926-02-3

Basic information

• Product Name: TERT-BUTYL VINYL ETHER
• Synonyms: TERT-BUTYL VINYL ETHER;T-BUTYL VINYL ETHER;VINYL TERTIARY-BUTYL ETHER;VINYL T-BUTYL ETHER;2-(ethenyloxy)-2-methyl-propan;2-(Ethenyloxy)-2-methylpropane;2-Methyl-2-vinyloxy-propane;Ether,tert-butylvinyl
• CAS NO: 926-02-3
• Molecular Formula: C₆H₁₂O
• Molecular Weight: 100.16
• EINECS: 1806241-263-5
• Product Categories: Monomers;Polymer Science;Vinyl Ethers
• Mol File: 926-02-3.mol

Chemical Properties

• Melting Point: -112°C
• Boiling Point: 75-76 °C(lit.)
• Flash Point: 1 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.762 g/mL at 25 °C(lit.)
• Vapor Pressure: 117mmHg at 25°C
• Refractive Index: n20/D 1.398(lit.)
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Water Solubility: Miscible with alcohol, carbon disulfide, chloroform and diethyl ether. Slightly miscible with water.
• Stability: Stable. Highly flammable. Incompatible with strong oxidizing agents. May be prone to the formation of peroxides when stored in c
• CAS DataBase Reference: TERT-BUTYL VINYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL VINYL ETHER(926-02-3)
• EPA Substance Registry System: TERT-BUTYL VINYL ETHER(926-02-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-38
• Safety Statements: 16-26-36
• RIDADR: UN 3271 3/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 926-02-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
TERT-BUTYL VINYL ETHER is used as a reactant in the synthesis of 3-tert-Butoxycyclobutanone by reacting with ketene using zinc(II) chloride as a catalyst. This synthesis process allows for the production of valuable chemical compounds that can be utilized in various applications.
Used in the Production of Functional Vinyl Monomers:
TERT-BUTYL VINYL ETHER is used as an intermediate in the production of functional vinyl monomers, which are essential building blocks for the creation of polymers and other materials with specific properties. These monomers can be used in various industries, such as plastics, coatings, and adhesives, to develop products with tailored characteristics.

InChI:InChI=1/C6H12O/c1-5-7-6(2,3)4/h5H,1H2,2-4H3

Upstream product

• 106165-17-7 acetaldehyde-(tert-butyl-phenyl-acetal) 
• 111-96-6 diethylene glycol dimethyl ether 
• 865-47-4 potassium tert-butylate 
• 74-86-2 acetylene 
• 75-65-0 tert-butyl alcohol 
• 4223-11-4 ethylene glycol n-butyl vinyl diether 
• 111-34-2 -butyl vinyl ether 
• 109-92-2 ethyl vinyl ether 
• 110-75-8 2-chloroetyl vinyl ether 
• 7665-72-7 t-butyl glycidyl ether 

Downstream Products

• 102540-99-8 (+/-)-trans-2-tert-butoxy-cyclopropanecarboxylic acid methyl ester 
• 18166-09-1 [3-(1-tert-butoxy-ethoxy)-propyl]-trimethyl-silane 
• 18166-13-7 triethyl-(1-tert-butoxy-ethoxy)-silane 
• 30830-28-5 3-[(1,1-dimethylethyl)oxy]cyclobutanone 
• 24524-56-9 1-tert-Butoxy-2-isopropylidene-cyclopropane 
• 39989-13-4 3-tert-Butoxy-cyclobutane-1,1,2,2-tetracarbonitrile 
• 33598-73-1 tert-butyl cyclopropyl ether 
• 37150-71-3 (2-tert-Butoxy-cyclopropylidene)-cyclohexane 
• 113303-95-0 2-bromo-1-tert-butoxy-1-ethoxyethane 
• 73694-76-5 N,N'-bis(2-bromocyclohexyl)-2,5-piperadinedione 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 17355-82-7 2,2-dichlorocyclopropyl tert-butyl ether 
• 68473-30-3 methyl-d₃-vinyl ether 
• 136689-61-7 (E)-(2-ethynylcyclopropyl) tert-butyl ether 

Relevant articles and documents

Synthesis and C-alkylation of hindered aldehyde enamines

A new reactivity mode of hindered lithium amides with terminal epoxides is described whereby aldehyde enamines are produced via a previously unrecognized reaction pathway. Some of these aldehyde enamines display unprecedented C-alkylation reactivity toward unactivated primary and secondary alkyl halides. For comparison, the reactivity of aldehyde enamines synthesized via a traditional condensation method was examined. C-rather than N-alkylation was the dominant reaction pathway found with a range of electrophiles, making this route to α-alkylated aldehydes more synthetically useful than previously reported.

Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols

An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.

Method for producing alkenyl ethers

Alkenyl ethers are prepared by reacting the corresponding alcohols or phenols with acetylenes in the liquid phase in the presence of basic alkali metal compounds and a cocatalyst comprising compounds of the formula (Ia) and/or (Ib) R1O—(CH2CH2CH2CH2O)n—H??(Ia) R1O—(CH2CH2CH2CH2O)n—H2,??(Ia) where R1, R2 are, independently of one another, C1-C6-alkyl or C2-C6-alkenyl, or R1 and R2 together form a butyl unit and n is 1, 2, 3, 4 or 5.

17O NMR Spectra of Vinyl Ethers

The 17O spectra of 58 α,β-unsaturated (vinyl) ethers were recorded in CDCl3 solution.The dependence of the chemical shift on the number and position of alkyl substituents in the vinyl moiety and on the nature and bulkiness of the alkoxy group was explored.The oxygen chemical shifts proved to be sufficiently sensitive to structural factors to make 17O NMR spectroscopy a useful tool in the investigation of the electronic and spatial syructures of vinyl ethers. - Keywords: NMR 17O NMR Vinyl ethers