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
• Uses: 2-Methoxypropene is used in the synthesis of Macrolactin A, a 24-member macrolide typically employed as an antibiotic. Also used in the synthesis of phenylalanine derivatives used as α4β1 and α4β7 receptor antagonists in the treatment of allergic asthma.

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:

1-chloro-1-fluoro-2-methoxy-2-methylcyclopropane

prostaglandin E₁ methyl ester

3-chloroprop-1-en-2-yl methyl ether

1-Chloro-2-(2-chloro-1-methoxy-1-methyl-ethoxy)-cyclohexane

Refernces

• 1、 Agre, B. A.,Taber, A. M.,Beregovykh, V. V.,Klebanova, F. D.,Nekrasov, N. V.,et al.. "KINETICS OF THE CATALYTIC SYNTHESIS OF 2-METHOXYPROPENE". . p. 221 - 225. Retrieved 1983.
• 2、 Marsi, Marianne,Gladysz, J. A.. "ORGANIC TRANSFORMATIONS VIA METAL SILANE REAGENTS: SYNTHESES OF VINYL ETHERS FROM DIMETHYL KETALS AND (CO)5MnSi(CH3)3". . p. 631 - 634. Retrieved 1982.
• 3、 Agre, B. A.,Fedorov, B. M.,Klebanova, F. D.,Sobolev, O. B.,Nekrasov, N. V.,et al.. "KINETICS OF THE CATALYZED SYNTHESIS OF 2-METHOXYPROPENE IN THE GAS PHASE". . p. 629 - 634. Retrieved 1984.
• 4、 Hedaya et al.. "-". . p. 2727. Retrieved 1964.
• 5、 Sakakura, Toshiyasu,Choi, Jun-Chul,Saito, Yuko,Masuda, Takashi,Sako, Takeshi,Oriyama, Takeshi. "Metal-catalyzed dimethyl carbonate synthesis from carbon dioxide and acetals". . p. 4506 - 4508. Retrieved 1999.
• 6、 Doerr,R.G.,Skell,P.S.. "-". . p. 4684 - 4687. Retrieved 1967.
• 7、 Cao, Weidi,Feng, Xiaoming,Liu, Xiaohua,Wu, Wangbin,Xu, Xi,Yu, Han,Zhang, Xiying. "Enantioselective Radical-Polar Crossover Reactions of Indanonecarboxamides with Alkenes". supporting information. p. 4846 - 4850. Retrieved 2020/02/11.
• 8、 -. "Method for continuously preparing 2-methoxypropene". Paragraph 0033; 0034. . Retrieved 2019/10/01.