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Key Documents

694126

Sigma-Aldrich

Methoxyallene

technical grade

Synonym(s):

1-Methoxy-1,2-propadiene, Methyl propadienyl ether, NSC 363923

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About This Item

Empirical Formula (Hill Notation):
C4H6O
CAS Number:
Molecular Weight:
70.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

form

liquid

refractive index

n20/D 1.429

density

0.832 g/mL at 25 °C

functional group

ether

storage temp.

2-8°C

SMILES string

COC=C=C

InChI

1S/C4H6O/c1-3-4-5-2/h4H,1H2,2H3

InChI key

RRWJXAJEGRDMQH-UHFFFAOYSA-N

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Application

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

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-20.0 °F

Flash Point(C)

-28.9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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