Methyl tert-butyl ether

Base Information

• Chemical Name: Methyl tert-butyl ether
• CAS No.: 1634-04-4
• Molecular Formula: C5H12O
• Molecular Weight: 88.1497
• Hs Code.: 2909.19 Oral rat LD50: 4000 mg/kg
• European Community (EC) Number: 216-653-1
• ICSC Number: 1164
• UN Number: 2398
• UNII: 29I4YB3S89
• DSSTox Substance ID: DTXSID3020833
• Nikkaji Number: J27.142J
• Wikipedia: Methyl_tert-butyl_ether
• Wikidata: Q412346
• Metabolomics Workbench ID: 51401
• ChEMBL ID: CHEMBL1452799
• Mol file: 1634-04-4.mol

Synonyms:methyl t-butyl ether;methyl tert-butyl ether;MTBE;tert-butyl methyl ether

Chemical Property of Methyl tert-butyl ether

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 251mmHg at 25°C
• Melting Point: -110 °C
• Refractive Index: n20/D 1.369(lit.)
• Boiling Point: 55.2 °C at 760 mmHg
• Flash Point: -27 °F
• PSA: 9.23000
• Density: 0.75 g/cm³
• LogP: 1.43130
• Water Solubility.: 51 g/L (20℃)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 88.088815002
• Heavy Atom Count: 6
• Complexity: 33.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F:Flammable;;
• Statements: R11:; R38:
• Safety Statements: S16:; S24:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ethers (
• Canonical SMILES: CC(C)(C)OC
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the skin. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. Exposure far above the OEL could cause lowering of consciousness.

Technology Process of Methyl tert-butyl ether

There total 106 articles about Methyl tert-butyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

N-tert-butyl-N-phenylhydrazine (36171-18-3) → tert-butyl methyl ether (1634-04-4) + N-tert-butylaniline (937-33-7) + Phenyl azide (622-37-7)

Guidance literature:

With tetrafluoroboric acid; isopentyl nitrite; In methanol; at 50 ℃; for 20h; under 0.5 - 1 Torr; Product distribution; Mechanism; dependence of product distribution on solvent and acid;

DOI:10.1021/jo00326a006

Reference yield: 70.0%

methanol (67-56-1) + isobutene (115-11-7,15220-85-6) → Dimethyl ether (115-10-6,157621-61-9) + tert-butyl methyl ether (1634-04-4) + tert-butyl alcohol (75-65-0)

Guidance literature:

With copper-exchanged montmorillonite; at 95 - 100 ℃; for 3h;

DOI:10.1039/c39800001003

Reference yield: 61.0%

methanol (67-56-1) + t-butyl(nitro)malononitrile (127903-01-9) → tert-butyl methyl ether (1634-04-4) + Methyl pivalate (598-98-1)

Guidance literature:

In dimethylsulfoxide-d6; at 80 ℃; Mechanism; Product distribution;

DOI:10.1039/c39900000324

upstream raw materials:

methanol

tertiary butyl chloride

t-butyl bromide

tert-butyl 2,4,6-trimethylbenzoate

Downstream raw materials:

N-t-butylbenzamide

tert-Butylacetic acid

3-tert-Butoxymethyl-cyclohexanone

2-tert-butylcyclohexanone

Refernces

• 1、 Cohen,Schneider. "-". . p. 3382,3386. Retrieved 1941.
• 2、 Koval',Bazhina,Safronova,Perevezentsev,Kosukhin,Erofeev,Ryabov. "Activity of Polymeric and Zeolite-Containing Catalysts in Production of Methyl tert-Butyl Ether". . p. 71 - 73. Retrieved 2001.
• 3、 Nikolopoulos,Kogelbauer,Goodwin Jr.,Marcelin. "Gas phase synthesis of MTBE on triflic-acid-modified zeolites". . p. 76 - 82. Retrieved 1996.
• 4、 Collignon,Mariani,Moreno,Remy,Poncelet. "Gas phase synthesis of MTBE from methanol and isobutene over dealuminated zeolites". . p. 53 - 66. Retrieved 1997.
• 5、 Ray,Ziyang,Hidajat. "Determination of adsorption and kinetic parameters for methyl tert-butyl ether synthesis from tert-butyl alcohol and methanol". . p. 209 - 221. Retrieved 2001.
• 6、 Waldron,Snyder. "-". . p. 3059. Retrieved 1973.
• 7、 Shikata, Sawami,Misono, Makoto. "Strong influence of the polyanion structure on the secondary structure of solid heteropolyacids and their catalytic activity; methyl tert-butyl ether synthesis in the pseudo-liquid phase of heteropolyacids". . p. 1293 - 1294. Retrieved 1998.
• 8、 Stevens,Deans. "-". . p. 290. Retrieved 1939.
• 9、 Ancillotti et al.. "". . p. 49,52. Retrieved 1977.
• 10、 Santandrea, Ernesto,Waldraff, Christine,Gerber, Gilles,Moreau, Ma?l,Beney, Pascal. "Development of the Late-Phase Manufacturing Process of ZPL389: Control of Process Impurities by Enhanced Process Knowledge". . p. 1190 - 1205. Retrieved 2021/05/06.