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Sigma-Aldrich

3-Methyl-3-oxetanemethanol

98%

Synonym(s):

3-Hydroxymethyl-3-methyl-oxetane

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About This Item

Empirical Formula (Hill Notation):
C5H10O2
CAS Number:
3143-02-0
Molecular Weight:
102.13
Beilstein:
102773
MDL number:
MFCD00010273
UNSPSC Code:
12352100
PubChem Substance ID:
24856780
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.446 (lit.)

bp

80 °C/40 mmHg (lit.)

density

1.024 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(CO)COC1

InChI

1S/C5H10O2/c1-5(2-6)3-7-4-5/h6H,2-4H2,1H3

InChI key

NLQMSBJFLQPLIJ-UHFFFAOYSA-N

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Application

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
  • δ-lactams

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

206.6 °F - closed cup

Flash Point(C)

97 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of a Star-Shaped Copolymer with a Hyperbranched Poly (3-methyl-3-oxetanemethanol) Core and Tetrahydrofuran Arms by One-Pot Copolymerization.
Hou J and Yan D.
Macromolecular Rapid Communications, 23(8), 456-459 (2002)
Functional poly (e-caprolactone) s via copolymerization of e-caprolactone and pyridyl disulfide-containing cyclic carbonate: controlled synthesis and facile access to reduction-sensitive biodegradable graft copolymer micelles.
Chen W, et al.
Macromolecules, 46(3), 699-707 (2013)
Bhooma Raghavan et al.
The Journal of organic chemistry, 71(5), 2151-2154 (2006-02-25)
A concise, stereoselective synthesis of alpha-substituted gamma-lactams is reported. gamma-Lactam scaffolds 2 and 3, possessing an Evans' chiral auxiliary and two types of N substituents, were successfully alkylated with different electrophiles to give alpha-substituted gamma-lactams with reasonable diastereoselectivities. The use

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