60-24-2 Usage
Chemical Properties
2-mercaptoethanol(bME) is a clear colorless liquid. It is a popular effective reducer, but extremely pungent.
Uses
2-Mercaptoethanol is used in the preparation of nano-graphene for cellular imaging and drug delivery as well as multifunctional polymeric micelle. It acts as a reducing agent used in electrophoresis, amino acid detection, and distinguishing ssDNA/dsDNA. It is also employed as a standard buffer. It is also used in the preparation of PVC heat stabilizers and as a chain transfer agent in the manufacture of PVC. Further, it is used in some RNA isolation procedures to eliminate ribonuclease. It is utilized as a corrosion inhibitor and ore floatation agent. In biochemistry, it is useful to study the activity of the immune system. Solubilizes proteins by reducing disulfide linkages.
Definition
ChEBI: 2-Mercaptoethanol is a primary alcohol and an alkanethiol. It has a role as a geroprotector.
Application
2-Mercaptoethanol is used in the synthesis of nano-graphene for cellular imaging and drug delivery. Also used in the synthesis of multifunctional polymeric micelle used in specific targeting of tumor disruption.
General Description
A water-white liquid. May be toxic by ingestion, inhalation, or skin absorption.
Reactivity Profile
Organosulfides, such as 2-Mercaptoethanol, are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid.
Health Hazard
TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Safety Profile
Poison by ingestion,
skin contact, and intraperitoneal routes.
Moderately toxic by intravenous route. A
skin and severe eye irritant. Human
mutation data reported. A combustible
liquid when exposed to heat, flame, or
oxidizers. To fight fire, use alcohol foam,
CO2, dry chemical. When heated to
decomposition it emits highly toxic fumes of
SOx. See also MERCAPTANS.
Purification Methods
Purify it by distilling in a vacuum. Distilling at atmospheric pressure causes some oxidation and should be done in an inert atmosphere. [Woodward J Chem Soc 1892 1948.] It has a foul odour, is irritating t o the eyes, nose and skin — should be handled in an efficient fume cupboard. It is miscible with H2O, EtOH, Et2O and *C6H6 and the UV has max at 235nm. The 2,4-dinitrophenyl thioether has m 101-102o (from EtOH or aqueous MeOH) [Grogen et al. J Org Chem 20 50 1955]. [Beilstein 1 IV 2428.]
Check Digit Verification of cas no
The CAS Registry Mumber 60-24-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 0 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 60-24:
(4*6)+(3*0)+(2*2)+(1*4)=32
32 % 10 = 2
So 60-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H2
60-24-2Relevant articles and documents
Celastrol binds to its target protein via specific noncovalent interactions and reversible covalent bonds
Zhang, Duo,Chen, Ziwen,Hu, Chaochao,Yan, Siwei,Li, Zhuoer,Lian, Baohuan,Xu, Yang,Ding, Rong,Zeng, Zhiping,Zhang, Xiao-kun,Su, Ying
, p. 12871 - 12874 (2018)
Celastrol is one of the most studied natural products. Our studies show for the first time that celastrol can bind to its target protein via specific noncovalent interactions that position celastrol next to the thiol group of the reactive cysteine for reversible covalent bond formation. Such specific noncovalent interactions confer celastrol binding specificity and demonstrate the feasibility of improving the efficacy and selectivity of celastrol for therapeutic applications.
2-mercaptoethanol synthesis
-
Paragraph 25; 26, (2020/07/09)
A process comprising reacting, in a reactor having a fixed bed containing a solid catalyst which contains a zeolite, hydrogen sulfide and an oxirane in the presence of the solid catalyst to yield a reaction product with contains a mercapto-alcohol. A reactor system includes the reactor, an oxirane feed stream, a hydrogen sulfide feed stream, a fixed bed containing the solid catalyst placed inside the reactor, and an effluent stream containing the reaction product. The hydrogen sulfide and the oxirane are present in a mole ratio in a range of about 5:1 to 50:1.
Method for preparing thionocarbamates and co-producing 2-mercaptoethanol or O-alkylthioethyl xanthogenate
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Paragraph 0099; 0100, (2018/10/11)
The invention belongs to field of mineral flotation collecting agent materials and in particular discloses a method for preparing thionocarbamates. The method comprises the following steps: carrying out esterification reaction on xanthogenate and 2-halogenated ethanol to obtain O-alkyl-S-hydroxyethyl xanthogenate; carrying out ammonolysis reaction on the O-alkyl-S-hydroxyethyl xanthogenate and fatty amine to obtain a mixture of the thionocarbamates and 2-mercaptoethanol; after carrying out alkali washing on the mixture of the thionocarbamates and the 2-mercaptoethanol, carrying out oil-water separation, wherein an oil phase is the thionocarbamates and a water phase is 2-hydroxyethanethiol salt; carrying out acid washing on the 2-hydroxyethanethiol salt to obtain 2-mercaptoethanol. The invention further provides O-alkylthioethyl xanthogenate which is prepared by enabling the 2-hydroxyethanethiol salt and alkyl halide to react to obtain 2-alkylthioethyl ethanol and enabling the 2-alkylthioethyl ethanol to react with carbon disulfide and alkali. According to the method provided by the invention, the yield of the prepared thionocarbamates, 2-mercaptoethanol and O-alkylthioethyl xanthogenate is high and the purity is high; a product is easy to separate and purity and co-production is realized; the cost is saved and the reaction efficiency is also improved; the method is green and environmentally friendly.
