Substance
ID:723098
Names and Identifiers
IUPAC name
(3-methyloxetan-3-yl)methanol
IUPAC Traditional name
(3-methyloxetan-3-yl)methanol
Synonyms
3-Methyl-3-oxetanemethanol3-甲基-3-氧杂环丁烷甲醇3-Hydroxymethyl-3-methyloxetane
Registration numbers
CAS Number
Beilstein Number
MDL Number
EC Number
Properties
Safety Information
TSCA Listed
否
Physical Property
Boiling Point
79-80°C/40mm
Flash Point
98°C(208°F)
Density
1.024
Refractive Index
1.4460
Product Information
Purity
97%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• 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):
• Reacts with nucleophiles to give 2-substituted 2-methyl-1,3-propanediols; e.g. dialkylamines, on heating under pressure at 180o, 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).