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Key Documents

33147

Sigma-Aldrich

1,4-Dioxane

puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.5% (GC)

Synonym(s):

Diethylene oxide, Dioxane

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About This Item

Empirical Formula (Hill Notation):
C4H8O2
CAS Number:
Molecular Weight:
88.11
Beilstein:
102551
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

Agency

USP/NF
reag. ISO
reag. Ph. Eur.

vapor density

3 (vs air)

vapor pressure

27 mmHg ( 20 °C)
40 mmHg ( 25 °C)

Assay

≥99.5% (GC)

form

liquid

autoignition temp.

356 °F

contains

~25 mg/L 2,6-di-tert.-butyl-4-methylphenol as stabilizer

expl. lim.

22 %

impurities

≤0.001% free acid (as CH3COOH)
≤0.001% non-volatile matter
≤0.005% acetaldehyde
≤0.005% peroxides (as H2O2)
≤0.01% carbonyl compounds (as HCHO)
≤0.05% water (Karl Fischer)

refractive index

n20/D 1.4210-1.4240
n20/D 1.422 (lit.)

pH

6.0-8 (20 °C, 500 g/L)

bp

100-102 °C (lit.)

mp

10-12 °C (lit.)

transition temp

solidification point ≤11 °C

density

1.034 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
B: ≤0.02 mg/kg
Ba: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sn: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

C1COCCO1

InChI

1S/C4H8O2/c1-2-6-4-3-5-1/h1-4H2

InChI key

RYHBNJHYFVUHQT-UHFFFAOYSA-N

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General description

1,4-Dioxane is widely used as a solvent for various organic compounds in industry. It is a non-biodegradable contaminant found in industrial effluents. Oxidative degradation of 1,4-dioxane by using oxygen and ozone has been useful in converting it into biodegradable products, which can be easily removed by conventional methods.

Application

1,4-Dioxane has been employed as a solvent in the synthesis of N-(4-(prop-2-ynyloxy)phenyl)acetamide and 3-(4-(prop-2-ynyloxy)phenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine.

Other Notes

The article number 33147-6X1L will be discontinued. Please order the single bottle 33147-1L which is physically identical with the same exact specifications.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup


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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Oxidation and biodegradability enhancement of 1,4-dioxane using hydrogen peroxide and ozone.
C D Adams et al.
Environmental science & technology, 28(11), 1812-1818 (1994-10-01)
Self-curable benzoxazine functional polybutadienes synthesized by click chemistry.
Kukut M, et al.
Designed Monomers and Polymers, 12(2), 167-176 (2009)
Christof Aellig et al.
ChemSusChem, 5(9), 1737-1742 (2012-07-05)
The dehydration of D-fructose to 5-hydroxymethylfurfural was studied under single-phase conditions in the low boiling solvent 1,4-dioxane at moderate temperatures in the presence of the solid acid-catalyst Amberlyst-15. The reaction was first examined and optimized under batch conditions, where it
Alkene trifluoromethylation coupled with C-C bond formation: construction of trifluoromethylated carbocycles and heterocycles.
Hiromichi Egami et al.
Angewandte Chemie (International ed. in English), 52(14), 4000-4003 (2013-02-27)
Xiaohua Liu et al.
Biomaterials, 31(2), 259-269 (2009-09-29)
It remains a challenge to synthesize functional materials that can develop advanced scaffolding architectures for tissue engineering. In this study, a series of biodegradable amphiphilic poly(hydroxyalkyl (meth)acrylate)-graft-poly(l-lactic acid) (PHAA-g-PLLA) copolymers have been synthesized and fabricated into nano-fibrous scaffolds. These copolymers

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