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Merck

296309

Sigma-Aldrich

1,4-Dioxane

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

Synonym(s):

Diethylene oxide, Dioxane

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About This Item

Empirical Formula (Hill Notation):
C4H8O2
CAS Number:
123-91-1
Molecular Weight:
88.11
Beilstein:
102551
EC Number:
204-661-8
MDL number:
MFCD00006571
UNSPSC Code:
12352005
PubChem Substance ID:
57648388
NACRES:
NA.21
Grade:
anhydrous
Assay:
99.8%
Bp:
100-102 °C (lit.)
Vapor pressure:
27 mmHg ( 20 °C)
40 mmHg ( 25 °C)

Key Documents

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grade

anhydrous

Quality Level

200

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.

Packaging

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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

H225,H319,H335,H350

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH019,EUH066

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8952
STBK8951
STBK8950
STBK8208
STBK7992

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Synthesis of tetraorganosilanes: (chloromethyl)dimethylphenylsilane
Murakami K, et al.
Organic Syntheses, 87, 178-178 (2010)
A xanthate-transfer approach to ?-trifluoromethylamines
Gagosz F and Zard FS
Organic Syntheses, 84, 32-32 (2007)
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)
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
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)
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Articles

Solvent Miscibility Table

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

용매 혼용성 표

물질이 용해되어 균일한 용액을 형성하면 서로 섞일 수 있다고 합니다. 일반적인 실험용 용매에 대한 혼용성 표를 북마크하거나 다운로드하세요.

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

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