Methyl 3-methylthiopropionate Chemical Properties

Boiling point:

74-75 °C/13 mmHg (lit.)

Density 

1.077 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.465(lit.)

FEMA 

2720 | METHYL 3-METHYLTHIOPROPIONATE

Flash point:

162 °F

solubility 

Chloroform (Soluble), Methanol (Sparingly)

form 

Liquid

color 

Clear colorless

Odor

at 0.10 % in propylene glycol. sulfurous vegetable onion sweet garlic tomato

Odor Type

sulfurous

JECFA Number

472

BRN 

1745077

LogP

1.04

CAS DataBase Reference

13532-18-8(CAS DataBase Reference)

NIST Chemistry Reference

3-(Methylthio)propanoic acid methyl ester(13532-18-8)

EPA Substance Registry System

Methyl-3-(methylthio)propionate (13532-18-8)

Safety Information

Safety Statements 

23-24/25

RIDADR 

UN 3334

WGK Germany 

3

TSCA 

Yes

HS Code 

29309070

MSDS

• Language:English Provider:Methyl 3-methylthiopropionate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methyl 3-methylthiopropionate Usage And Synthesis

Description

Methyl 3-Methylthiopropionate is a faint yellow liquid with pineapple organoleptic properties, which belongs to the family of Thia Fatty Acids. It can be isolated from pineapple, melon, naranjila fruit and white wine or obtained by insertion of a sulfur atom at specific positions in the chain. It mostly serves as a flavor and fragrance without safety concern at current levels of intake. Besides, it serves as a additive applied in cigarettes, which was listed in the List of 599 Additives in Cigarettes submitted to the United States Department of Health and Human Services in April 1994.

References

https://en.wikipedia.org/wiki/List_of_additives_in_cigarettes
https://www.ulprospector.com/en/na/Food/Detail/16469/401544/Methyl-3-Methylthiopropionate
https://pubchem.ncbi.nlm.nih.gov/compound/Methyl_3-_methylthio_propionate#section=Patents

Description

Methyl 3-methylthiopropionate has an extremely powerful, penetrating, sweet odor. It is onion-like at high concentrations with a sweet pineapple flavor at high dilutions. Obtained in 84% yields by reacting CH2 = CH — CO — OCH3 with CH3SH; the corresponding acid also has been synthesized.

Chemical Properties

CLEAR COLOURLESS LIQUID

Chemical Properties

Methyl-3-methylthiopropionate has an extremely powerful, penetrating, sweet odor, onion-like at high concentrations and a sweet pineapple flavor at high dilutions.

Occurrence

Reported found in pineapple fruit, white wine, melon and naranjilla fruit.

Uses

Methyl 3-(methylthio)propionate was used to prepare 3-methiolpropionate(MMPA) to study the demethylation of Dimethylsulfoniopropionate and MMPA to 3-mercaptopropionate by aerobic marine bacterium. Methyl 3-(methylthio)propionate was used to prepare 3-(Methylthio)propionic acid to examine the methionine catabolism by Lactococci by 13C Nuclear Magnetic Resonance and Gas Chromatography.

Definition

ChEBI: Methyl 3-(methylthio)propanoate is a carboxylic ester.

Aroma threshold values

Detection: 180 ppb

Taste threshold values

Taste characteristics at 5 ppm: vegetative, radish and horseradish.

General Description

Methyl 3-(methylthio)propionate is the major ester present in the flavour profile of juices made from fresh-cut pineapple fruits.

Synthesis

Obtained in 84% yields by reacting with CH3SH; the corresponding acid also has been synthesized.

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