3-(Methylthio)propionaldehyde

Base Information

• Chemical Name: 3-(Methylthio)propionaldehyde
• CAS No.: 3268-49-3
• Deprecated CAS: 2739708-86-0
• Molecular Formula: C4H8OS
• Molecular Weight: 104.173
• Hs Code.: 29309070
• European Community (EC) Number: 221-882-5
• ICSC Number: 0515
• NSC Number: 15874
• UN Number: 2785
• UNII: 0AAO8V0F1R
• DSSTox Substance ID: DTXSID9027528
• Nikkaji Number: J13.022B
• Wikipedia: Methional
• Wikidata: Q2191936
• Metabolomics Workbench ID: 45158
• ChEMBL ID: CHEMBL333298
• Mol file: 3268-49-3.mol

Synonyms:3-(methylthio)propionaldehyde;methional;methylmercaptopropionaldehyde

Chemical Property of 3-(Methylthio)propionaldehyde

Chemical Property:

• Appearance/Colour: colorless to amber liquid with an extremely foul and persistent odor
• Vapor Pressure: 760 mm Hg ( 165 °C)
• Melting Point: -68 °C
• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 168.2 °C at 760 mmHg
• Flash Point: 61.1 °C
• PSA: 42.37000
• Density: 0.984 g/cm³
• LogP: 0.93840
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: <=75g/l
• Water Solubility.: It is readily soluble in alcohol solvents such as ethanol, propylene and glycol oil. It is insoluble in water.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 104.02958605
• Heavy Atom Count: 6
• Complexity: 36.5
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-thiopropanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn， C
• Hazard Codes: C,Xn
• Statements: 20/22-34-36/37/38-20-52/53-43-41-38-20/21/22
• Safety Statements: 26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CSCCC=O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: 3-Methylthiopropionaldehyde is a synthetic flavoring agent that is a colorless to light yellow liquid with an intense meat odor. it polymerizes with age and is stable in a 50% alcohol solution. it should be stored in glass containers. it is used at low concentrations for meat and broth flavors for applications in meats and condiments at 3 ppm and in baked goods and beverages at 0.5 ppm. 3-(Methylthio)propionaldehyde, is used as food flavour ,for making Baked food, spices, soft drinks, candy. It is also used as an intermediate. It has wide applications in organic synthesis as solvents as well as reagents. They are used in the synthesis of specific compound classes include agricultural chemical, property-enhancing additives, pharmacological drugs, chemical resistant polymers, detergents, and rubber antioxidants. Some examples of aliphatic and aromatic thioethers found in flavouring agents

Technology Process of 3-(Methylthio)propionaldehyde

There total 31 articles about 3-(Methylthio)propionaldehyde 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: 96.0%

3-(methylthio)-1-propanol (505-10-2) → 3-(methylsulfenyl)propanal (3268-49-3)

Guidance literature:

With (NH₄)₄[CuMo₆O₁₈(OH)₆]·5H₂O; oxygen; sodium sulfite; In water; acetonitrile; at 60 ℃; for 12h; under 760.051 Torr;

DOI:10.1039/c9gc01248f

Reference yield: 90.0%

3-methanesulfinyl-propionaldehyde → 3-(methylsulfenyl)propanal (3268-49-3)

Guidance literature:

With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.0166667h;

DOI:10.1016/j.crci.2013.11.006

Reference yield: 88.5%

methylthiol (74-93-1) + copper (I) acetate (598-54-9,142-71-2,4180-12-5,24381-58-6,66760-61-0,66760-62-1) + acrolein (107-02-8,25068-14-8) → 3-(methylsulfenyl)propanal (3268-49-3)

Guidance literature:

With hydroquinone;

upstream raw materials:

3-(methylthio)propionitrile

1,1-diethoxy-3-methylsulfanyl-propane

methylthiol

triethylamine

Downstream raw materials:

isonicotinic acid-(3-methylsulfanyl-propylidenehydrazide)

2-hydroxy-4-(methylthio)butyronitrile

5-[2-(methylthio)ethyl]imidazolidine-2,4-dione

2-[(aminocarbonyl)amino]-4-(methylthio)butanoamide

Refernces

• 1、 -. "METHOD AND DEVICE FOR PREPARING 2-HYDROXY-4-METHYLTHIOBUTYRIC ACID AND INTERMEDIATES THEREOF". Paragraph 0160-0162; 0179-0181; 0198-0200. . Retrieved 2021/05/21.
• 2、 Lagerspets, Emi,Lagerblom, Kalle,Heli?vaara, Eeva,Hiltunen, Otto-Matti,Moslova, Karina,Nieger, Martin,Repo, Timo. "Schiff base Cu(I) catalyst for aerobic oxidation of primary alcohols". . p. 75 - 79. Retrieved 2019/02/25.