T76201

Sigma-Aldrich

Trimethylene oxide

97%

Synonym(s):
Oxacyclobutane, 1,3-Propylene oxide, Oxetane, 1,3-Epoxypropane, Cyclooxabutane
Empirical Formula (Hill Notation):
C3H6O
CAS Number:
Molecular Weight:
58.08
Beilstein/REAXYS Number:
102382
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Packaging

5, 10 g in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1993BF 3 / PGII

WGK Germany

WGK 1

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

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)
Photocatalytic Synthesis of Oxetane Derivatives by Selective C-H Activation.
Ravelli D, et al.
Advanced Synthesis & Catalysis, 356(13), 2781-2786 (2014)
Radical ?-C? H Hydroxyalkylation of Ethers and Acetal.
Yoshimitsu T, et al.
The Journal of Organic Chemistry, 70(6), 2342-2345 (2005)
Radical addition of ethers to alkenes under dioxygen catalyzed by N-hydroxyphthalimide (NHPI)/Co(OAc)2.
Hirano K, et al.
Tetrahedron Letters, 43(20), 3617-3620 (2002)
Cross-linked poly (oxetane) matrix for polymer electrolyte containing lithium ions.
Tsutsumi H, et al.
Solid State Ionics, 262, 761-764 (2014)

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