Di-tert-butyl ether

• CAS: 6163-66-2
• Catalog Number: ACM6163662
• Category: Main Products
• Molecular Weight: 130.23
• Molecular Formula: C8H18O
• Synonyms: 2-(tert-butoxy)-2-methylpropane
• Appearance: Colourless Oil

Case Study

UV absorption spectra and kinetic studies of di-tert-butyl ether

Nielsen, Ole J., et al. Chemical Physics Letters 238.4-6 (1995): 359-364.

Alcohols and ethers are used or proposed for use as automotive fuels or fuel additives. The use and possible emissions of these compounds have led to an increasing interest in the kinetic and mechanistic data of their atmospheric degradation. One of these compounds could be di-tert-butyl ether (DTBE). Atmospheric oxidation of DTBE would be by reaction with OH radicals. DTBE can also be used as a widely used additive methyl tert-butyl ether. Alkyl (CH3)3COC(CH3)2CH2 and alkyl peroxy (CH3)3COC(CH3)2CH202 radicals from di-tert-butyl ether (DTBE) were studied under gas phase conditions at 296 K. Spectra and kinetics were measured using the pulsed radiolysis UV absorption technique. The absorption cross sections were quantified in the wavelength range of 220-330 nm.
(CH3)3COC(CH3)3CH2 and (CHa)3COC(CH3)2-, CH2O2 free radicals were generated by irradiating SF6/DTBE and SF6/DTBE/O2 gas mixtures in a one liter stainless steel reaction cell with 30 ns pulses of 2 MeV electrons from a field emission accelerator. A steel attenuator was used to vary the irradiation dose. SF6 was always in large excess for the generation of fluorine atoms. After the transient absorption, the output of a pulsed 150 W Xe arc lamp was passed several times through the reaction cell using internal optics. Path lengths of 40 and 80 cm were used. The UV absorption spectra were determined by observing the short (2-10 1xs) transient UV absorption maxima after radiolysis of the two different mixtures. The generated free radicals decay by

Atmospheric Chemistry of Di-tert-Butyl Ether

Langer, Sarka, et al. International journal of chemical kinetics 28.4 (1996): 299-306.

Rate constants for the gas phase reactions of di-tert-butyl ether (DTBE) with chlorine atoms, hydroxyl radicals, and nitrate radicals have been determined in relative rate experiments using FTIR spectroscopy. Information on the atmospheric chemistry of DTBE is provided that can be used to infer the atmospheric chemistry of commercially important ethers such as MTBE and ETBE. The reactivity of DME, MTBE. and DTBE toward C1 atoms and OH radicals is consistent with the assumption that the reactivity of the alkyl groups in the ethers is independent and additive. In contrast, there is no clear trend in the reactivity of NO3 radicals to these ethers. Using the data and assuming reactivity, product studies indicate that the OH radical attacks the -0CH3 group in MTBE at least 54% of the time. Since the aliphatic groups on either side of the oxygen-ether bond are independent and additive, only 38% of the OH attacks are predicted to occur on the -0CH3 group. The discrepancy between the prediction and experimental measurements indicates aliphatic reactivity.
Determine the rate constants for the reaction of DTBE with C1, OH, and NO3 in a relative rate experiment using ethylene as a reference compound. The free radical reacts with DTBE with a rate constant k. and a reference organic compound, ethylene, with a known rate constant ethylene. Assume that DTBE and ethylene are lost only through reactions 1 and 9 and that DTBE and ethylene are not reformed in any of the processes. In this case, only DTBE is present. Cl2 or CH3ONO, is present in the reactor as a source of free radicals. Small amounts of NO are present in the Cl experiment to rapidly convert alkyl peroxyl radicals to alkoxyl radicals. Products are identified and quantified by fitting reference spectra of pure compounds to the observed product spectra using a spectral subtraction routine. Calibration spectra for tert-butyl acetate, formaldehyde. Methyl nitrite and methyl nitrate are obtained from a reference library.

Ternary solubility measurements of di-tert-butyl ether in supercritical carbon dioxide

Paniri, Gholamhossein, Hassan S. Ghaziaskar, and Marzieh Rezayat. The Journal of Supercritical Fluids 55.1 (2010): 43-48.

The ternary solubility of mono-tert-butyl ether and di-tert-butyl ether of glycerol (MTBG and DTBG, respectively) in supercritical carbon dioxide was measured using a continuous flow apparatus at temperatures of 313.15, 333.15, and 348.15 K; pressure range 80-200 bar; laboratory average temperature 300.15 K, pressure 0.89 bar, and expansion gas flow rate 180 ± 10 mL min. At constant temperatures of 333.15 and 348.15 K, the ternary solubility of the ethers increases with increasing pressure until a crossover point (i.e., 152 bar for MTBG and 170 bar for DTBG). MTBG exhibits a higher solubility in scCO than DTBG. The experimental data on the ternary solubility of MTBG and DTBG are correlated using the Bartle equation.
The ternary solubility levels were measured at various flow rates from 180 to 500 ± 10 mL min and different static times from 5 to 25 min at 313.15 K and 110 bar. The constant solubility of mono-tert-butyl ether and di-tert-butyl ether (i.e., 3.67 ± 0.27 and 1.53 ± 0.08) was interpreted as reaching saturation and equilibrium conditions. Therefore, all experiments were kept at a flow rate as low as 180 ± 10 mL min and a static time of 5 min.

Molecular spectroscopic study of di-tert-butyl ether of glycerol

Jamróz, Małgorzata E., et al. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 67.3-4 (2007): 980-988.

MS, NMR, IR and Raman molecular spectroscopic techniques were applied to characterize di-tert-butyl ethers of glycerol. These ethers are the main products of glycerol etherification reactions and are excellent oxygen additives for diesel fuel. Computational DFT/B3LYP/6-31G studies were performed to support and rationalize vibrational spectroscopic analysis and isomer ratios.
Hundreds of conformers were found at the AM1 level and the most stable conformers of mono-tert-butyl ether, di-tert-butyl ether and tri-tert-butyl ether of glycerol were recalculated at the DFT level. IR and Raman spectra were analyzed at the DFT level and then analyzed according to potential energy distribution analysis using the VEDA 4 program. All harmonic frequencies of the calculated compounds are positive, so the compared energies correspond to the minimum on the PES. The B3LYP/631G harmonic frequencies are scaled by a straight line: ν = 0.93ν + 47, calculated using the SPESCA program.

Custom Q&A

What is the molecular formula of di-tert-butyl ether?

The molecular formula of di-tert-butyl ether is C8H18O.

What are the synonyms for di-tert-butyl ether?

The synonyms for di-tert-butyl ether are tert-Butyl ether and t-butyl ether.

What is the molecular weight of di-tert-butyl ether?

The molecular weight of di-tert-butyl ether is 130.23 g/mol.

What is the IUPAC name of di-tert-butyl ether?

The IUPAC name of di-tert-butyl ether is 2-methyl-2-[(2-methylpropan-2-yl)oxy]propane.

What is the InChI of di-tert-butyl ether?

The InChI of di-tert-butyl ether is InChI=1S/C8H18O/c1-7(2,3)9-8(4,5)6/h1-6H3.

What is the InChIKey of di-tert-butyl ether?

The InChIKey of di-tert-butyl ether is AQEFLFZSWDEAIP-UHFFFAOYSA-N.

What is the canonical SMILES of di-tert-butyl ether?

The canonical SMILES of di-tert-butyl ether is CC(C)(C)OC(C)(C)C.

What is the CAS number of di-tert-butyl ether?

The CAS number of di-tert-butyl ether is 6163-66-2.

What is the EC number of di-tert-butyl ether?

The EC number of di-tert-butyl ether is 672-143-2.

Is di-tert-butyl ether a canonicalized compound?

Yes, di-tert-butyl ether is a canonicalized compound.