1,3,5-Trioxane

Other Names:

Metaformaldehyde

Trioxymethylene

General Information:

Structure:

CAS Number: 110-88-3

Molecular Weight: 90.08 g/mol

Appearance: White solid

Melting Point: 62 C

Boiling Point: 115 C

1,3,5-trioxane is a stable, solid, easy to handle source of anhydrous formaldehyde. Under acidic conditions 1,3,5-trioxane decomposes to form three molecules of formaldehyde.

Common Uses:

Reagent for Pictet-Spengler reactions

Procedure excerpt:

. . . A mixture of the SM (2.0 g, 5.3 mmol) and 1,3,5-trioxane (2.38 g, 26.4 mmol) in CHCl3 (20 mL) was treated with TFA (10 mL), and the reaction was heated at 50 C for . . .

[full procedure]

References:

1) Patent Reference: WO2014177977, page 64, (6.0 MB)

2) Wikipedia: 1,3,5-Trioxane (link)

3) www.sigmaaldrich.com: 1,3,5-Trioxane (link)