6-Acetyl-1,4-benzodioxane Chemical Properties

Melting point:

80-82 °C (lit.)

Boiling point:

270.41°C (rough estimate)

Density 

1.1601 (rough estimate)

refractive index 

1.5370 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Fine Crystalline Needles

color 

Almost white to slightly blue

BRN 

164125

InChIKey

HGVWMTAIIYNQSI-UHFFFAOYSA-N

CAS DataBase Reference

2879-20-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25-25-24

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29145090

MSDS

• Language:English Provider:6-Acetyl-1,4-benzodioxane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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6-Acetyl-1,4-benzodioxane Usage And Synthesis

Chemical Properties

ALMOST WHITE TO SLIGHTLY BLUE FINE CRYST. NEEDLES

Uses

1,4-Benzodioxan-6-yl methyl ketone may be used in the preparation of acetylenic alcohols.

Definition

ChEBI: 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)ethan-1-one is a benzodioxine.

Synthesis

GENERAL METHODS: Method B: To a stirred solution of 1-(2,3-dihydrobenzo[B][1,4]dioxin-6-yl)ethan-1-ol (4a, 1.65 g, 9.94 mmol) in anhydrous dichloromethane (100 mL) was added Dess-Martin's reagent (5.06 g, 11.93 mmol) at 0 °C and under argon protection. After 10 minutes of reaction, the mixture was slowly warmed to room temperature and stirring was continued for 16 hours. After completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution and filtered to remove the insoluble salt. The filtrate was extracted with dichloromethane, the combined organic layers were dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Finally, the target product 6-acetyl-1,4-benzodioxane (5a, 1.42 g, 87% yield) was purified by silica gel column chromatography with dichloromethane as eluent to give a light yellow solid.

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 105, p. 80 - 105

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