54582-34-2

Basic information

• Product Name: N-(4-METHYLBENZYL)UREA
• Synonyms: N-(4-METHYLBENZYL)UREA
• CAS NO: 54582-34-2
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 54582-34-2.mol

Chemical Properties

• Melting Point: 198-199°
• Boiling Point: 299.8°C at 760 mmHg
• Flash Point: 135.1°C
• Appearance: /
• Density: 1.108g/cm³
• Vapor Pressure: 0.00116mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: N-(4-METHYLBENZYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHYLBENZYL)UREA(54582-34-2)
• EPA Substance Registry System: N-(4-METHYLBENZYL)UREA(54582-34-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 54582-34-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
N-(4-METHYLBENZYL)UREA is utilized as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides.
Used in Corrosion Inhibition:
N-(4-METHYLBENZYL)UREA is employed as a corrosion inhibitor, serving to protect materials from degradation due to chemical or electrochemical reactions, thereby extending the service life of equipment and structures.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, N-(4-METHYLBENZYL)UREA is involved in the formation of coordination compounds, which have applications in areas such as catalysis, materials science, and supramolecular chemistry.

InChI:InChI=1/C9H12N2O/c1-7-2-4-8(5-3-7)6-11-9(10)12/h2-5H,6H2,1H3,(H3,10,11,12)

Upstream product

• 590-28-3 potassium cyanate 
• 104-84-7 para-methylbenzylamine 
• 98952-71-7 4-Methyl-benzylcyanamid 
• 589-18-4 4-Methylbenzyl alcohol 
• 57-13-6 urea 
• 95062-75-2 S-(4-bromophenyl) thiocarbamate 
• 95062-74-1 S-(4-chlorophenyl) thiocarbamate 
• 95062-72-9 S-(4-methylphenyl) thiocarbamate 
• 61642-86-2 S-phenyl thiocarbamate 
• 26177-45-7 4-methylbenzylamine hydrochloride 

Downstream Products

• 1616091-90-7 C₁₃H₁₇N₃O₃S 
• 1616092-03-5 C₁₂H₁₃N₃O₂S 
• 1616091-97-4 C₁₁H₁₁N₃O₂S 
• 1616091-69-0 (2-(1-(3,4-dichlorobenzyl)-5-(4-methylbenzyl)-1,4,5,6-tetrahydro-4,6-dioxo-1,3,5-triazin-2-ylamino)ethyl)guanidine 
• 1616091-64-5 (2-(5-(4-methylbenzyl)-1-(4-methoxybenzyl)-1,4,5,6-tetrahydro-4,6-dioxo-1,3,5-triazin-2-ylamino)ethyl)guanidine 
• 1616092-26-2 C₂₀H₂₁Cl₂N₅O₂ 
• 1616092-22-8 C₂₁H₂₅N₅O₃ 
• 1616092-13-7 C₁₉H₁₇Cl₂N₃O₂S 
• 1616092-08-0 C₂₀H₂₁N₃O₃S 
• 51884-04-9 N-carbamoyl-4-methylbenzamide 
• 128043-62-9 ethyl 1-(4-methylbenzyl)-2,4,5-trioxoimidazolidine-3-acetate 
• 105686-07-5 1-(4-methylbenzyl)imidazolidinetrione 
• 87096-66-0 N-nitroso-N-(p-methylbenzyl)urea 

Relevant articles and documents

Nano cerium oxide as a recyclable catalyst for the synthesis of N-monosubstituted ureas with the aid of acetaldoxime as an effective water surrogate

A new method for the synthesis of N-monosubstituted ureas has been developed by the reaction of cyanamides with acetaldoxime in the presence of nano cerium oxide as an efficient and recyclable catalyst.

Microwave-assisted synthesis of N-monosubstituted urea derivatives

An easy and rapid procedure for the preparation of N-monosubstituted ureas via reaction between potassium cyanate and a wide range of amines is described. The procedure was performed under microwave irradiation using water as solvent. This methodology is particularly attractive since it provides ureas in high yield and purity. Georg Thieme Verlag Stuttgart · New York.

Selective synthesis of secondary amines via N-alkylation of primary amines and ammonia with alcohols by supported copper hydroxide catalysts

The N-alkylation of primary amines and ammonia (in situ generated from urea or aqueous ammonia) with alcohols to secondary amines was efficiently promoted by supported copper hydroxide catalysts, Cu(OH)xAl2O 3 and Cu(OH)x/TiO2. The observed catalysis was truly heterogeneous, and the catalysts could be reused without an appreciable loss of catalytic performance.

Kinetics and mechanism of the aminolysis of aryl thiocarbamates: Effects of the non-leaving group

The kinetics of the aminolysis of aryl thiocarbamates [ATC: H 2NC(=O)SC6H4Z] with benzylamines (XC 6H4CH2NH2) in acetonitrile at 10.0°C have been studied. The rate order with variation of the non-leaving amino group, RNH, in RNHC(=O)SC6H4Z is NH2 s) effects of the RNH group are insignificant, and the strength of push to expel the leaving group in the tetrahedral transition state is the sole, important effect. The strong push provided by the NH2 group, the negative ρxz (-0.38) value, the size of βz (-0.54), and failure of the reactivity-selectivity principle are all consistent with the concerted mechanism. The kinetic isotope effects involving deuterated amine nucleophiles (XC6H4CH2ND2) are normal (kH/kD ≈ 1.40-1.73) suggesting a hydrogen-bonded cyclic transition state. The Royal Society of Chemistry 2005.

Highly selective aldose reductase inhibitors. 1. 3-(Arylalkyl)-2,4,5- trioxoimidazolidine-1-acetic acids

A series of 3-(arylalkyl)-2,4,5-trioxoimidazolidine-1-acetic acids (1) was prepared and tested for aldose reductase (AR) and aldehyde reductase (ALR) inhibitory activities. These compounds showed strong inhibitory activity against AR without significant inhibitory activity for ALR. The ratio of IC50(ALR)IC50(AR) was > 1000 in some compounds. On the basis of pharmacological tests such as the recovery of reduced motor nerve conduction velocity and toxicological profile, 3-(3-nitrobenzyl)-2,4,5- trioxoimidazolidine-1-acetic acid (NZ-314) was selected as the candidate for clinical development.

Reactivity Effects on Site Selectivity in Nucleoside Aralkylation: A Model for the Factors Influencing the Sites of Carcinogen-Nucleic Acid Interactions

Product distributions are described for 15 reactions between guanosine (1) and a series of p-Y-benzyl bromides (2a-e), p-Y-benzoyl chlorides (3a-e), and N-nitroso-N-(p-Y-benzyl)ureas (4a-e) where Y = a, O2N; b, Cl; c, H; d, CH3; e, CH3O.The yields of products from reaction at the 7-position of guanosine to produce 7-(p-Y-benzyl)guanosines (5a-e), at N2 to produce N2-(p-Y-benzyl)guanosines (6a-e), at the O6-position to produce O6-(p-Y-benzyl)guanosines (7a-e), and at the 5-position to produce 4-(p-Y-benzyl)-5-guanidino-1-β-D-ribofuranosylimidazoles (8a-e) arecorrelated with the mechanism of the reaction (i.e., the SN2 or SN1 character) imposed by the para substituent and/or leaving group and the nature of the incipient charge density (i.e., the "hardness" or "softness") at the reaction center.These observations, coupled with the literature on sites of reaction of carcinogens with nucleic acid components, are used to rationalize the site selectivity differences exhibited by the alkylating and aralkylating classes of carcinogens in their nucleic acid reactions.