DIPHENYLURETHANE

Base Information

• Chemical Name: DIPHENYLURETHANE
• CAS No.: 603-52-1
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• Hs Code.: 2924297099
• European Community (EC) Number: 210-047-0
• NSC Number: 3568
• DSSTox Substance ID: DTXSID80209054
• Nikkaji Number: J136.485E
• Wikidata: Q83083212
• Mol file: 603-52-1.mol

Synonyms:Carbamicacid, diphenyl-, ethyl ester (6CI,7CI,8CI,9CI);Diphenylurethane;EthylN,N-diphenyl carbamate;Ethyl diphenylcarbamate;NSC 3568;

Chemical Property of DIPHENYLURETHANE

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• Melting Point: 70-72 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 360 °C at 760 mmHg
• PKA: -2.99±0.50(Predicted)
• Flash Point: 171.5 °C
• PSA: 29.54000
• Density: 1.146 g/cm³
• LogP: 3.98120
• Water Solubility.: 25.9mg/L at 20℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 237

Purity/Quality:

99.9% ^*data from raw suppliers

N,N-DIPHENYLURETHANE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of DIPHENYLURETHANE

There total 15 articles about DIPHENYLURETHANE 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%

sodium ethanolate (141-52-6) + diphenylcarbamic chloride (83-01-2) → ethyl diphenylcarbamate (603-52-1)

Guidance literature:

at 20 ℃; for 0.004h; Neat (no solvent); Microwave irradiation; Grinding;

DOI:10.1016/j.cclet.2012.06.025

Reference yield: 96.0%

N-carboethoxyaniline (101-99-5) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → ethyl diphenylcarbamate (603-52-1)

Guidance literature:

With cesium fluoride; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1021/jo0602221

Reference yield: 96.0%

diethyl sulfate (64-67-5) + carbon dioxide (124-38-9,18923-20-1) + diphenylamine (122-39-4) → ethyl diphenylcarbamate (603-52-1)

Guidance literature:

With diethylzinc; Product distribution; 1.) benzene, 120 deg C, 50 atm, 5 h; 2.) benzene, 80 deg C, 120 h; other temp., other reaction time;

DOI:10.1246/bcsj.61.2913

upstream raw materials:

chloroformic acid ethyl ester

diphenylamine

ethanol

diphenylcarbamic chloride

Downstream raw materials:

ethyl bromide

N,N-diphenylacetamide

piperidine-1-carboxylic acid diphenylamide

3,5-dioxo-N,N-diphenylhexanamide

Refernces

• 1、 Li, Wanfang,Fan, Weizheng,Ma, Xin,Tao, Xiaoming,Li, Xiaoming,Xie, Xiaomin,Zhang, Zhaoguo. "Ru-catalyzed hydrogenation of 3,5-diketo amides: Simultaneous control of chemo- and enantioselectivity". supporting information. p. 8976 - 8978. Retrieved 2012/11/07.
• 2、 Liu, Zhijian,Larock, Richard C.. "Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids". . p. 3198 - 3209. Retrieved 2007/10/03.