3-Methyl-3-oxetanemethanol

• Catalog No.: B25111
• CAS Number: 3143-02-0
• M. F.: C5H10O2
• M. W.: 102.1317
• Purity: 97%

SYNONYMS

• Title: 3-甲基-3-氧杂环丁烷甲醇
• IUPAC name: (3-methyloxetan-3-yl)methanol
• IUPAC Traditional name: (3-methyloxetan-3-yl)methanol
• Synonyms: 3-Hydroxymethyl-3-methyloxetane

DATABASE IDS

• Beilstein Number: 102773
• CAS Number: 3143-02-0
• EC Number: 000-000-0
• MDL Number: MFCD00010273

PROPERTIES

• Purity: 97%
• Boiling Point: 79-80°C/40mm
• Density: 1.024
• Flash Point: 98°C(208°F)
• Refractive Index: 1.4460
• TSCA Listed: 否

REFERENCES

• Reacts with nucleophiles to give 2-substituted 2-methyl-1,3-propanediols; e.g. dialkylamines, on heating under pressure at 180^o, give 2-(N,N-dialkylaminomethyl)-2-methylpropane-1,3-diols, and aqueous hydrogen halides give the corresponding 2-halomethyl compounds: Liebigs Ann. Chem., 365 (1973).
• Valuable protecting agent for carboxylic acids, introduced by Corey. The oxetane ester, formed from the acid chloride, rearranges with BF₃ etherate to the bridged 2,6,7-trioxabicyclo[2.2.2]octane [OBO] orthoester, stable to strong bases and nucleophiles, e.g. Grignards, but readily cleaved by mild acid, followed by saponification of the ester: J. Am. Chem. Soc., 103, 4618 (1991); 106, 2735 (1984); Tetrahedron Lett., 23, 1651 (1982); 24, 5571 (1983); 27, 2199 (1986):