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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)
Pricing and availability is not currently available.

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.[1]
It may be used as a solvent to synthesize:
  • (Chloromethyl)dimethylphenylsilane from chloro(chloromethyl)dimethylsilane via zinc-catalyzed substitution reaction with phenylmagnesium bromide.[2]
  • N-(2,2,2-trifluoro-1-hydroxyethyl)-acetamide from 2,2,2-trifluoro-1-methoxyethanol and acetamide.[3]

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.

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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
SHBS1217
SHBR4317
SHBR9410
SHBR7674
SHBR5113

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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)
Synthesis of tetraorganosilanes: (chloromethyl)dimethylphenylsilane
Murakami K, et al.
Organic Syntheses, 87, 178-178 (2010)
Ignasi Casanellas et al.
Biomimetics (Basel, Switzerland), 4(2) (2019-06-28)
Extracellular matrix remodeling plays a pivotal role during mesenchyme patterning into different lineages. Tension exerted from cell membrane receptors bound to extracellular matrix ligands is transmitted by the cytoskeleton to the cell nucleus inducing gene expression. Here, we used dendrimer-based
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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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. We have a bottle of this bought a few years ago but never opened - the seal is unbroken. What would you consider to be the shelf life for this product and would it start from the date of opening or from the original date of receipt?

    1 answer

    1. This product does not contain an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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