6919-62-6

Basic information

• Product Name: ETHYL N-METHOXY-N-METHYLCARBAMATE
• Synonyms: ETHYL N-METHOXY-N-METHYLCARBAMATE;Ethylmethoxymethylcarbamate
• CAS NO: 6919-62-6
• Molecular Formula: C₅H₁₁NO₃
• Molecular Weight: 133.15
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Protected Amines;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Protected Amines
• Mol File: 6919-62-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 150-155 °C(lit.)
• Flash Point: 127 °F
• Appearance: /
• Density: 1.022 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.48mmHg at 25°C
• Refractive Index: n20/D 1.412(lit.)
• CAS DataBase Reference: ETHYL N-METHOXY-N-METHYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL N-METHOXY-N-METHYLCARBAMATE(6919-62-6)
• EPA Substance Registry System: ETHYL N-METHOXY-N-METHYLCARBAMATE(6919-62-6)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 6919-62-6(Hazardous Substances Data)

Usage

General Description

ETHYL N-METHOXY-N-METHYLCARBAMATE is a chemical compound with the molecular formula C5H11NO3. It is a colorless to pale yellow liquid with a mild, ether-like odor. This chemical is commonly used as a reagent in organic synthesis and as a pesticide and herbicide intermediate. It is also used as a solvent, a stabilizer in paints and varnishes, and as a pharmaceutical intermediate. ETHYL N-METHOXY-N-METHYLCARBAMATE is considered to be a low hazard chemical, but proper handling and storage procedures should still be followed to ensure safety.

InChI:InChI=1/C5H11NO3/c1-4-9-5(7)6(2)8-3/h4H2,1-3H3

Upstream product

• 589-41-3 ethyl N-hydroxylcarbamate 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 623-49-4 ethyl cyanoformate 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 541-41-3 chloroformic acid ethyl ester 
• 6919-46-6 bis(methoxymethylamino)methane 
• 6919-58-0 Methoxy-methyl-(2,2-dimethyl-1-isopropyl-hydrazinomethyl)-amin 

Downstream Products

• 1117-97-1 N,0-dimethylhydroxylamine 
• 162468-75-9 Bis-[2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-methanone 
• 119-61-9 benzophenone 
• 502-56-7 nonanone-5 
• 19437-26-4 2,2'-dipyridyl ketone 

Relevant articles and documents

The Total Synthesis of Epothilone D as a Yardstick for Probing New Methodologies

Here, a concise and highly convergent synthesis of epothilone D was investigated, relying on fragments of equal complexity that could be prepared in gram scale quantities. The strategy to construct the fragments includes the use of a previously reported enantiospecific zinc-catalyzed cross-coupling of an α-hydroxy ester triflate with a Grignard reagent, the application of a hydroboration/boron–magnesium exchange sequence for the rapid construction of the Z-substituted trisubstituted double bond present in the natural product, and a Noyori-type hydrogenation to install the β-hydroxy ester moiety of the southern part. The key to success is the diastereoselective head-to-tail macrolactonization by an intramolecular addition of the corresponding ω-alkynyl-substituted carboxylic acids to construct a new stereocenter in the macrocyclic core structure in one single step.

TANDEM ORGANOMETALLIC ADDITION REACTIONS TO N-METHOXY-UREAS AND URETHANES IN THE PREPARATION OF UNSYMMETRICAL AND SYMMETRICAL KETONES

The use of novel reagents 1a-c for the synthesis of ketones in a one pot reaction is described.An interesting leaving group effect was discovered in the fragmentation of the proposed complexes 2 to the intermediate N-methoxyamides 3.