N,N'-DI(TERT-BUTYL)UREA

Base Information

• Chemical Name: N,N'-DI(TERT-BUTYL)UREA
• CAS No.: 5336-24-3
• Molecular Formula: C9H20N2O
• Molecular Weight: 172.271
• Hs Code.: 2924199090
• NSC Number: 1052
• UNII: ZY7ZU2UHY8
• DSSTox Substance ID: DTXSID40201519
• Nikkaji Number: J102.410H
• Wikidata: Q83074729
• Mol file: 5336-24-3.mol

Synonyms:N,N'-Bis(tert-butyl)urea;Di-tert-Butylurea;N,N'-tert.-Butylharnstoff;Urea,3-di-tert-butyl;N,N'-Di-tert-butylharnstoff;Urea,N,N'-bis(1,1-dimethylethyl);N,N'-di-tert-butyl-malonamide;(t-BuNH)2CO;Urea,1,3-di-tert-butyl;bis-N,N'-tert-butyl urea;1,3-ditert-butyl-urea;N,N'-bis(1,1-dimethylethyl)urea;

Chemical Property of N,N'-DI(TERT-BUTYL)UREA

Chemical Property:

• Vapor Pressure: 0.00295mmHg at 25°C
• Melting Point: 242 °C
• Boiling Point: 284.6°C at 760 mmHg
• PKA: 14.43±0.46(Predicted)
• Flash Point: 109.1°C
• PSA: 41.13000
• Density: 0.897g/cm³
• LogP: 2.66440
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 172.157563266
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

N,N''-Di-tert-Butylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)NC(C)(C)C
• Uses: N,N''-Di-tert-Butylurea can be used in synthetic preparation and structural characterization of polynuclear gold and bimetallic gold/silver complexes for carbon-hydrogen functionalization of carbonyl compounds and homogeneous carbonylation of amines.

Technology Process of N,N'-DI(TERT-BUTYL)UREA

There total 30 articles about N,N'-DI(TERT-BUTYL)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: 80.0%

N?(tert?butyl)?2?phenylimidazo[1,2?a]pyridin?3?amine → N-(pyrid-2-yl)benzamide (4589-12-2) + 1,3-di-tert-butylurea (5336-24-3) + tert-butylamine (75-64-9)

Guidance literature:

With potassium tert-butylate; copper diacetate; In m-xylene; for 8h; chemoselective reaction; Schlenk technique; Heating;

DOI:10.1021/acs.joc.9b00208

Reference yield: 67.0%

N-tert-butyl-N-(tert-butylcarbamoyl)acetamide → N-tert-butylacetamide (762-84-5) + 1,3-di-tert-butylurea (5336-24-3)

Guidance literature:

With zirconium(IV) acetylacetonate; at 100 ℃; for 21h; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201400648

Reference yield: 63.0%

N-(tert-butyl)-2-(thiophen-3-yl)imidazo[1,2-a]pyridin-3-amine → 1,3-di-tert-butylurea (5336-24-3) + N-(pyridin-2-yl)thiophene-3-carboxamide (340258-79-9) + tert-butylamine (75-64-9)

Guidance literature:

With potassium tert-butylate; copper diacetate; In m-xylene; for 8h; chemoselective reaction; Schlenk technique; Heating;

DOI:10.1021/acs.joc.9b00208

upstream raw materials:

2,2-dimethylpropionamide

acetic acid

triethylamine

Tert-butyl isocyanate

Downstream raw materials:

tert-butylamine

1,3-di-tert-butylcarbodiimide

Triphenylphosphine oxide

Tert-butyl isocyanate

Refernces

• 1、 Xu, Maotong,Jupp, Andrew R.,Stephan, Douglas W.. "Stoichiometric Reactions of CO2 and Indium-Silylamides and Catalytic Synthesis of Ureas". supporting information. p. 14277 - 14281. Retrieved 2017/10/31.
• 2、 Debnath, Pradip,Baeten, Mattijs,Lefvre, Nicolas,Van Daele, Stijn,Maes, Bert U. W.. "Synthesis of secondary amides from N-Substituted amidines by tandem oxidative rearrangement and isocyanate elimination". supporting information. p. 197 - 209. Retrieved 2015/03/03.