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Merck

296309

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
UNSPSC Code:
12352005
NACRES:
NA.21
PubChem Substance ID:
57648388
EC Number:
204-661-8
Beilstein/REAXYS Number:
102551
MDL number:
MFCD00006571
Assay:
99.8%
Grade:
anhydrous
Bp:
100-102 °C (lit.)
Vapor pressure:
27 mmHg ( 20 °C), 40 mmHg ( 25 °C)

Key Documents

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InChI key

RYHBNJHYFVUHQT-UHFFFAOYSA-N

InChI

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

SMILES string

C1COCCO1

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

≤0.005%

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.)

Quality Level

200

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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.

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH019,EUH066

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

51.8 °F - closed cup

flash_point_c

11 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water soluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

296309-2ML-KC: + 296309-BULK: + 296309-20L: + 296309-100ML:4548173131566 + 296309-12X100ML:4548173131573 + 296309-200L:4548173131603 + 296309-2ML: + 296309-10X2ML-KC: + 296309-2L:4548173131610 + 296309-250ML: + 296309-VAR: + 296309-4X2L:4548173254050 + 296309-1L:4548173131597 + 296309-6X1L:4548173131627 + 296309-8L: + 296309-200L-KL: + 296309-6L: + 296309-18L:4548173131580

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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.

スケールアップガイド：Buchwald-Hartwigアミノ化

このキットの触媒前駆体は安定ですが、活性化されると空気に対して不安定になります。シュレンクテクニックはスケールアップの役に立ちます。

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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