4128-37-4

Basic information

• Product Name: 1,3-diisopropylurea
• Synonyms: 1,3-diisopropylurea;N,N'-diisopropylurea;Diptocarpamidine;N,N'-Bis(1-methylethyl)urea;1,3-di(propan-2-yl)urea;NSC 112719;Urea, 1,3-diisopropyl-;Urea, 1,3-diisopropyl- (8CI)
• CAS NO: 4128-37-4
• Molecular Formula: C₇H₁₆N₂O
• Molecular Weight: 144.21474
• EINECS: 223-940-5
• Mol File: 4128-37-4.mol
• Article Data: 50

Chemical Properties

• Melting Point: 185-190℃
• Boiling Point: 265℃
• Flash Point: 113℃
• Appearance: /
• Density: 0.903
• Vapor Pressure: 0.0092mmHg at 25°C
• Refractive Index: 1.434
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.05±0.46(Predicted)
• CAS DataBase Reference: 1,3-diisopropylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-diisopropylurea(4128-37-4)
• EPA Substance Registry System: 1,3-diisopropylurea(4128-37-4)

Safety Data

• Hazardous Substances Data: 4128-37-4(Hazardous Substances Data)

Usage

Uses

1,3-Diisopropylurea is one of the photocatalyzed degradation products of the herbicide Bromacil.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 2132, 1978 DOI: 10.1021/jo00405a010

InChI:InChI=1/C7H16N2O/c1-5(2)8-7(10)9-6(3)4/h5-6H,1-4H3,(H2,8,9,10)

Upstream product

• 113984-39-7 1,3-Diisopropyl-2-pent-3-ynyl-isourea 
• 75-44-5 phosgene 
• 75-31-0 isopropylamine 
• 113984-42-2 2-(2,2-Dimethyl-pent-4-enyl)-1,3-diisopropyl-isourea 
• 52770-75-9 1,3-Diisopropyl-2-octyl-isourea 
• 113984-41-1 (E)-N,N'-diisopropyl-O-hept-2-yn-5-enylisourea 
• 113984-40-0 2-((2E,5E)-Hepta-2,5-dienyl)-1,3-diisopropyl-isourea 
• 74124-79-1 di(succinimido) carbonate 
• 67021-82-3 C₈H₁₇NO₃ 
• 201230-82-2 carbon monoxide 
• 98-95-3 nitrobenzene 
• 124-38-9 carbon dioxide 
• 109-73-9 N-butylamine 
• 1350640-20-8 di(iso-propylcarbamoyloxy)dimethylsilane 

Downstream Products

• 75-31-0 isopropylamine 
• 691-60-1 N-isopropylurea 
• 66504-18-5 N-isopropyl-1-phenyl-1,2-cyclopropanedicarboximide 
• 98-82-8 Isopropylbenzene 
• 791-28-6 Triphenylphosphine oxide 
• 693-13-0 diisopropyl-carbodiimide 
• 598-45-8 i-propyl isocyanide 
• 29119-58-2 Isopropylisocyanid-dichlorid 
• 5673-38-1 N-(isopropylcarbamoyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Application of 15N Spectroscopy and Dynamic NMR to the Study of Ureas, Thioureas and their Lewis Acid Adducts

Rotational barriers and 15N chemical shifts have been measured in a number of ureas and thioureas.As anticipated on the basis of the 15N shifts, several previosly unobserved rotational barriers could be detected by using lanthanide reatgents or a high field spectometer.Nearly constant effects on both the rotational activation energy and the 15N shift are produced on going from ureas to the corresponding thioureas, and correlations are found between the ΔG(ex. cit) and ?15N values.The results are discussed in terms of lone pair delocalization, and anomalies with respect to general behaviour are tentatively explained in the light of the effect of steric torsion in crowded structures on the 15N shifts and rotation barriers.

Not the Alkoxycarbonylamino-acid O-Acylisourea

The reaction of equivalent amounts of N-benzyloxycarbonyl-L-valine and N,N'-di-isopropylcarbodi-imide in deuteriochloroform gives an equimolar mixture of the symmetrical anhydride of the N-protected amino-acid, N,N'-di-isopropylurea, and unchanged carbodi-imide and not the O-acylisourea adduct as reported in the literature.

Co-N-doped carbon nanotubes supported on diatomite for highly efficient catalysis oxidative carbonylation of amines with CO and air

Cobalt-nitrogen-doped carbon nanotubes stably supported on diatomite were obtained by employing Co(OAc)2/phenanthroline. The resulting material was found to be excellent catalysts for the carbonylation of a variety of amines with CO other than phosgene. Both high activity and selectivity were achieved in this carbonylation process, and it allows air as a cheap oxidizing agent. Moreover the catalyst could be recycled for several times with relatively higher activity compared to homogeneous catalyst palladium acetate.

An unexpected reaction to methodology: An unprecedented approach to transamidation

This report describes an unprecedented protocol for the synthesis of N,N′-substituted ureas using a cross-coupling method. Mono substituted ureas were modified by an economically viable and simple method using commercially available isocyanates and sodium hydride as the reagents. In addition, the method involves no expensive metal complexes or catalysts and all reactions are carried out at room temperature. Furthermore, both symmetrical and asymmetrical ureas were successfully obtained in single step reactions with reasonable yields.