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Merck

T76201

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900463
EC Number:
207-964-3
Beilstein/REAXYS Number:
102382
MDL number:
MFCD00005167
Assay:
97%

Key Documents

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Product Name

Trimethylene oxide, 97%

InChI

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

InChI key

AHHWIHXENZJRFG-UHFFFAOYSA-N

SMILES string

C1COC1

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

Quality Level

200

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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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0728
BCCL7231
BCCL7230
BCCK8047
BCCJ8682

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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)
Radical ?-C? H Hydroxyalkylation of Ethers and Acetal.
Yoshimitsu T, et al.
The Journal of Organic Chemistry, 70(6), 2342-2345 (2005)
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)
Chun-Bao Miao et al.
The Journal of organic chemistry, 76(23), 9809-9816 (2011-10-27)
An efficient base-controlled selective conversion of the Michael adducts of malonates with enones in the presence of iodine is reported. Highly functionalized cyclopropane, oxetane, and α-hydroxylmalonate derivatives are obtained selectively using DBU, Na(2)CO(3), and NaOAc as the base, respectively. O(2)
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