 °C
• PKA: 13.37±0.50(Predicted)
• Flash Point: 238°C
• PSA: 55.12000
• Density: 1,302 g/cm3
• LogP: 1.95050
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: 10 mg/mL, clear
• Water Solubility.: Soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 119
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Phenylurea >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)N
• Uses: Phenylureas are commonly used soil-applied herbicides for control of grass and small-seeded broadleaf weeds. Phenyl urea is used in organic synthesis. It acts as an efficient ligand for palladium-catalyzed Heck and Suzuki reactions of aryl bromides and iodides.

Technology Process of 1-Phenylurea

There total 212 articles about 1-Phenylurea 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: 99.0%

benzamide (55-21-0,27208-38-4) → phenyl carbamate (64-10-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; ammonia; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0040-1707103

Reference yield: 99.0%

monophenylthiourea (103-85-5) → phenyl carbamate (64-10-8)

Guidance literature:

With quinolinium monofluorochromate(VI); In acetonitrile; for 1.5h; Heating;

Reference yield: 97.0%

1,3-diphenylcarbamothioate (4910-32-1) → phenyl carbamate (64-10-8) + diphenyldisulfane (882-33-7)

Guidance literature:

With ammonium hydroxide; oxygen; In 2-methyltetrahydrofuran; at 20 ℃; for 20h; under 760.051 Torr;

DOI:10.1021/acs.orglett.8b01654

upstream raw materials:

5-amino-3-methylimidazolidine-2,4-dione

phenyl isocyanate

5-methylene-3-phenylimidazolidine-2,4-dione

N-(benzoyloxy)benzamide

Downstream raw materials:

N-cyano-N-phenylbenzenesulfonamide

N,N'-bis phenyl imidodicarbonic diamide

N-benzenesulfenyl-N'-phenyl-urea

5-isopropyl-1-phenylbarbituric acid

Refernces

• 1、 Bagherzadeh, Nastaran,Sardarian, Ali Reza,Inaloo, Iman Dindarloo. "Green and efficient synthesis of thioureas, ureas, primary: O -thiocarbamates, and carbamates in deep eutectic solvent/catalyst systems using thiourea and urea". supporting information. p. 11852 - 11858. Retrieved 2021/07/12.
• 2、 Azimi, Fateme,Ghasemi, Jahan B.,Azizian, Homa,Najafi, Mohammad,Faramarzi, Mohammad Ali,Saghaei, Lotfollah,Sadeghi-aliabadi, Hojjat,Larijani, Bagher,Hassanzadeh, Farshid,Mahdavi, Mohammad. "Design and synthesis of novel pyrazole-phenyl semicarbazone derivatives as potential α-glucosidase inhibitor: Kinetics and molecular dynamics simulation study". . p. 1082 - 1095. Retrieved 2020/11/20.