Methacrolein dimer

Base Information

• Chemical Name: Methacrolein dimer
• CAS No.: 1920-21-4
• Molecular Formula: C8H12 O2
• Molecular Weight: 140.182
• European Community (EC) Number: 217-647-1
• NSC Number: 44984
• DSSTox Substance ID: DTXSID401031236
• Nikkaji Number: J24.830D
• Mol file: 1920-21-4.mol

Synonyms:Methacrolein dimer;Methacrylaldehyde dimer;1920-21-4;3,4-Dihydro-2,5-dimethyl-2H-pyran-2-carbaldehyde;2,5-dimethyl-3,4-dihydropyran-2-carbaldehyde;2H-Pyran-2-carboxaldehyde, 3,4-dihydro-2,5-dimethyl-;EINECS 217-647-1;NSC 44984;2,3-Dihydro-2,5-dimethyl-2-formyl-1,4-pyran;1,4-Pyran, 2,3-dihydro-2,5-dimethyl-2-formyl-;BRN 0114546;3,4-Dihydro-2,5-dimethyl-2H-pyran-2-carboxaldehyde;5-17-09-00170 (Beilstein Handbook Reference);2,5-Dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde;SCHEMBL6142125;DTXSID401031236;NSC44984;2,5-dimethyl-2-formyl-1,4-pyran;WLN: T6O BUTJ C1 FVH F1;NSC-44984;1, 2,3-dihydro-2,5-dimethyl-2-formyl-;LS-127303;2,5-dimethyl-3,4-dihydro-pyran-2-carbaldehyde;2H-Pyran-2-carboxaldehyde,4-dihydro-2,5-dimethyl-;2,3-Dihydro-2,5-dimethyl-2H-pyran-2-carboxaldehyde;2,5-Dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde #;2H-Pyran-2-carboxaldehyde, 3,4-dihydro-2,5-dimethylmethacrolein dimer

Chemical Property of Methacrolein dimer

Chemical Property:

• Vapor Pressure: 0.308mmHg at 25°C
• Melting Point: -64.15°C
• Refractive Index: 1.4580 (estimate)
• Boiling Point: 201.4°C at 760 mmHg
• Flash Point: 74.1°C
• PSA: 26.30000
• Density: 1.047g/cm³
• LogP: 1.65820
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=COC(CC1)(C)C=O

Technology Process of Methacrolein dimer

There total 7 articles about Methacrolein dimer 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: 86.6%

2-methylpropenal (78-85-3,25120-30-3) → 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde (1920-21-4)

Guidance literature:

With hydroquinone; at 170 ℃; for 2h; Sealed ampule; Inert atmosphere;

DOI:10.1007/s10593-009-0200-3

Reference yield: 10.0%

maleic anhydride (108-31-6) + 2-methylpropenal (78-85-3,25120-30-3) → 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde (1920-21-4)

Guidance literature:

With methyltrioxorhenium(VII); In chloroform; for 24h; Ambient temperature;

DOI:10.1021/ja963172y

Reference yield:

2-methylpropenal (78-85-3,25120-30-3) → 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde (1920-21-4) + 2-methylprop-1-en-1-ol (56640-70-1) + isobutyraldehyde (78-84-2)

Guidance literature:

With 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol; hydrogen; at 130 ℃; under 45004.5 Torr; Reagent/catalyst;

upstream raw materials:

2-methylpropenal

maleic anhydride

methoxyethene

formaldehyd

Downstream raw materials:

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

1,4-dimethyl-6,8-dioxa-bicyclo[3.2.1]octan-7-one

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

2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid

Refernces

• 1、 -. "METHOD FOR PREPARING ISOBUTENOL". Paragraph 0077; 0088-0091; 0095-0096. . Retrieved 2021/06/15.
• 2、 Karpyak,Makitra,Polyuzhin,Marshalok,Koval'Skii. "Substituents influences on the rate of α-alkylacroleins dimerization". experimental part. p. 2373 - 2376. Retrieved 2010/05/15.