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

N-tert-butylacetamide

Ethylene glycol di-tert-butyl diether

tri-tert-butyl glycerol ether

Refernces

1,4-Diazabicyclo[2.2.2]octane (DABCO)- an efficient reagent in the synthesis of alkyl tosylates or sulfenates

10.1055/s-1997-1372

The study investigates the use of 1,4-diazabicyclo[2.2.2]octane (DABCO) as an efficient reagent in the synthesis of alkyl tosylates and sulfenates. DABCO is found to be a promising substitute for pyridine and triethylamine in these reactions. The substrates, which are various alcohols, are converted into the desired tosylates and sulfenates using DABCO and the respective acid chlorides as reagents. The study provides examples of successful conversions, such as the synthesis of tosylates from neopentyl alcohol and trans-4-tert-butylcyclohexanol, and sulfenates from 2-methylcyclohexanol and other alcohols. The study also explores the use of different solvents, finding that tert-butyl methyl ether (t-BuOMe) and ethyl acetate (EtOAc) are good alternatives to chlorinated solvents like chloroform and dichloromethane. The study concludes that DABCO is a convenient, colorless, crystalline base that can be easily purified and dried by sublimation, making it a practical choice for these types of organic synthesis reactions.

Catalytic enantio- and diastereoselective aldol reactions of glycine-derived silicon enolate with aldehydes: An efficient approach to the asymmetric synthesis of anti-β-hydroxy-α-amino acid derivatives

10.1021/ja047597t

n-Propanol (nPrOH) is a simple primary alcohol. Its presence and concentration can significantly affect the reaction outcome, including yield and selectivity. It is used as a cosolvent in the reaction mixture to help more effectively capture cationic silicon species, thereby improving diastereoselectivity. tert-Butyl methyl ether (tBuOMe) is an ether solvent that enhances the solubility and reactivity of the reactants, thereby improving the reaction yield and selectivity. It is used in combination with toluene as a cosolvent. These chemicals are integral to the catalytic aldol reactions, enabling the efficient and selective synthesis of a-hydroxy-?-amino acid derivatives.