296309

Sigma-Aldrich

1,4-Dioxane

anhydrous, 99.8%

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

Quality Level

grade

anhydrous

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

<0.0003%

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.

Packaging

18, 200 L in Pure-Pac™ 1
100, 12×100 mL in Sure/Seal™
1, 6×1, 2 L in Sure/Seal™

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

Target Organs

Respiratory system

Supp Hazards

EUH019 - EUH066

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN1165 - class 3 - PG 2 - Dioxane

WGK Germany

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Certificate of Analysis

Certificate of Origin

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)...
A xanthate-transfer approach to ?-trifluoromethylamines
Gagosz F and Zard FS
Organic Syntheses, 84, 32-32 (2007)
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...
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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