METHOXYALLENE; 95%DISCONTINUED 05/24/01 Chemical Properties

Boiling point:

48.2℃ (760 torr)

Density 

0.832 g/mL at 25 °C

refractive index 

n20/D 1.429

Flash point:

-29 °C

storage temp. 

2-8°C

solubility 

sol THF, ether, pentane, hexane, CH2Cl2, CHCl3, DMSO

form 

liquid

Safety Information

Hazard Codes 

F

Risk Statements 

11

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

METHOXYALLENE; 95%DISCONTINUED 05/24/01 Usage And Synthesis

Uses

Reactant involved in:• ;Multicomponent reactions with nitriles and carboxylic acids followed by cyclocondensation for synthesis of enantiopure pyridines1• ;Intermolecular hydroamination2• ;One-pot synthesis of alkoxy and (alkylsulfanyl)-substituted pyrroles and dihydropyridines3• ;Intermolecular [4+2] cycloaddition with dienes4• ;Allenyl cyclization and subsequent transformation into dicarbonyl, cyclopentenones, and butenolide compounds5• ;Insertion reactions of C-C pi-bonds into alkylidenesilacyclopropanes6

Uses

Reactant involved in:

• Multicomponent reactions with nitriles and carboxylic acids followed by cyclocondensation for synthesis of enantiopure pyridines
• Intermolecular hydroamination
• One-pot synthesis of alkoxy and (alkylsulfanyl)-substituted pyrroles and dihydropyridines
• Intermolecular [4+2] cycloaddition with dienes
• Allenyl cyclization and subsequent transformation into dicarbonyl, cyclopentenones, and butenolide compounds
• Insertion reactions of C-C pi-bonds into alkylidenesilacyclopropanes

Preparation

Methoxyallene can be prepared on a tens-of-grams scale by the base-catalyzed isomerization of 1-methoxy-2-propyne (methyl propargyl ether). Related 1-alkoxy-1,2-propadiene ethers can be prepared similarly. A convenient version of this preparation has been reported.

METHOXYALLENE; 95%DISCONTINUED 05/24/01(13169-00-1)Related Product Information

• METHOXYALLENE; 95%DISCONTINUED 05/24/01
• SPECS AE-562/12222523
• Allene