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3-Methylthiopropanol

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3-Methylthiopropanol Basic information
Product Name:3-Methylthiopropanol
Synonyms:3-(Methylthio)propane-1-ol;3-Methylthio-1-propanol>=98.0%;3-Methyl thiopropaol;Methionol 3-Hydroxypropyl Methyl Sulfide 3-Methylmercaptopropyl Alcohol 3-Methylthio-1-propanol;Methionol ,98%;3-(Methylthio)-1-propanol,Methionol;3-Methythio propanol;3-Hydroxypropyl Methyl Sulfide 3-Methylmercaptopropyl Alcohol 3-Methylthio-1-propanol
CAS:505-10-2
MF:C4H10OS
MW:106.19
EINECS:208-004-6
Product Categories:API intermediates;Various Intermediates;sulfide Flavor;Sulfides flavors;Intermediates;Sulfur & Selenium Compounds;Aliphatic;Aliphatics
Mol File:505-10-2.mol
3-Methylthiopropanol Structure
3-Methylthiopropanol Chemical Properties
Melting point -100°C (estimate)
Boiling point 89-90 °C13 mm Hg(lit.)
density 1.03 g/mL at 25 °C(lit.)
FEMA 3415 | 3-(METHYLTHIO)PROPANOL
refractive index n20/D 1.49(lit.)
Fp 195 °F
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka14.87±0.10(Predicted)
form liquid (estimate)
Specific Gravity1.03
color Clear Colorless to Light Yellow
Odorat 0.10 % in propylene glycol. sulfurous onion sweet soup vegetable
Odor Typemeaty
biological sourcesynthetic
JECFA Number461
LogP0.40
CAS DataBase Reference505-10-2(CAS DataBase Reference)
NIST Chemistry Reference1-Propanol, 3-(methylthio)-(505-10-2)
EPA Substance Registry SystemMethionol (505-10-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-24/25-36/37/39
RIDADR UN 3334
WGK Germany 3
TSCA Yes
HS Code 29309090
MSDS Information
ProviderLanguage
Methionol English
SigmaAldrich English
ACROS English
ALFA English
3-Methylthiopropanol Usage And Synthesis
Description3-(Methylthio)propanol has a powerful sweet soup or meat-like odor and flavor in high dilution. May be prepared from propylene chlorhydrin and sodium hydrosulfide.
Chemical PropertiesColorless Liquid
Chemical Properties3-(Methylthio)propanol has a powerful, sweet, soup or meat-like odor and flavor in high dilution.
OccurrenceReported found in fermented soy sauce, tomatoes, grape wines, apple, melon, pineapple, asparagus, rye bread, cheeses, cured pork, beer, cognac, malt whiskey, cider, sherry, coffee, litchi, shrimp and apple brandy
Uses3-(Methylthio)-1-propanol is used in the meat essence composition.
Uses3-Methylthiopropanol is used in the meat essence composition.It is also used in meat, potato, and cheese flavorings.
DefinitionChEBI: An alkyl sulfide that is propan-1-ol substituted by a methylsulfanyl group at position 3. It is a volatile compound found in wines and produced during fermentation.
PreparationFrom propylene chlorhydrin and sodium hydrosulfide
Aroma threshold valuesDetection: 0.2 ppb. Aroma characteristics at 1.0%: sulfurous, savory, vegetative raw potato-like, fresh tomato, metallic anchovy-like with some onion and garlic nuances
Taste threshold valuesTaste characteristics at 0.5 ppm: metallic, tomato, potato, anchovy-like with savory brothy and malt-like nuances.
Synthesis Reference(s)Tetrahedron, 48, p. 5933, 1992 DOI: 10.1016/S0040-4020(01)90183-8
General Description3-(Methylthio)-1-propanol is a volatile sulfur flavor compound mainly found in wine and soy sauce.
Synthesis
3-(Methylthio)propionaldehyde

3268-49-3

3-Methylthiopropanol

505-10-2

An excess of 10% sodium borohydride (NaBH4), a reducing agent, was slowly added to 30 mL of the selected solvent at 0°C to form a suspension. Subsequently, 10 g of 3-methylthiopropionaldehyde (MMP) was slowly added dropwise to the above suspension at a temperature controlled below 20 °C. After the dropwise addition, the reaction mixture was stirred at room temperature for 3 to 12 hours. Upon completion of the reaction, HCl solution was added to the reaction solution for hydrolysis. After hydrolysis, water was removed from the reaction solution by evaporation under reduced pressure. The reaction solution was filtered to remove the sodium chloride generated by hydrolysis and the residue was washed with 10 mL of cold methanol solution to further extract the product 3-methylthiopropanol. Finally, methanol was removed by evaporation of the combined mixed solution and filtrate to give pure 3-methylthiopropanol. Note: The solvent may be selected from dichloromethane (CH2Cl2), dimethylformamide (DMF), methanol, 3-methylthiopropanol (or a solvent mixture thereof with a diluent, referred to as "3-methylthiopropanol"), tetrahydrofuran (THF), or water (H2O), and the concentration of 3-methylthiopropanal (MMP) is 100 percent .

References[1] Journal of Organic Chemistry, 2000, vol. 65, # 26, p. 8933 - 8939
[2] Patent: CN107245043, 2017, A. Location in patent: Paragraph 0032; 0033; 0034; 0035; 0036
3-Methylthiopropanol Preparation Products And Raw materials
Raw materialsOxygen-->Allyl alcohol-->METHYL MERCAPTAN-->3-(Methylthio)propionaldehyde
Preparation Products3-(Methylthio)propionaldehyde-->METHYL-(3-HYDROXYPROPYL) SULFONE
Tag:3-Methylthiopropanol(505-10-2) Related Product Information
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