32459-62-4

Basic information

• Product Name: 4-ETHOXYPHENYL ISOCYANATE
• Synonyms: 1-ethoxy-4-isocyanato-benzen;4-ETHOXYPHENYL ISOCYANATE;P-ETHOXYPHENYL ISOCYANATE;4-ETHOXYPHENYL ISOCYANATE 99%;Isocyanic Acid 4-Ethoxyphenyl Ester;1-ethoxy-4-isocyanatobenzene;4-Ethoxyphenyl isocyanate,99%;1-ethoxy-4-isocyanatobenzene(SALTDATA: FREE)
• CAS NO: 32459-62-4
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Product Categories: Phenetole;Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 32459-62-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 61 °C(Solv: ethanol (64-17-5))
• Boiling Point: 230-235 °C(lit.)
• Flash Point: 222 °F
• Appearance: irritable\colorless liquid
• Density: 1.11 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0399mmHg at 25°C
• Refractive Index: n20/D 1.536(lit.)
• Storage Temp.: 0-10°C
• Sensitive: Moisture Sensitive
• BRN: 742647
• CAS DataBase Reference: 4-ETHOXYPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ETHOXYPHENYL ISOCYANATE(32459-62-4)
• EPA Substance Registry System: 4-ETHOXYPHENYL ISOCYANATE(32459-62-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 7-26-27-37/39
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 32459-62-4(Hazardous Substances Data)

Usage

Description

4-Ethoxyphenyl Isocyanate, also known as 1-Ethoxy-4-isocyanatobenzene, is a clear colorless liquid that serves as a versatile reagent in the synthesis of various organic compounds. Its chemical structure, featuring an ethoxy group and an isocyanate functional group, allows for a range of reactions and applications in different industries.

Uses

Used in Pharmaceutical Industry:
4-Ethoxyphenyl Isocyanate is used as a reagent for the preparation of semicarbazides and their cyclized triazolones. These compounds exhibit significant antibacterial and antimicrobial properties, making them valuable in the development of new antimicrobial agents to combat drug-resistant infections.
Used in Chemical Synthesis:
Due to its reactive isocyanate group, 4-Ethoxyphenyl Isocyanate is utilized in the synthesis of a variety of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its ability to participate in numerous chemical reactions, such as nucleophilic addition and substitution, makes it a valuable intermediate in organic chemistry.
Used in Research and Development:
In academic and industrial research settings, 4-Ethoxyphenyl Isocyanate is employed as a key building block for the exploration of new chemical reactions and the synthesis of novel compounds with potential applications in various fields, such as materials science, medicinal chemistry, and biochemistry.
Overall, 4-Ethoxyphenyl Isocyanate is a multifaceted chemical with applications spanning across different industries, primarily due to its unique chemical properties and reactivity.

InChI:InChI=1/C9H9NO2/c1-2-12-9-5-3-8(4-6-9)10-7-11/h3-6H,2H2,1H3

Upstream product

• 75-44-5 phosgene 
• 740-80-7 N,N'-bis-(4-ethoxy-phenyl)-urea 
• 23676-09-7 ethyl 4-ethoxybenzoate 
• 58586-81-5 4-ethoxybenzohydrazide 
• 619-86-3 4-(ethoxy)benzoic acid 
• 156-43-4 4-Ethoxyaniline 
• 503-38-8 trichloromethyl chloroformate 
• 7647-01-0 hydrogenchloride 
• 100-66-3 methoxybenzene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 99358-57-3 4-ethoxy benzoyl azide 
• 590-28-3 potassium cyanate 
• 19262-82-9 4-ethoxybenzenediazonium 

Downstream Products

• 6276-40-0 4-(4-ethoxy-phenyl)-1-isonicotinoyl semicarbazide 
• 102238-41-5 N-(4-ethoxy-phenyl)-N'-(4-[2]pyridyl-phenyl)-urea 
• 29209-15-2 2-methyl-1,1,3-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-4-carboxylic acid 4-ethoxy-anilide 
• 64393-23-3 1-(4-Aethoxyphenyl)-3-cyclopropyl-harnstoff 
• 14212-83-0 N-(4-ethoxy-phenyl)-3,3-di-morpholin-4-yl-acrylamide 
• 14212-79-4 3,3-Bis-dimethylamino-acrylsaeure-<4-aethoxy-anilid> 
• 14212-86-3 1,1-Bis-dimethylamino-2,2-bis-<4-aethoxy-phenylcarbamoyl>-aethylen 
• 40652-55-9 C₁₂H₁₄N₂O₃ 
• 28510-82-9 (4-Ethoxy-phenyl)-carbamic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester 
• 1520-07-6 C₁₁H₁₆N₂O₃S 
• 38421-22-6 C₂₃H₃₆N₂O₃Si₂ 
• 62689-13-8 3'-(4-ethoxy-phenyl)-3-methyl-1'-phenyl-5'-thioxo-3H-spiro[benzothiazole-2,4'-imidazolidin]-2'-one 
• 59255-66-2 N-(tert-butoxycarbonyl)-4-ethoxyaniline 
• 34126-80-2 3-(4-ethoxy-phenyl)-6,7-dihydro-5H-cyclopenta[e][1,3]oxazine-2,4-dione 

Relevant articles and documents

Alkynylisocyanide gold mesogens as precursors of gold nanoparticles

Gold nanoparticles (Au NPs) have been synthesized using simple thermolysis, whether from the mesophase or from toluene solutions, of mesogenic alkynyl-isocyanide gold complexes [Au(C=C-C6H4-C mH2m+1)(C=N-C6H4-O-C nH2n+1)]. The thermal decomposition from the mesophase is much slower than from solution and produces a more heterogeneous size distribution of the nanoparticles. Working in toluene solution, the size of nanoparticles can be modulated from ～2 to ～20 nm by tuning the chain lengths of the ligands present in the precursor. Different experimental conditions have been analyzed to reveal the processes governing the formation of the gold nanoparticles. Experiments on the effect of adding ligands or bubbling oxygen support that the thermal decomposition is a bimolecular process that starts by decoordination of the isocyanide ligand, producing an oxidative coupling of the akynyl group to [R-C=C-C=C-R] and reduction of gold(I) to gold(0) as nanoparticles. The nanoparticles obtained behave as a catalyst in the oxidation of isocyanide (CNR) to isocyanate (OCNR), which in turn cooperates to catalyze the decomposition.

Quantitative Structure-Activity Relationships of Insecticidal Pyrazolines

Methyl 3-(4-chlorophenyl)-4-methyl-1--2-pyrazoline-4-carboxylates and related compounds were prepared. Their convulsant activity was determined as the minimum dose required to bring about the symptom within 1 h after injection against male adult American cockroaches, Periplaneta americana (L.). Insecticidal activity with metabolic inhibitors for oxidation and hydrolysis was measured 24 h after injection of the test compounds. Variations in each of the activities were analysed by using physicochemical substituent parameters and regression analysis. The findings indicated that the greater the hydrophobicity and the more the electron-withdrawing property of the substituents, the higher were the activities. Variations in each of the two activities were parabolically related to the STERIMOL width parameter with an optimum value of about zero.