584-07-6

Basic information

• Product Name: methyl hydroxycarbamate
• Synonyms: Carbamic acid, hydroxy-, methyl ester; carbamic acid, N-hydroxy-, methyl ester
• CAS NO: 584-07-6
• Molecular Formula: C₂H₅NO₃
• Molecular Weight: 91.066
• Mol File: 584-07-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 258°C at 760 mmHg
• Flash Point: 109.8°C
• Density: 1.276g/cm³
• Vapor Pressure: 0.00208mmHg at 25°C
• Refractive Index: 1.424
• PKA: 9.22±0.23(Predicted)
• CAS DataBase Reference: methyl hydroxycarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl hydroxycarbamate(584-07-6)
• EPA Substance Registry System: methyl hydroxycarbamate(584-07-6)

Safety Data

• Hazardous Substances Data: 584-07-6(Hazardous Substances Data)

Upstream product

• 616-38-6 carbonic acid dimethyl ester 
• 1257267-10-9 C₁₁H₁₃NO₅ 
• 79-22-1 methyl chloroformate 

Downstream Products

• 17131-52-1 3-(4-methoxyphenoxy)-1,2-propanediol 
• 93624-87-4 α-p-methoxy phenoxymethyl β-N-carbomethoxy aminoxyethanol 
• 93624-91-0 1-{N-[2-Hydroxy-3-(4-methoxy-phenoxy)-propyl]aminooxy}-3-(4-methoxy-phenoxy)-propan-2-ol 
• 538-43-2 3-phenoxy-1,2-propanediol 
• 93624-86-3 α-phenoxymethyl β-N-carbomethoxy aminoxyethanol 
• 93624-90-9 1-[N-(2-Hydroxy-3-phenoxy-propyl)aminooxy]-3-phenoxy-propan-2-ol 
• 931-17-9 1,2-Cyclohexanediol 
• 93660-93-6 C₁₂H₂₃NO₃ 
• 93624-94-3 Hexahydro-benzo[1,4,2]dioxazin-3-one 
• 616-38-6 carbonic acid dimethyl ester 
• 623-53-0 ethyl methyl carbonate 
• 51729-83-0 methyl 1-methylethyl carbonate 
• 228245-36-1 ((3aR,4S,7R,7aS)-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-yl)-carbamic acid methyl ester 
• 312623-98-6 (1S,2S,3S,6R)-6-(N-carbomethoxy)amino-1,2-O-isopropylidene-3-acetyloxycyclohex-4-ene-1,2-diol 

Relevant articles and documents

Palladium-Catalyzed Synthesis of Indolines from Aroyloxycarbamates through a Tandem Decarboxylative Amination/Heck/Annulation Reaction

A novel synthesis of functionalized indolines via a Pd-catalyzed tandem decarboxylative amination/Heck/annulation reaction has been developed. This process features operational simplicity, mild conditions, and the use of a readily available and environmentally friendly starting material, namely carboxylic acid. Furthermore, the reaction shows good functional group tolerance and chemical selectivity. (Figure presented.).

Synthesis of indoles from aroyloxycarbamates with alkynes: Via decarboxylation/cyclization

An efficient Pd-catalyzed decarboxylation/cyclization of aroyloxycarbamates to realize substituted indoles has been disclosed. Terminal alkynes as the coupling partners lead to site specific 2-substituted indoles through two pathways, while internal alkynes with aroyloxycarbamates can be transformed to 2,3-disubstituted indoles directly. This protocol is further demonstrated by the efficient synthesis of indoles as well as the success of employing inexpensive aryl acids as starting materials to construct C-N bonds by releasing CO2.

Palladium-Catalyzed Decarboxylative Synthesis of Arylamines

A novel approach has been developed for the synthesis of arylamines via the palladium-catalyzed intramolecular decarboxylative coupling (IDC) of aroyloxycarbamates, obtained in situ by reacting aryl carboxylic acids with hydroxycarbamates. The reaction offers facile access to structurally diverse arylamines with the site-specific formation of the C(sp2)-N bond under mild conditions.