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296309

Sigma-Aldrich

1,4-Dioxane

anhydrous, 99.8%, contains <=25 ppm BHT as stabilizer

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Synonym(s):
Diethylene oxide, Dioxane
Empirical Formula (Hill Notation):
C4H8O2
CAS Number:
Molecular Weight:
88.11
Beilstein:
102551
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

vapor density

3 (vs air)

vapor pressure

27 mmHg ( 20 °C)
40 mmHg ( 25 °C)

Assay

99.8%

form

liquid

autoignition temp.

356 °F

expl. lim.

22 %

impurities

<0.003% water
<0.005% water (100 mL pkg)

evapn. residue

≤0.005%

refractive index

n20/D 1.422 (lit.)

pH

6.0-8 (20 °C, 500 g/L)

bp

100-102 °C (lit.)

mp

10-12 °C (lit.)

density

1.034 g/mL at 25 °C (lit.)

SMILES string

C1COCCO1

InChI

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

InChI key

RYHBNJHYFVUHQT-UHFFFAOYSA-N

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Application

1,4-Dioxane may undergo nickel-catalyzed oxidative arylation with arylboronic acids to form α-arylated ethers.
It may be used as a solvent to synthesize:
  • (Chloromethyl)dimethylphenylsilane from chloro(chloromethyl)dimethylsilane via zinc-catalyzed substitution reaction with phenylmagnesium bromide.
  • N-(2,2,2-trifluoro-1-hydroxyethyl)-acetamide from 2,2,2-trifluoro-1-methoxyethanol and acetamide.

Other Notes

The article number 296309-4X2L will be discontinued. Please order the single bottle 296309-2L 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

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Sigma-Aldrich

612073

1,4-Dioxane solution

Solubility of anthracene in binary alcohol+ 1,4-dioxane solvent mixtures.
Powell JR, et al.
Journal of Chemical and Engineering Data, 40(5), 1124-1126 (1995)
Synthesis of tetraorganosilanes: (chloromethyl)dimethylphenylsilane
Murakami K, et al.
Organic Syntheses, 87, 178-178 (2010)
Tiffany N Vo et al.
Journal of biomedical materials research. Part A, 105(1), 110-117 (2016-08-26)
This study sought to characterize the composition and morphology of acellular mineralization occurring in thermally and chemically gelable hydrogels comprising copolymers of hydrophobic N-isopropylacrylamide as a function of hydrogel hydrophobicity and culture medium formulation. The deposition of calcium phosphate (CaP)
Raquel Palao-Suay et al.
Macromolecular bioscience, 16(12), 1824-1837 (2016-10-16)
Well-structured amphiphilic copolymers are necessary to obtain self-assembled nanoparticles (NPs) based on synthetic polymers. Highly homogeneous and monodispersed macromolecules obtained by controlled polymerization have successfully been used for this purpose. However, disaggregation of the organized macromolecules is desired when a
A xanthate-transfer approach to ?-trifluoromethylamines
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Articles

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

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