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1,4-Dioxan-2-one
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Name

1,4-Dioxan-2-one

 EINECS 608-477-2
CAS No. 3041-16-5 Density 1.2 g/cm3
PSA 35.53000 LogP -0.44020
Solubility N/A Melting Point 28°C(lit.)
Formula C4H6O3 Boiling Point 222.9 °C at 760 mmHg
Molecular Weight 102.09 Flash Point 85.5 °C
Transport Information N/A Appearance Colorless transparent liquid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 3041-16-5 (1,4-Dioxan-2-one) Hazard Symbols N/A
Synonyms

Aceticacid, (2-hydroxyethoxy)-, d-lactone (6CI,7CI);p-Dioxan-2-one (8CI);2-Oxo-1,4-dioxane;2-p-Dioxanone;Dioxanone;NSC 60534;p-Dioxanone;

Article Data 39

1,4-Dioxan-2-one Synthetic route

111-46-6

diethylene glycol

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In acetonitrile Inert atmosphere;100%
In water at 180℃; under 3750.38 Torr; for 4h; Catalytic behavior;100%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 22℃; for 2h; Reagent/catalyst;98%
111-46-6

diethylene glycol

A

22347-47-3

1,4-dioxane-2-ol

B

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; nitromethane; oxygen; 1,10-ethyleneisoalloxazinium chloride at 40℃; for 24h;A 6 %Spectr.
B 90%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 22℃; for 2h; Reagent/catalyst;A 38%
B 87%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 22℃; for 2h; Reagent/catalyst;A 45%
B 45%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 22℃; for 12h; Temperature; Reagent/catalyst;A 44%
B 34%
With 0.5C32H30N4O4Pd2(4+)*2CF3O3S(1-); oxygen In acetonitrile at 60℃; under 760.051 Torr; for 26h; Reagent/catalyst; Temperature;
16024-56-9

2-(2-methoxyethoxy)acetic acid

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With hydrogen bromide In water at 0℃; pH=3; Reflux;60%
With hydrogen bromide at 150℃;
123-91-1

1,4-dioxane

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With chromium(VI) oxide; Salpetersaeuretrimethylsilylester In acetonitrile for 24h; Ambient temperature;52%
With TS-1 (titanium silicate); dihydrogen peroxide5%
With hydrogenchloride; sodium hypochlorite
56127-61-8

2-acetoxy-3-chloro-[1,4]dioxane

A

3041-16-5

p-dioxanone

B

75-36-5

acetyl chloride

Conditions
ConditionsYield
at 190℃;
95-59-0, 3883-42-9, 3883-43-0

trans-2,3-dichloro-1,4-dioxane

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With formic acid at 200℃;
14869-41-1

(2-chloroethoxy)-acetic acid

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With sodium hydroxide unter vermindertem Druck;

C11H11N2O4

A

50-00-0

formaldehyd

B

628-35-3

ethylene glycol monoformate

C

629-15-2

ethylene glycol diformate

D

31125-07-2

4-cyanonitrosobenzene

E

22347-47-3

1,4-dioxane-2-ol

F

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With dinitrogen monoxide In water Mechanism; Product distribution; Rate constant; Ambient temperature; Irradiation; other ethers;
...Expand
111-46-6

diethylene glycol

A

497-26-7

2-methyl-1,3-dioxolane

B

123-91-1

1,4-dioxane

C

543-75-9

1,4-dioxene

D

3041-16-5

p-dioxanone

Conditions
ConditionsYield
With zeolite NaY; copper at 280℃; further catalysts and conditions; Yield given;
With zeolite NaY; copper at 280℃; Product distribution; effect of support on selectivity of dioxene formation; further catalysts and conditions;
<β-oxy-ethoxy>-acetic acid

<β-oxy-ethoxy>-acetic acid

3041-16-5

p-dioxanone

Conditions
ConditionsYield
Bei der Destillation;

1,4-Dioxan-2-one Specification

The p-Dioxan-2-one, with the CAS registry number 3041-16-5, is also known as Acetic acid, (2-hydroxyethoxy)-, gamma-lactone (6CI,7CI). This chemical's molecular formula is C4H6O3 and molecular weight is 102.08864. Its IUPAC name is called 1,4-dioxan-2-one.

Physical properties of p-Dioxan-2-one: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 3.628; (4)ACD/KOC (pH 7.4): 3.628; (5)#H bond acceptors: 3; (6)Index of Refraction: 1.426; (7)Molar Refractivity: 21.788 cm3; (8)Molar Volume: 85.039 cm3; (9)Surface Tension: 34.701 dyne/cm; (10)Density: 1.201 g/cm3; (11)Flash Point: 85.464 °C; (12)Enthalpy of Vaporization: 45.937 kJ/mol; (13)Boiling Point: 222.895 °C at 760 mmHg; (14)Vapour Pressure: 0.099 mmHg at 25°C.

Preparation of p-Dioxan-2-one: this chemical can be prepared by [1,4]dioxane. This reaction will need reagents NaOCl and aq. HCl.

p-Dioxan-2-one can be prepared by [1,4]dioxane

Uses of p-Dioxan-2-one: it can be used to produce 2-(2-hydroxy-ethoxy)-N-[3-(3-piperidin-1-ylmethyl-phenoxy)-propyl]-acetamide. The yield is about 84%.

 

p-Dioxan-2-one can be used to produce 2-(2-hydroxy-ethoxy)-N-[3-(3-piperidin-1-ylmethyl-phenoxy)-propyl]-acetamide

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1COC(=O)CO1
(2)InChI: InChI=1S/C4H6O3/c5-4-3-6-1-2-7-4/h1-3H2
(3)InChIKey: VPVXHAANQNHFSF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 213, 1954.
rat LD50 intraperitoneal 790mg/kg (790mg/kg)   Cancer Research. Vol. 38, Pg. 1621, 1978.

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