398276

Diisopropyl ether

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

• Synonym(s): Isopropyl ether
• 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
• Assay: ≥99.0%
• bp: 68-69 °C (lit.)
• vapor pressure: 120 mmHg ( 20 °C)

Properties

• 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

Description

General description

Diisopropyl ether (DIPE) is branched ether.[1] 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.[1][2] Several methods have been proposed for its synthesis using acetone as starting material.[2][3] The molecular structure and conformation has been studied using gas-phase electron diffusion.[4] Its potential carcinogenicity has been studied in Sprague-Dawley rats.[5]

Application

Diisopropyl ether may be used as a solvent in the following processes:

• Resolution of secondary alcohols.[6]
• Enantioselective acylation of 1-phenethylamine.[7]
• Synthesis of aliphatic and aromatic cyanohydrins.[8]

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H336
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 2 - STOT SE 3
• Target Organs: Central nervous system
• Supplementary Hazards: EUH019,EUH066
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): -20.2 °F - closed cup
• Flash Point(C): -29 °C - closed cup