21055-47-0

Basic information

• Product Name: Methyl L-2-isothiocyanato-4-(methylthio)butyrate
• Synonyms: METHYL L-2-ISOTHIOCYANATO-4-(METHYLTHIO)BUTYRATE;Methyl 2-isothiocyanato-4-(methylsulfanyl)butanoate;2-isothiocyanato-4-(methylthio)butanoic acid methyl ester;2-isothiocyanato-4-(methylthio)butyric acid methyl ester;Methyl 2-isothiocyanato-4-(methylthio)butyrate;methyl N-(thioxomethylene)methioninate;Methyl L-2-isothiocyato-4-(methylthio)butyrate, 99%
• CAS NO: 21055-47-0
• Molecular Formula: C7H11NO2S2
• Molecular Weight: 205.3
• Mol File: 21055-47-0.mol

Chemical Properties

• Boiling Point: 112°C 1mm
• Flash Point: 143.9°C
• Appearance: /
• Density: 1.18
• Vapor Pressure: 0.00047mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: Methyl L-2-isothiocyanato-4-(methylthio)butyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl L-2-isothiocyanato-4-(methylthio)butyrate(21055-47-0)
• EPA Substance Registry System: Methyl L-2-isothiocyanato-4-(methylthio)butyrate(21055-47-0)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 21055-47-0(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
Methyl L-2-isothiocyanato-4-(methylthio)butyrate is used as a flavoring agent for enhancing the taste and aroma of various food products, such as meat, seafood, and condiments. Its strong, pungent odor contributes to the overall sensory experience of these products, making them more appealing to consumers.
It is crucial to handle Methyl L-2-isothiocyanato-4-(methylthio)butyrate with care due to its potential irritant and harmful effects if not properly managed. This ensures the safety and well-being of both the food industry workers and the consumers who enjoy the products containing this compound.

InChI:InChI=1/C7H11NO2S2/c1-10-7(9)6(8-5-11)3-4-12-2/h6H,3-4H2,1-2H3/t6-/m0/s1

Upstream product

• 16118-36-8 methionine methyl ester hydrochloride 

Relevant articles and documents

A more sustainable isothiocyanate synthesis by amine catalyzed sulfurization of isocyanides with elemental sulfur

Isothiocyanates (ITCs) are typically prepared using amines and highly toxic reagents such as thiophosgene, its derivatives, or CS2. In this work, an investigation of a multicomponent reaction (MCR) using isocyanides, elemental sulfur and amines revealed that isocyanides can be converted to isothiocyanates using sulfur and catalytic amounts of amine bases, especially DBU (down to 2 mol%). This new catalytic reaction was optimized in terms of sustainability, especially considering benign solvents such as Cyrene or γ-butyrolactone (GBL) under moderate heating (40 °C). Purification by column chromatography was further optimized to generate less waste by maintaining high purity of the product. Thus, E-factors as low as 0.989 were achieved and the versatility of this straightforward procedure was shown by converting 20 different isocyanides under catalytic conditions, while obtaining moderate to high yields (34-95%). This journal is

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