33021-02-2

Basic information

• Product Name: 1-(1,1-dimethylethoxy)-2-methylpropane
• Synonyms: 1-(1,1-dimethylethoxy)-2-methylpropane;2,2,5-Trimethyl-3-oxahexane;Isobutyl tert-butyl ether;Propane, 1-(1,1-diMethylethoxy)-2-Methyl-
• CAS NO: 33021-02-2
• Molecular Formula: C₈H₁₈O
• Molecular Weight: 130.22792
• EINECS: 251-347-1
• Mol File: 33021-02-2.mol

Chemical Properties

• Melting Point: -94°C (estimate)
• Boiling Point: 140.96°C (estimate)
• Flash Point: 13.7°C
• Appearance: /
• Density: 0.7480
• Vapor Pressure: 21.2mmHg at 25°C
• Refractive Index: 1.3941 (estimate)
• CAS DataBase Reference: 1-(1,1-dimethylethoxy)-2-methylpropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,1-dimethylethoxy)-2-methylpropane(33021-02-2)
• EPA Substance Registry System: 1-(1,1-dimethylethoxy)-2-methylpropane(33021-02-2)

Safety Data

• Hazardous Substances Data: 33021-02-2(Hazardous Substances Data)

Usage

Uses

Used in Fuel Industry:
1-(1,1-dimethylethoxy)-2-methylpropane is used as a fuel additive and oxygenate in gasoline for its high octane rating and ability to reduce engine knock, thereby improving the performance and efficiency of the fuel.
Used in Pharmaceutical Industry:
TAME is used as a solvent in the production of pharmaceuticals, facilitating the manufacturing process and potentially enhancing the efficacy of certain medications.
Used in Perfumery:
1-(1,1-dimethylethoxy)-2-methylpropane is utilized as a solvent in the creation of perfumes, aiding in the blending of various fragrance components and ensuring a consistent, long-lasting scent.
Used in Industrial Processes:
TAME serves as a versatile solvent in a range of industrial applications, including the manufacturing of chemicals, textiles, and other products, where its properties contribute to efficient and effective processes.
Given the provided materials, the uses of 1-(1,1-dimethylethoxy)-2-methylpropane (TAME) are primarily in the fuel industry, pharmaceutical industry, perfumery, and various industrial processes, leveraging its properties as a high-octane, odoriferous, and environmentally friendly solvent.

InChI:InChI=1/C8H18O/c1-7(2)6-9-8(3,4)5/h7H,6H2,1-5H3

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 115-11-7 isobutene 
• 614-45-9 tert-Butyl peroxybenzoate 
• 78-77-3 Isobutyl bromide 
• 110-05-4 di-tert-butyl peroxide 
• 67-56-1 methanol 
• 106-98-9 1-butylene 
• 590-18-1 (Z)-2-Butene 
• 624-64-6 trans-2-Butene 
• 106-97-8 n-butane 
• 75-65-0 tert-butyl alcohol 
• 3965-63-7 tert-butylperoxytrimethylsilane 
• 920-36-5 (2-methylpropyl)lithium 
• 926-62-5 isobutylmagnesium bromide 

Downstream Products

• 101100-98-5 tert.-Butyl-<α-benzoyloxy-isobutyl>-aether 
• 507-20-0 tertiary butyl chloride 
• 89124-58-3 (i-butyloxy)dichloroborane 
• 99177-32-9 i-C₄H₉OBClC₆H₅ 
• 590-86-3 isovaleraldehyde 
• 78-84-2 isobutyraldehyde 
• 75-65-0 tert-butyl alcohol 
• 78-83-1 2-methyl-propan-1-ol 
• 115-11-7 isobutene 

Relevant articles and documents

The low-temperature heat capacity and ideal gas thermodynamic properties of isobutyl tert-butyl ether

The heat capacities of isobutyl tert-butyl ether in crystalline, liquid, supercooled liquid, and glassy states were measured by vacuum adiabatic calorimetry over the temperature range from (7.68 to 353.42) K. The purity of the substance, the glass-transition temperature, the triple point and fusion temperatures, and the enthalpy and entropy of fusion were determined. Based on the experimental data, the thermodynamic functions (absolute entropy and changes of the enthalpy and Gibbs free energy) were calculated for the solid and liquid states over the temperature range studied and for the ideal gas state at T = 298.15 K. The ideal gas heat capacity and other thermodynamic functions in wide temperature range were calculated by statistical thermodynamics method using molecular parameters determined from density-functional theory. Empirical correction for coupling of rotating groups was used to calculate the internal rotational contributions to thermodynamic functions. This correction was found by fitting to the calorimetric entropy values.

METHOD FOR PRODUCING ASYMMETRIC ALKYL ETHER HAVING TERTIARY ALKYL GROUP

PROBLEM TO BE SOLVED: To provide a method capable of obtaining an asymmetric alkyl ether having a tertiary alkyl group easily and industrially. SOLUTION: (1) There is provided a method for producing an asymmetric alkyl ether having a tertiary alkyl group by subjecting a tertiary alcohol and a primary alcohol or a secondary alcohol to a dehydration reaction using activated clay as a catalyst. (2) There is provided the method for producing an asymmetric alkyl ether having a tertiary alkyl group according to (1), where the tertiary alcohol is any one selected from the group consisting of tert-butanol, tert-amylalcohol and 1-adamantyl alcohol. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

CATALYST CAPABLE OF FORMING 2,5-DIMETHYLHEXENES

A process of making a catalyst and the catalyst composition made by that process comprising a multinuclear metal compound of the formula Ma(PCy3)b(H)c(CO)d(OR)e(H2O)f with molar ratios a:b:c:d:e:f, wherein a is in the range from 2 to 2000, b is in the range from 0 to 4000, c is in the range from 0 to 6000 and d is in the range from 0 to 2000, e is in the range from 1 to 2000, and f is in the range from 0 to 100; wherein PCy3 indicates tricyclohexylphosphine, H indicates hydride, R is an alkyl group determined by the alcohol utilized and H2O is water from the reaction; and a is at least twice w. A method of making one or more 2,5-dimethylhexenes is described. A method of making p-xylene using one or more 2,5-dimethylhexenes is also described.

Kinetics of the reactions of tert-butanol with C2-C5 alcohols on sulfo cation exchangers

The kinetics of etherification of tert-butanol with aliphatic alcohols on gel KU-2×8 and macroporous KU-23 sulfo cation exchangers was studied. The first order of reaction with respect to tert-butanol and the -SO3H groups of a catalyst was established. The activation energy of the process observed on KU-2×8 was 60-95 kJ/mol. It was shown that the etherification of tert-butanol on KU-2×8 occurred in a surface layer. The reactivity of primary alcohols introduced into the reaction with tert-butanol increased with their molecular weights (C2-C5). The rate of reaction with secondary alcohols was lower than that with primary alcohols.

Specifics of the synthesis of some alkyl tert-alkyl ethers and their thermodynamic properties

The conditions of synthesis and isolation of pure (98-99%) and extra pure (>99.9%) alkyl tert-alkyl ethers containing six to eight carbon atoms in their molecule, which are used as high-octane additives to motor fuels, were studied. The key thermodynamic properties, including melting point, density, saturated vapor pressure, enthalpy of vaporization at 298.15 K, normal boiling point, and critical parameters, obtained by experimental and calculation methods, are given. Copyright

METHOD FOR PRODUCING OLIGOMERS DERIVED FROM BUTENES

The invention relates to a method for producing oligomers, primarily consisting of repeating units, derived from 1 or 2-butene, from a hydrocarbon stream that essentially consists of branched and linear hydrocarbon compounds with 4 carbon atoms and contains olefinically branched and linear hydrocarbon compounds with 4 carbon atoms (parent stream C4). According to said method, a) the parent stream C4 is split into a fraction that primarily consists of linear hydrocarbon compounds with 4 carbon atoms (fraction I-C4) and a fraction that primarily consists of branched hydrocarbon compounds with 4 carbon atoms (fraction v-C4) by bringing the parent stream C4 into contact with a membrane, which allows the passage of linear hydrocarbon compounds with 4 carbon atoms more easily than branched hydrocarbon compounds with 4 carbon atoms, b) the olefinic hydrocarbon compounds with 4 carbon atoms contained in the fraction I-C4 are oligomerised, after the optional separation of butanes, c) the olefinic hydrocarbon compounds with 4 carbon atoms contained in the fraction v-C4 are subjected to one of the following steps: c1) reaction with methanol to form methyl-tert-butylether; c2) hydroformylation to essentially form isovaleraldehyde; c3) polymerisation to form polyisobutylene; c4) dimerisation to form 2,4,4-trimethyl-1-pentene; c5) alkylation to essentially form saturated hydrocarbon compounds with 8 or 9 carbon atoms.

Method and device for obtaining isobutenes from conjugated hydrocarbons

A process for isolating isobutene from a hydrocarbon mixture by a) combining the C4-hydrocarbon mixture with a primary C3- or C4-alkanol; b) reacting the isobutene in the C4-hydrocarbon mixture with the primary C3- or C4-alkanol in the presence of a heterogeneous catalyst to give the corresponding tertiary ether of isobutene, c) separating the resultant reaction mixture into the relatively low-boiling, unetherified C4-hydrocarbons and the relatively higher-boiling tertiary ether of isobutene with the aid of a distillation column, where the C4-hydrocarbons are taken off at the top, and the tertiary ether of isobutene obtained at the bottom is transferred into a reactor, d) cleaving this ether into isobutene and the corresponding primary C3- or C4-alkanol, e) distilling this mixture from d) in a further distillation column, and taking off the isobutene as the top product, which comprises carrying out step a) in a zone (4C) containing reactive internals and containing the catalyst for carrying out step b) arranged in such a way that the zone (4C) is integrated into a distillation column (4), that a reactive distillation takes place in this zone (4C), and that the C3- or C4-alkanol is fed to the distillation column above the zone (4C) and the C4-hydrocarbon mixture is fed to the distillation column below the zone (4C).

Recovery of isobutylene from commercial butane-butylene fractions

A possibility of recovery of isobutylene with high concentration and purity from abgases of petroleum production and oil refining, e.g., from gases released in pyrolysis or catalytic cracking, by reversible reaction of isobutylene with isobutanol was studied.

The continuous acid-catalyzed dehydration of alcohols in supercritical fluids: A new approach to the cleaner synthesis of acetals, ketals, and ethers with high selectivity

We report a new continuous method for forming ethers, acetals and ketals using solid acid catalysts, DELOXAN ASP or AMBERLYST 15, and supercritical fluid solvents. In the case of ether formation, we observe a high selectivity for linear alkyl ethers with little rearrangement to give branched ethers. Such rearrangement is common in conventional syntheses. Our approach is effective for a range of n-alcohols up to n-octanol and also for the secondary alcohol 2-propanol. In the reaction of phenol with an alkylating agent, the continuous reaction can be tuned to give preferential O- or C- alkylation with up to 49% O-alkylation with supercritical propene. We also investigate the synthesis of a range of cyclic ethers and show an improved method for the synthesis of THF from 1,4-butandiol under very mild conditions.

Hydrolysis and Alcoholysis of Esters of o-Nitrobenzenesulfonic Acid

The rate of solvolysis of esters of o-nitrobenzenesulfonic acid with water and C1-C4 alcohols is satisfactorily described by two-parametric Hammett-Taft equation with predominating effect of the electronic factor σ*. The effect of the structure of the hydrocarbon rest in the sulfonic ester group does not fit to this relationship.