33441-50-8

Basic information

• Product Name: 2-MERCAPTO-2-METHYL-PROPANOIC ACID ETHYL ESTER
• Synonyms: 2-MERCAPTO-2-METHYL-PROPANOIC ACID ETHYL ESTER;2-Mercapto-2-methyl-propionic Acid Ethyl Ester;Ethyl 2-Mercapto-2-methylpropionate
• CAS NO: 33441-50-8
• Molecular Formula: C₆H₁₂O₂S
• Molecular Weight: 148.22
• Product Categories: Sulfur & Selenium Compounds;All Aliphatics;Aliphatics
• Mol File: 33441-50-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 186.1 ºC at 760 mmHg
• Flash Point: 65.3 ºC
• Appearance: /
• Density: 1.021 g/cm³
• Vapor Pressure: 0.673mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 2-MERCAPTO-2-METHYL-PROPANOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MERCAPTO-2-METHYL-PROPANOIC ACID ETHYL ESTER(33441-50-8)
• EPA Substance Registry System: 2-MERCAPTO-2-METHYL-PROPANOIC ACID ETHYL ESTER(33441-50-8)

Safety Data

• Hazardous Substances Data: 33441-50-8(Hazardous Substances Data)

Usage

Description

2-Mercapto-2-methyl-propanoic acid ethyl ester, also known as a 2-mercaptoalkanoate ester, is an organic compound that possesses a unique structure with a thiol (-SH) group and an ester functional group. This chemical property allows it to serve as a versatile intermediate in various industries due to its reactivity and potential for further chemical modifications.

Uses

Used in Agrochemicals:
2-Mercapto-2-methyl-propanoic acid ethyl ester is used as an intermediate in the agrochemical industry for the synthesis of various bioactive compounds. Its unique structure contributes to the development of new pesticides, herbicides, and other agricultural chemicals that can help improve crop yield and protect plants from pests and diseases.
Used in Pharmaceuticals:
In the pharmaceutical industry, 2-Mercapto-2-methyl-propanoic acid ethyl ester is utilized as an intermediate for the production of different drug molecules. Its thiol group can be exploited in the synthesis of various therapeutic agents, including antibiotics, anti-inflammatory drugs, and other medicinal compounds, due to its potential to form stable complexes with biological targets.
Used in Perfumes:
2-Mercapto-2-methyl-propanoic acid ethyl ester is also used in the perfume industry as an intermediate for creating unique and complex fragrances. Its ability to undergo various chemical reactions allows for the development of novel scent molecules that can be used in the formulation of perfumes, colognes, and other fragrance products.

InChI:InChI=1/C6H12O2S/c1-4-8-5(7)6(2,3)9/h9H,4H2,1-3H3

Upstream product

• 600-00-0 ethyl 2-bromoisobutyrate 
• 1151713-51-7 2-acetylsulfanyl-2-methylpropionic acid ethyl ester 
• 64-17-5 ethanol 
• 4695-31-2 2-mercapto-2-methylpropanoic acid 

Downstream Products

• 69226-12-6 3-Oxo-2.2-dimethyl-5-aethyl-thiomorpholin 
• 69226-24-0 3-Oxo-2.5.5-trimethyl-thiomorpholin 
• 90204-62-9 3-Oxo-2.2.5.5-tetramethyl-thiomorpholin 
• 49772-99-8 2-methyl-2-(3-phenyl-[1,2,4]oxadiazol-5-ylmethylsulfanyl)-propionic acid ethyl ester 
• 1455471-95-0 ethyl 2-((4-bromo-2-nitrophenyl)thio)-2-methylpopanoate 
• 50847-92-2 2,2-dimethyl-3-oxothiomorpholine 

Relevant articles and documents

Spectroscopic Properties of Amine-substituted Analogues of Firefly Luciferin and Oxyluciferin

Spectroscopic and photophysical properties of firefly luciferin and oxyluciferin analogues with an amine substituent (NH2, NHMe and NMe2) at the C6' position were studied based on absorption and fluorescence measurements. Their π-electronic properties were investigated by DFT and TD-DFT calculations. These compounds showed fluorescence solvatochromism with good quantum yields. An increase in the electron-donating strength of the substituent led to the bathochromic shift of the fluorescence maximum. The fluorescence maxima of the luciferin analogues and the corresponding oxyluciferin analogues in a solvent were well correlated with each other. Based on the obtained data, the polarity of a luciferase active site was explained. As a result, the maximum wavelength of bioluminescence for a luciferin analogue was readily predicted by measuring the photoluminescence of the luciferin analogue in place of that of the corresponding oxyluciferin analogue.

Transformation of the bromine end group into thiol in (Meth)acrylic polymers synthesized by atom transfer radical polymerization

The halogen end group of polymers prepared via atom transfer radical polymerization (ATRP) can be converted into other functional groups by different chemical modifications. Herein, a new method to modify the bromine end group into a thiol functionality in (meth)acrylic polymers synthesized by ATRP is reported for the first time. Thus, the bromine end group of several poly(methyl methacrylate)s was successfully converted into a thioacetate and then in a mercapto group by a controlled hydrolysis. This end-functionalization was confirmed introducing in situ a fluorescent group by thiol-ene "click" reaction with a synthetic alquene tethered to a 4,4-difluoro-4-bora-3a,4a- diaza-s-indacene (BODIPY) fragment. In addition, two model reactions in which bromide ATRP initiators were transformed into new thiol-functionalized molecules proved that this methodology can be applied to either methacrylic or acrylic polymers synthesized by ATRP.

169. Photoisomerization of 2H,6H-Thiin-3-ones to 2-(Alk-1-enyl)thietan-3-ones

Reaction of 3-bromo-3-methylbutan-2-one (1) with mercapto-esters 2 affords 5-oxo-3-thiahexanoates 3 which cyclize to thiane-3,5-diones 4.Conversion of these dicarbonyl compounds to their ethyl enol ethers 5-7 followed by reduction with LiAlH4 gives 2H,6H-thiin-3-ones 8-10.On irradiation (350 nm) in either MeCN, benzene, or i-PrOH, these newly synthesized heterocycles isomerize efficiently to 2-(alk-1-enyl)thietan-3-ones 11-13.The rearrangement seems to proceed from an excited singlet state, as it is not quenched by naphthalene, and also occurs with the same efficiency in the presence of added alkene.A (9-S-3) sulfuranyl-alkyl biradical formed by bonding of C(α) of the enone C=C bond on sulfur is discussed as possible intermediate.