13072-69-0

Basic information

• Product Name: N-(1-ADAMANTYL)UREA
• Synonyms: 1-adamantylurea;tricyclo(3.3.1.1(sup3,7))dec-1-yl-ure;tricyclo(3.3.1.1(sup3,7))dec-1-ylurea;SALOR-INT L496030-1EA;N-(1-ADAMANTYL)UREA;N-tricyclo(3.3.1.13,7)dec-1-ylurea;N-(1-ADAMANTYL)UREA 98%;N-(1-Adamantyl)urea,98%
• CAS NO: 13072-69-0
• Molecular Formula: C₁₁H₁₈N₂O
• Molecular Weight: 194.27
• EINECS: 235-965-9
• Product Categories: Adamantane derivatives
• Mol File: 13072-69-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 330.73°C (rough estimate)
• Flash Point: 141°C
• Appearance: /
• Density: 1.17±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000639mmHg at 25°C
• Refractive Index: 1.4720 (estimate)
• CAS DataBase Reference: N-(1-ADAMANTYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-ADAMANTYL)UREA(13072-69-0)
• EPA Substance Registry System: N-(1-ADAMANTYL)UREA(13072-69-0)

Safety Data

• Safety Statements: 24/25
• RTECS: YU4560000
• HazardClass: IRRITANT
• Hazardous Substances Data: 13072-69-0(Hazardous Substances Data)

Usage

Chemical Properties

WHITE SHINY CRYSTALS

Purification Methods

Wash the urea with H2O and dioxane and recrystallise it from EtOH. [Stetter & Wulff Chem Ber 95 2302 1962.]

InChI:InChI=1/C11H18N2O/c12-10(14)13-11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H3,12,13,14)

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 57-13-6 urea 
• 768-94-5 1-Adamantanamine 
• 15784-82-4 N-(adamantan-1-yl)cyanamide 
• 32314-61-7 1-nitroxyadamantane 
• 281-23-2 adamantane 
• 768-95-6 1-adamanthanol 
• 665-66-7 amantadine hydrochloride 

Downstream Products

• 665-66-7 amantadine hydrochloride 
• 768-94-5 1-Adamantanamine 

Relevant articles and documents

REACTIONS OF TRIFORMYLMETHANE WITH ADAMANTANE DERIVATIVES CONTAINING PRIMARY AMINO GROUP

Six new compounds were obtained by condensation of triformylmethane with some aminoadamantane derivatives.The study also includes 7-amino-1,3,5-triazaadamantane.

Regioselective Formal [3+2] Cycloadditions of Urea Substrates with Activated and Unactivated Olefins for Intermolecular Olefin Aminooxygenation

A new class of intermolecular olefin aminooxygenation reaction is described. This reaction utilizes the classic halonium intermediate as a regio- and stereochemical template to accomplish the selective oxyamination of both activated and unactivated alkenes. Notably, urea chemical feedstock can be directly introduced as the N and O source and a simple iodide salt can be utilized as the catalyst. This formal [3+2] cycloaddition process provides a highly modular entry to a range of useful heterocyclic products with excellent selectivity and functional-group tolerance.

One-Pot Amination of Cage Hydrocarbons

A one-pot procedure has been proposed for the synthesis of amines directly from cage hydrocarbons. A number of cage amines have been synthesized by treatment of adamantane, its homologs, and structurally related cage hydrocarbons with nitric acid in acetic acid and subsequent addition of urea and heating.