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346136

Sigma-Aldrich

Diethyl ether

≥99.0%, anhydrous, ACS reagent, contains BHT as inhibitor

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Synonym(s):
Et2O, Ethoxyethane, Ether, Ethyl ether
Linear Formula:
(CH3CH2)2O
CAS Number:
Molecular Weight:
74.12
Beilstein:
1696894
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.07

grade

ACS reagent
anhydrous

Quality Level

vapor density

2.6 (vs air)

vapor pressure

28.66 psi ( 55 °C)
8.56 psi ( 20 °C)

Assay

≥99.0%

form

liquid

autoignition temp.

320 °F

contains

BHT as inhibitor

expl. lim.

36.5 %

impurities

Alcohol ( as CH3CH2OH ), passes test
≤0.0002 meq/g Titr. acid
≤0.001% Carbonyl ( as HCHO )
≤0.03% water
≤1 ppm Peroxide ( as H2O2)

evapn. residue

≤0.001%

color

APHA: ≤10

refractive index

n20/D 1.3530 (lit.)

bp

34.6 °C (lit.)

mp

−116 °C (lit.)

density

0.706 g/mL at 25 °C (lit.)

SMILES string

CCOCC

InChI

1S/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3

InChI key

RTZKZFJDLAIYFH-UHFFFAOYSA-N

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General description

Diethyl ether is a versatile organic solvent used in the fields of diesel engines, agriculture, food, chemical, biological, pharmaceutical, and medical industries.

Application

Diethyl ether can be used as a solvent in the:
  • Ring-opening polymerization of ε-caprolactone to synthesize polycaprolactone.
  • Rh-catalyzed C-H allylation of amides with allyl halides to synthesize allylated amides.
  • Photochemical α-bromination of aromatic and aliphatic carbonyl compounds with N-bromosuccinimide to synthesize α-brominated ketones.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 1 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

WGK

WGK 1

Flash Point(F)

-40.0 °F

Flash Point(C)

-40 °C

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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Nema Hafezi et al.
Journal of the American Chemical Society, 134(30), 12861-12868 (2012-07-13)
A dynamic covalent library of interconverting imine constituents, dissolved in an acetonitrile/water mixture, undergoes constitutional reorganization upon phase separation induced by a physical stimulus (heat) or a chemical effector (inorganic salt, carbohydrate, organic solvent). The process has been made reversible
Alessandra Forni et al.
Journal of molecular graphics & modelling, 38, 31-39 (2012-10-23)
The solvent effect on the I⋯O halogen bonding in complexes of iodobenzene derivatives with formaldehyde has been investigated by systematically varying the substituents on the iodobenzene ring. Calculations have been performed at MP2 and DFT levels of theory, using the
Tatsuya Yoshino et al.
Organic letters, 14(16), 4290-4292 (2012-08-09)
A highly efficient total synthesis of the 11-membered cyclic aspercyclides A (1) and B (2) has been achieved by chemo- and regioselective intramolecular oxidative C-O bond formation from differently substituted diphenols.
Ether-directed ortho-C-H olefination with a palladium(II)/monoprotected amino acid catalyst.
Gang Li et al.
Angewandte Chemie (International ed. in English), 52(4), 1245-1247 (2012-12-15)
Julia J Griese et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(43), 17189-17194 (2013-10-09)
Although metallocofactors are ubiquitous in enzyme catalysis, how metal binding specificity arises remains poorly understood, especially in the case of metals with similar primary ligand preferences such as manganese and iron. The biochemical selection of manganese over iron presents a

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