60-24-2

Basic information

• Product Name: 2-Sulfanylethanol
• Synonyms: 2-Mercaptoethyl alcohol;2-mercaptoethylalcohol;2-Sulfanylethanol;beta-Hydroxyethanethiol;beta-Hydroxyethylmercaptan;Emery 5791;emery5791;ethanol,2-mercapto-
• CAS NO: 60-24-2
• Molecular Formula: C₂H₆OS
• Molecular Weight: 78.13
• EINECS: 200-464-6
• Product Categories: Industrial/Fine Chemicals;Antioxidant;Biochemistry;Reagents for Electrophoresis;Life Science Chemical Reagents;Miscellaneous Reagents, Sulfur & Selenium Compounds;Solvent
• Mol File: 60-24-2.mol

Chemical Properties

• Melting Point: -100 °C
• Boiling Point: 157 °C(lit.)
• Flash Point: 165 °F
• Appearance: Clear colorless to slightly yellow/liquid
• Density: 1.115 g/mL at 20 °C
• Vapor Density: 2.69 (vs air)
• Vapor Pressure: 1 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.500(lit.)
• Storage Temp.: 2-8°C
• Solubility: H2O: 1 mL/mL
• PKA: 9.72(at 25℃)
• Explosive Limit: 2.3-18%(V)
• Water Solubility: soluble
• Sensitive: Air Sensitive & Hygroscopic
• Merck: 14,5869
• BRN: 773648
• CAS DataBase Reference: 2-Sulfanylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Sulfanylethanol(60-24-2)
• EPA Substance Registry System: 2-Sulfanylethanol(60-24-2)

Safety Data

• Hazard Codes: T,N
• Statements: 20/22-24-34-51/53-36/37/38-22-23/24/25-50/53-48/22-43-41-38
• Safety Statements: 26-36/37/39-45-61-29-23-27-60
• RIDADR: UN 2966 6.1/PG 2
• WGK Germany: 3
• RTECS: KL5600000
• F: 3-10-13-23
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 60-24-2(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry and Immunology:
2-Mercaptoethanol is used as a reducing agent in the study of the immune system's activity. It aids in solubilizing proteins by reducing disulfide linkages, which is crucial for maintaining the structure and function of certain proteins.
Used in Cellular Imaging and Drug Delivery:
In the field of cellular imaging and drug delivery, 2-Mercaptoethanol is utilized in the preparation of nano-graphene and multifunctional polymeric micelles. These materials are employed for specific targeting of tumor disruption and are essential in advancing cancer research and treatment.
Used in Electrophoresis and Amino Acid Detection:
As a reducing agent, 2-Mercaptoethanol is also used in electrophoresis, amino acid detection, and distinguishing between single-stranded (ssDNA) and double-stranded (dsDNA) DNA. Its reducing properties make it a valuable tool in molecular biology and forensic science.
Used in the Chemical Industry:
2-Mercaptoethanol is employed in the preparation of PVC heat stabilizers and serves as a chain transfer agent in the manufacture of PVC. This application highlights its versatility in the chemical industry.
Used in RNA Isolation Procedures:
In molecular biology, 2-Mercaptoethanol is used in some RNA isolation procedures to eliminate ribonuclease, an enzyme that degrades RNA. This helps maintain the integrity of the RNA during the isolation process.
Used as a Corrosion Inhibitor and Ore Floatation Agent:
In the mining and metallurgical industries, 2-Mercaptoethanol is utilized as a corrosion inhibitor and ore floatation agent. Its properties make it an effective additive for enhancing the efficiency of these processes.

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.]

InChI:InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H2

Upstream product

• 1892-29-1 bis(2-hydroxyethyl) disulfide 
• 107-07-3 2-chloro-ethanol 
• 27565-41-9 1,4-dithio-D,L-threitol 
• 70-18-8 GLUTATHIONE 
• 3884-47-7 dihydrolipoamide 
• 68570-60-5 2-hydroxy-ethylsulfanyl 
• 33735-40-9 2,2-diphenyl-1,3-oxathiolane 
• 140-10-3 (E)-3-phenylacrylic acid 
• 97422-15-6 2-(3,3-dimethyl-2-phenyl)aziridinyl-β-hydroxyethyl sulfide 
• 67610-65-5 4,4-diphenyl-3,5-dithiaheptane-1,7-diol 
• 79-10-7 acrylic acid 
• 637-44-5 phenylpropyolic acid 
• 70-49-5 DL-thiomalic acid 
• 67616-44-8 2-hydroxy-S-nitrosoethanethiol 

Downstream Products

• 5842-22-8 thiocarbonic acid O-ethyl ester-S-(2-hydroxy-ethyl ester) 
• 5628-96-6 ethyl 2-mercaptoethyl carbonate 
• 77555-27-2 2-(β-hydroxyethylthio)pyridine 
• 111-48-8 2,2'-thiobis-ethanol 
• 177-15-1 1-oxa-4-thia-spiro[4.5]decane 
• 22391-05-5 2-(4-chlorophenyl)-1,3-oxathiolane 
• 955-59-9 2-(2,4-dinitro-phenyldisulfanyl)-ethanol 
• 1226-99-9 2-(benzoylthio)ethyl benzoate 
• 73623-20-8 (4-methoxy-phenyl)-carbamic acid-(2-mercapto-ethyl ester) 
• 73623-21-9 (4-methoxy-phenyl)-thiocarbamic acid S-(2-hydroxy-ethyl ester) 
• 53484-82-5 2-methoxy-[1,4]oxathiane 
• 6538-93-8 5,6-dihydro-1,4-oxathiine 
• 107954-65-4 5,6-dihydro-2,3-dimethyl-1,4-oxathiine 
• 1102-32-5 1-(4-nitro-benzoylmercapto)-2-(4-nitro-benzoyloxy)-ethane 

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