2-Methoxypropene

Base Information

• Chemical Name: 2-Methoxypropene
• CAS No.: 116-11-0
• Deprecated CAS: 172702-76-0
• Molecular Formula: C4H8O
• Molecular Weight: 72.1069
• Hs Code.: 29091990
• European Community (EC) Number: 204-125-3
• UNII: 15WBG0JT6B
• DSSTox Substance ID: DTXSID3051591
• Nikkaji Number: J27.121G
• Wikipedia: 2-Methoxypropene
• Wikidata: Q4596900
• Mol file: 116-11-0.mol

Synonyms:2-methoxypropene

Chemical Property of 2-Methoxypropene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 27.96 psi ( 55 °C)
• Melting Point: < 25oC
• Refractive Index: n20/D 1.382(lit.)
• Boiling Point: 32 °C at 760 mmHg
• Flash Point: -29 °C
• PSA: 9.23000
• Density: 0.752 g/cm³
• LogP: 1.16640
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Chloroform
• Water Solubility.: negligible
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 38.9

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxypropene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,Xn
• Hazard Codes: F+,Xn,F
• Statements: 12-19-22-11
• Safety Statements: 3-16-29-33-7/9-9-18

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC(=C)OC
• General Description: 2-Methoxypropene (also known as isopropenyl methyl ether) is utilized as an alkenyl ether reactant in a Pt(II)-catalyzed [3 + 2] cycloaddition with silyl 1,2-propadienyl ethers to form functionalized cyclopentene derivatives. The study highlights its role in the reaction, where initial conditions yielded both cyclopentene and methylenecyclobutane products, prompting further optimization to improve chemoselectivity.

Technology Process of 2-Methoxypropene

There total 25 articles about 2-Methoxypropene 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: 97.0%

methanol (67-56-1) + prop-1-yne (74-99-7) → 2-Methoxypropene (116-11-0)

Guidance literature:

With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 120 ℃;

DOI:10.1070/MC2006v016n01ABEH002198

Reference yield: 93.6%

2,2-dimethoxy-propane (77-76-9) → 2-Methoxypropene (116-11-0)

Guidance literature:

With quinoline; at 30 - 105 ℃; under 12751.3 Torr; Temperature; Pyrolysis;

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 2,2-dimethoxy-propane (77-76-9) → 2-Methoxypropene (116-11-0) + acetone (67-64-1) + carbonic acid dimethyl ester (616-38-6)

Guidance literature:

With dibutyldimethoxytin; at 180 ℃; for 24h; under 1520000 Torr; Product distribution; metal-catalyzed reaction of acetals with CO₂; effect of catalyst structure; effect of additives; pressure effect; possible mechanism;

DOI:10.1021/jo990155t

upstream raw materials:

2,2-dimethoxy-propane

methylene

acetone

methanol

Downstream raw materials:

3-(2-methoxypropan-2-yloxy)prop-1-yne

Benzyl 4,6-O-isopropylidene-α-D-mannopyranoside

benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

benzyl 6'-O-(methoxydimethyl) methyl β-lactoside

Refernces

Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers

10.1021/ja907633b

The research details the development of a Pt(II)-catalyzed intermolecular [3 + 2] cycloaddition reaction involving silyl 1,2-propadienyl ethers and alkenyl ethers, resulting in the formation of functionalized cyclopentene derivatives. The study explores the use of allenes as a three-carbon unit in transition-metal-catalyzed intermolecular cycloaddition reactions, a relatively unexplored area compared to [2 + n]-type reactions. The researchers initially used triisopropylsilyl (TIPS) 1,2-propadienyl ether and 2-methoxypropene, catalyzed by [PtCl2(CH2=CH2)]2, to achieve the desired cyclopentene derivative along with a methylenecyclobutane derivative. To enhance the chemoselectivity towards the cyclopentene derivative, various reaction conditions were optimized, including the use of different phosphine ligands and solvents.