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T76201

Sigma-Aldrich

Trimethylene oxide

97%

Synonym(s):

1,3-Epoxypropane, 1,3-Propylene oxide, Cyclooxabutane, Oxacyclobutane, Oxetane

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About This Item

Empirical Formula (Hill Notation):
C3H6O
CAS Number:
503-30-0
Molecular Weight:
58.08
Beilstein:
102382
EC Number:
207-964-3
MDL number:
MFCD00005167
UNSPSC Code:
12352100
PubChem Substance ID:
24900463
NACRES:
NA.22

vapor pressure

5.09 psi ( 20 °C)

Assay

97%

refractive index

n20/D 1.388-1.396
n20/D 1.392 (lit.)

bp

50 °C (lit.)

density

0.893 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1COC1

InChI

1S/C3H6O/c1-2-4-3-1/h1-3H2

InChI key

AHHWIHXENZJRFG-UHFFFAOYSA-N

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Application

  • Trimethylene oxide is a strained cyclic ether which can be used to replace carbonyl / gem-dimethyl groups during molecular modelling of bioactive molecules.
  • It can be incorporated in various bioactive molecule and drug substances for its improved physicochemical properties, via novel C-H activation methods.
  • Trimethylene oxide can also be used in the synthesis of poly(trimethylene oxide) and related polymer electrolytes.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °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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Role of polar side chains in Li+ coordination and transport properties of polyoxetane-based polymer electrolytes.
Sai R, et al.
Physical Chemistry Chemical Physics, 19(7), 5185-5194 (2017)
Luciana Capece et al.
The journal of physical chemistry. B, 116(4), 1401-1413 (2011-12-27)
Indoleamine 2,3-dioxygenase (IDO) and tryptophan dioxygenase (TDO) are two heme proteins that catalyze the oxidation reaction of tryptophan (Trp) to N-formylkynurenine (NFK). Human IDO (hIDO) has recently been recognized as a potent anticancer drug target, a fact that triggered intense
Donato Ivan Coppi et al.
Chemical communications (Cambridge, England), 47(35), 9918-9920 (2011-08-05)
A valuable and direct method to access 2-substituted-2-phenyloxetanes by electrophilic quenching of the corresponding 2-lithiated derivative has, for the first time, been described. 2-Lithiated-2-phenyloxetane was found to be configurationally unstable. Evidence is presented to show that electron-transfer processes are also
Rimma G Savchenko et al.
Steroids, 77(14), 1523-1529 (2012-09-18)
Catalytic hydrogenation is extensively used in steroid chemistry. The interest in transformations to the steroid skeleton of ecdysteroids has been increasing in the past years. Essential interest in the chemistry of ecdysteroids is caused by the selective reduction of Δ7
Oxetanes: recent advances in synthesis, reactivity, and medicinal chemistry.
Bull JA, et al.
Chemical Reviews, 116(19), 12150-12233 (2016)
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