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277681

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

Quality Level

200

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.)

functional group

ether
hydroxyl

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

277681-10G:
277681-50G:
277681-VAR:
277681-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD2839
MKCL9872
MKCD2832
MKBZ1202V
MKBQ4791V

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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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