57859-50-4

Basic information

• Product Name: 1,3-Propanediol, 2-methylene-, monoacetate
• Synonyms: 2-methylenepropane-1,3-diol acetate;1,3-Propanediol,2-methylene-,monoacetate;2-acetoxymethylprop-2-ene-1-ol
• CAS NO: 57859-50-4
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Mol File: 57859-50-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-Propanediol, 2-methylene-, monoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanediol, 2-methylene-, monoacetate(57859-50-4)
• EPA Substance Registry System: 1,3-Propanediol, 2-methylene-, monoacetate(57859-50-4)

Safety Data

• Hazardous Substances Data: 57859-50-4(Hazardous Substances Data)

Upstream product

• 127-09-3 sodium acetate 
• 548482-49-1 5-methylene-1,3,2-dioxathiane 2-oxide 

Downstream Products

• 2163-42-0 2-methyl-1.3-propanediol 
• 39185-03-0 1,3-dibenzoyl-(2-methylidene)-1,3-propanediol 

Relevant articles and documents

Easy access to derivatives of 2-(hydroxymethyl)propane-1,2,3-triol (isoerythritol) with up to four separately addressable functionalities

5-Methylene-2-oxo[1,3,2]dioxathiane (2) was obtained in 91% yield from 2-methylenepropane-1,3-diol (1) and thionyl chloride. The cyclic sulfite 2 reacts with a variety of nucleophiles to give formally monosubstituted products 3 of the diol 1 in 62-77% yield. Oxidation of 2 with RuCl3/NaIO4 yields the diprotected tetraol 5-(hydroxymethyl)-2,2-dioxo[1,3,2]-dioxathian-5-ol (7) in 86% yield, which can be used to easily access tetrafunctional derivatives of 2-(hydroxymethyl)propane-1,2,3-triol (isoerythritol); for example, acetylation with acetic anhydride furnishes in 96% yield the primary acetate 11, which reacts with potassium cyanide and sodium azide to give the 2-cyano- and 2-(azidomethyl)propane-1,2,3-triol monoacetates 12a,b (78 and 82% yield, respectively). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.