14803-72-6

Basic information

• Product Name: METHYL N-(4-METHOXYPHENYL)CARBAMATE
• Synonyms: (4-Methoxy-phenyl)-carbamicacidmethylester;METHYL N-(4-METHOXYPHENYL)CARBAMATE;Methyl N-(methoxyphenyl)carbamate
• CAS NO: 14803-72-6
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19
• Mol File: 14803-72-6.mol
• Article Data: 58

Chemical Properties

• Melting Point: 88-89°C
• Boiling Point: 235.6°Cat760mmHg
• Flash Point: 96.3°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 0.0495mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: METHYL N-(4-METHOXYPHENYL)CARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL N-(4-METHOXYPHENYL)CARBAMATE(14803-72-6)
• EPA Substance Registry System: METHYL N-(4-METHOXYPHENYL)CARBAMATE(14803-72-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 14803-72-6(Hazardous Substances Data)

Usage

General Description

Methyl N-(4-methoxyphenyl)carbamate, also known as Methyl 4-methoxyphenylcarbamate, is a chemical compound that falls under the category of phenylcarbamates. This organic compound is primarily known for its usage in research context. It has the molecular formula of C10H13NO3, showcasing elements such as carbon, hydrogen, nitrogen, and oxygen in its structure. Characteristically, it appears as a crystalline solid. However, there is a lack of comprehensive information about its extensive usage, environmental impact, and safety measures, necessitating further research and investigation in these areas. The compound should be handled with care as any unknown safety hazards may exist due to its somewhat unknown properties.

InChI:InChI=1/C9H11NO3/c1-12-8-5-3-7(4-6-8)10-9(11)13-2/h3-6H,1-2H3,(H,10,11)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 79-22-1 methyl chloroformate 
• 100-17-4 para-methoxynitrobenzene 
• 201230-82-2 carbon monoxide 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 1516-21-8 4-methoxynitrosobenzene 
• 525-06-4 diphenyl ketene 
• 3424-93-9 4-methoxyphenylacetamide 
• 100-00-5 4-chlorobenzonitrile 
• 124-38-9 carbon dioxide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 160852-85-7 2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate 
• 36359-20-3 4-methoxyphenylcarbamic acid 

Downstream Products

• 61829-43-4 N-butyl-4-methoxyaniline 
• 92685-83-1 N-<(tert-butoxycarbonyl)methyl>-p-anisidine 
• 142613-12-5 Tert-butyl 3-((p-methoxyphenyl)amino)propanoate 
• 104-94-9 4-methoxy-aniline 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 17377-95-6 benzyl(4-methoxyphenyl)amine 
• 117788-07-5 Methyl N-(methoxymethyl)-N-(4-methoxyphenyl)carbamate 
• 756875-61-3 4-methoxy-N-(pent-4-en-1-yl)aniline 
• 2405-59-6 N-(2-phenylethyl)-4-methoxyaniline 
• 71954-46-6 N-allyl-4-methoxyaniline 
• 29111-77-1 methyl (4-methoxy-2-nitrophenyl)carbamate 
• 900187-58-8 chloromethyl-(4-methoxy-phenyl)-carbamic acid methyl ester 
• 900187-55-5 (4-methoxy-phenyl)-(4-nitro-phenoxymethyl)-carbamic acid methyl ester 
• 1025930-39-5 N-Allyl-N-(4-methoxy-phenyl)-malonamic acid methyl ester 

Relevant articles and documents

Unexpected Reaction of Oximinoacetoacetate with Amines: A Novel Synthesis of Carbamates

The synthesis of alkyl carbamates by a solvent-free reaction of oximinoacetoacetate and amine at 130C is reported. A preliminary mechanism to this unexpected reaction is also given.

Preparation of methyl carbamates via a modified Hofmann rearrangement

Treatment of a series of para-substituted aromatic and primary aliphatic carboxamides with NBS and NaOMe in methanol heated to reflux for ten minutes results in the conversion of the carboxamides to their corresponding primary amino methyl carbamates in nearly quantitative yields. The mild oxidative conditions of this modified Hofmann rearrangement are shown to be particularly useful for the preparation of p-substituted anilines.

CuSe2/CeO2 as a novel heterogeneous catalyst for reductive carbonylation of nitroarenes for generating urethanes

The reaction of CuCl2, SeO2, and cetyltrimethylammonium bromide (CTAB) under the CO pressure in methanol produce a black solid, which is identified as cupric diselenide, CuIISe2 using various spectroscopic analyses. Impregnation of 5 wt% of CuSe2 onto CeO2 resulted in much more enhanced catalytic activity due to the uniform and highly dispersed particle. The reductive carbonylation of nitrobenzene (NB) as a model substrate has been examined in the presence of the CuSe2/CeO2 as a single component heterogeneous catalyst, which is found to exhibit excellent catalytic activity for generating methyl-N-phenyl carbamate (MPC) in a highly selective fashion. The effects of various reaction parameters such as temperature, pressure, and reaction time have been investigated. A plausible reaction mechanism using this cheap heterogeneous catalyst is also presented, especially invoking the importance of CuSe2(μ-CO) species.

TBCA mediated microwave-assisted Hofmann rearrangement

A protocol for the microwave-assisted Hofmann rearrangement mediated by TBCA/KOH/MeOH was developed. Under these conditions high yields and short reaction times were observed for aromatic benzamides.

METHOD FOR PRODUCING CARBAMATE

PROBLEM TO BE SOLVED: To provide a method that can produce carbamate with high yield and high selectivity, and excellent economical efficiency, using more different kinds of amines. SOLUTION: A method for producing carbamate has a reaction step where, in the presence of calcium carbide and potassium carbonate, a reaction is induced among amine, methanol, and carbon dioxide. The reaction step is preferably performed at a temperature of 165-180°C. The reaction step is preferably performed at a carbon dioxide pressure of 3-5 MPa. The reaction step is preferably performed using an acetonitrile solvent. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2021,JPOandINPIT

Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates

A new approach for the preparation of carbamatesviathe copper-catalyzed cross-coupling reaction of amines with alkoxycarbonyl radicals generated from carbazates is described. This environmentally friendly protocol takes place under mild conditions and is compatible with a wide range of amines, including aromatic/aliphatic and primary/secondary substrates.