Methacrolein

Base Information

• Chemical Name: Methacrolein
• CAS No.: 78-85-3
• Molecular Formula: C4H6O
• Molecular Weight: 70.091
• European Community (EC) Number: 201-150-1
• ICSC Number: 1259
• NSC Number: 8260
• UN Number: 2396
• UNII: 9HRB24892H
• DSSTox Substance ID: DTXSID0052540
• Nikkaji Number: J1.484B
• Wikipedia: Methacrolein
• Wikidata: Q420234
• ChEMBL ID: CHEMBL4063095
• Mol file: 78-85-3.mol

Synonyms:2-methylacrolein;methacrolein;methacrylaldehyde

Chemical Property of Methacrolein

Chemical Property:

• Appearance/Colour: Colourless to light yellow liquid
• Vapor Pressure: 142mmHg at 25°C
• Melting Point: -81 °C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 68 °C at 760 mmHg
• Flash Point: -15 °C
• PSA: 17.07000
• Density: 0.807 g/cm³
• LogP: 0.76140
• Water Solubility.: 6 g/100 mL (20℃)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 70.041864811
• Heavy Atom Count: 5
• Complexity: 54.7
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F:Flammable;;
• Statements: R11:; R24/25:; R26:; R34:
• Safety Statements: S16:; S26:; S28A:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CC(=C)C=O
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Health effects of the substance have been investigated but none have been found

Technology Process of Methacrolein

There total 161 articles about Methacrolein 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: 54.0%

isoprene (78-79-5,9003-31-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-methylpropenal (78-85-3,25120-30-3) + methyl vinyl ketone (78-94-4,25038-87-3)

Guidance literature:

With oxygen; ozone; In gas; Product distribution; gas-phase ozonolysis of alkenes; formation of OH radicals; use of CO as scavenger for OH radicals;

DOI:10.1021/ja970050c

Reference yield: 30.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + propionaldehyde (123-38-6) → 2-methylpropenal (78-85-3,25120-30-3) + 2-methyl-2-pentenal (14250-96-5,16958-22-8,623-36-9)

Guidance literature:

With aniline hydrochloride; In N,N-dimethyl acetamide; at 125 ℃; for 3h; Autoclave;

DOI:10.1134/S0965544118120083

Reference yield: 19.1%

isoprene (78-79-5,9003-31-0) → 3-methylfuran (930-27-8) + 2-methylpropenal (78-85-3,25120-30-3) + methyl vinyl ketone (78-94-4,25038-87-3) + 1-hydroxy-3-methylbut-3-en-2-one

Guidance literature:

With air; dihydrogen peroxide; for 0.5h; Further Variations:; Reagents; Product distribution; Kinetics; UV-irradiation;

DOI:10.1039/b002053m

upstream raw materials:

dihydro-4-methylfuran-2,3-dione

2,5-dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde

2-methylpropane-1,2,3-triol

1,1-diethoxy-2-methyl-2-propene

Downstream raw materials:

2,4-dimethyl-2-(methoxymethyl)pentane-1,5-dial

2-(2-hydroxy-ethoxymethyl)-2,4-dimethyl-glutaraldehyde

2,7-dimethylquinoline

3,5-dimethylquinoline

Refernces

• 1、 Dumeignil, Franck,Katryniok, Benjamin,Paul, Sébastien,Zhang, Li. "Supported Rb- or Cs-containing HPA catalysts for the selective oxidation of isobutane". . . Retrieved 2021/10/29.
• 2、 Fu, Aixiao,Jiang, Shifeng,Liu, Qiang,Liu, Xiaoran,Liu, Xiuyun,Mu, Xindong,Sun, Mengqing,Wang, Xicheng,Xu, Guoqiang,Zhao, Lingling. "Tailoring Interfacial Lewis Acid-Basic Pair on ZnO/4Mg1ZrOx Allows Dehydrogenative α-Methylenation of Alcohols with Methanol to Allylic Alcohols". . . Retrieved 2020/10/07.