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Sigma-Aldrich

Diisopropyl ether

contains either BHT or hydroquinone as stabilizer, ACS reagent, ≥99.0%

Synonym(s):

Isopropyl ether

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About This Item

Linear Formula:
(CH3)2CHOCH(CH3)2
CAS Number:
108-20-3
Molecular Weight:
102.17
Beilstein:
1731256
EC Number:
203-560-6
MDL number:
MFCD00008880
UNSPSC Code:
12191502
PubChem Substance ID:
329755910
NACRES:
NA.07

grade

ACS reagent

Quality Level

200

vapor density

3.5 (vs air)

vapor pressure

120 mmHg ( 20 °C)

Assay

≥99.0%

form

liquid

autoignition temp.

827 °F

contains

either BHT or hydroquinone as stabilizer

expl. lim.

1-21 %, 100 °F

impurities

≤0.0007 meq/g Titr. acid
≤0.05% Peroxide (as C6H14O2)

evapn. residue

≤0.01%

color

APHA: ≤25

refractive index

n20/D 1.367 (lit.)

bp

68-69 °C (lit.)

mp

−85 °C (lit.)

density

0.725 g/mL at 25 °C (lit.)

SMILES string

CC(C)OC(C)C

InChI

1S/C6H14O/c1-5(2)7-6(3)4/h5-6H,1-4H3

InChI key

ZAFNJMIOTHYJRJ-UHFFFAOYSA-N

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General description

Diisopropyl ether (DIPE) is branched ether. It is a peroxide forming solvent. This process is catalyzed by heat, light and oxygen. For such solvents small amount of stabilizers like BHT (butylated hydroxytoluene) or hydroquinone is added which removes the free radicals that form peroxides. DIPE has been proposed as a potential alternative oxygenated fuel additive. Several methods have been proposed for its synthesis using acetone as starting material. The molecular structure and conformation has been studied using gas-phase electron diffusion. Its potential carcinogenicity has been studied in Sprague-Dawley rats.

Application

Diisopropyl ether may be used as a solvent in the following processes:
  • Resolution of secondary alcohols.
  • Enantioselective acylation of 1-phenethylamine.
  • Synthesis of aliphatic and aromatic cyanohydrins.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H336

Hazard Classifications

Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH019,EUH066

WGK

WGK 1

Flash Point(F)

-20.2 °F - closed cup

Flash Point(C)

-29 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cross-linked enzyme aggregates (CLEAs): stable and recyclable biocatalysts.
Sheldon RA.
Biochemical Society Transactions, 35(6) (2007)
Molecular structure and conformation of diisopropyl ether: a gas electron diffraction investigation.
Takeuchi H, et al.
The Journal of Physical Chemistry, 91(5), 1015-1019 (1987)
The influence of reaction conditions on the photooxidation of diisopropyl ether.
Collins EM, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 176(1), 86-97 (2005)
Diisopropyl ether one-step generation from acetone-rich feedstocks.
Taylor RJ, et al.
Catalysis Letters, 68(1-2), 1-5 (2000)
Diisopropyl ether syntheses from crude acetone.
Knifton JF and D PSE.
Catalysis Letters, 57(4), 193-197 (1999)
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