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3-Methyl-3-oxetanemethanol, 97%, Thermo Scientific Chemicals
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Catalog number B25111.22
also known as B25111-22
Price (USD)/ Each
239.00
-
Quantity:
100 g
Price (USD)/ Each
239.00
3-Methyl-3-oxetanemethanol, 97%, Thermo Scientific Chemicals
Catalog numberB25111.22
Price (USD)/ Each
239.00
-
Chemical Identifiers
IUPAC Name(3-methyloxetan-3-yl)methanol
Molecular FormulaC5H10O2
InChI KeyNLQMSBJFLQPLIJ-UHFFFAOYSA-N
SMILESCC1(CO)COC1
Molecular Weight (g/mol)102.13
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless
FormLiquid
Assay (GC)≥96.0%
Identification (FTIR)Conforms
Refractive Index1.4435-1.4485 @ 20?C
3-Methyl-3-oxetanemethanol has been used in the preparation of star-shaped copolymer consisting of a hyperbranched poly(3-methyl-3-oxetanemethanol) core and polytetrahydrofuran arms, pyridyl disulfide-functionalized cyclic carbonate monomer, required for the synthesis of of functional poly(ε-caprolactone) containing pendant pyridyl disulphide groups and δ-lactams. It is used to synthesize octahydroindole alkaloids and γ-butenolides.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
3-Methyl-3-oxetanemethanol has been used in the preparation of star-shaped copolymer consisting of a hyperbranched poly(3-methyl-3-oxetanemethanol) core and polytetrahydrofuran arms, pyridyl disulfide-functionalized cyclic carbonate monomer, required for the synthesis of of functional poly(ε-caprolactone) containing pendant pyridyl disulphide groups and δ-lactams. It is used to synthesize octahydroindole alkaloids and γ-butenolides.
Solubility
Soluble in chloroform, methanol.
Notes
Protect from heat. Store away from oxidizing agents. Store at 4°C.
3-Methyl-3-oxetanemethanol has been used in the preparation of star-shaped copolymer consisting of a hyperbranched poly(3-methyl-3-oxetanemethanol) core and polytetrahydrofuran arms, pyridyl disulfide-functionalized cyclic carbonate monomer, required for the synthesis of of functional poly(ε-caprolactone) containing pendant pyridyl disulphide groups and δ-lactams. It is used to synthesize octahydroindole alkaloids and γ-butenolides.
Solubility
Soluble in chloroform, methanol.
Notes
Protect from heat. Store away from oxidizing agents. Store at 4°C.
RUO – Research Use Only
General References:
- Jian Hou and Deyue Yan. Synthesis of a Star-Shaped Copolymer with a Hyperbranched Poly(3-methyl-3-oxetanemethanol) Core and Tetrahydrofuran Arms by One-Pot Copolymerization. Macromolecular Rapid Communications.2002, 23, 456-459.
- Bhooma Raghavan; Rodney L Johnson. Short stereoselective synthesis of alpha-substituted gamma-lactams. Journal of Organic Chemistry .2006, 71, (5), 2151-2154.
- Reacts with nucleophiles to give 2-substituted 2-methyl-1,3-propanediols; e.g. dialkylamines, on heating under pressure at 180°, 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):