2-Mercaptoethanol

2-Mercaptoethanol Basic information
Product Name:2-Mercaptoethanol
Synonyms:2-Mercaptoethyl alcohol;MONOTHIOETHYLENE GLYCOL;beta-Hydroxyethanethiol;beta-Hydroxyethylmercaptan;Emery 5791;emery5791;ethanol,2-mercapto-;Ethylene glycol, monothio-
CAS:60-24-2
MF:C2H6OS
MW:78.13
EINECS:200-464-6
Product Categories:Solvent;Life Science Chemical Reagents;Miscellaneous Reagents, Sulfur & Selenium Compounds;Industrial/Fine Chemicals;Reagents for Electrophoresis;Antioxidant;Biochemistry
Mol File:60-24-2.mol
2-Mercaptoethanol Structure
2-Mercaptoethanol Chemical Properties
Melting point -100 °C
Boiling point 157 °C (lit.)
density 1.114 g/mL at 25 °C (lit.)
vapor density 2.69 (vs air)
vapor pressure 1 mm Hg ( 20 °C)
refractive index n20/D 1.500(lit.)
FEMA 4582 | 2-HYDROXYETHANETHIOL
Fp 165 °F
storage temp. Store below +30°C.
solubility H2O: 1 mL/mL
form liquid
pka9.72(at 25℃)
Specific Gravity1.119 (20/4℃)
color Clear colorless to slightly yellow
PH4.5-6 (500g/l, H2O, 20℃)
OdorDisagreeable odor
PH Range4.5 - 6 at 500 g/l at 20 °C
explosive limit2.3-18%(V)
Water Solubility soluble
FreezingPoint <100℃
Sensitive Air Sensitive & Hygroscopic
λmaxλ: 260 nm Amax: 1.5
λ: 280 nm Amax: 0.3
JECFA Number1925
Merck 14,5869
BRN 773648
Stability:Air Sensitive
LogP-0.20
CAS DataBase Reference60-24-2(CAS DataBase Reference)
NIST Chemistry ReferenceEthanol, 2-mercapto-(60-24-2)
EPA Substance Registry System2-Mercaptoethanol (60-24-2)
Safety Information
Hazard Codes T,N
Risk 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
3-10-13-23
Autoignition Temperature295 °C
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29309070
Hazardous Substances Data60-24-2(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Hydroxy-1-ethanethiol English
SigmaAldrich English
ALFA English
2-Mercaptoethanol Usage And Synthesis
Chemical Properties2-mercaptoethanol(bME) is a clear colorless liquid. It is a popular effective reducer, but extremely pungent.
Uses2-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.
Application2-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.
DefinitionChEBI: 2-Mercaptoethanol is a primary alcohol and an alkanethiol. It has a role as a geroprotector.
General DescriptionA water-white liquid. May be toxic by ingestion, inhalation, or skin absorption.
Air & Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Reactivity ProfileOrganosulfides, 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.
HazardToxic by inhalation and ingestion.
Health HazardTOXIC; 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 HazardCombustible 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 ProfilePoison 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 MethodsPurify 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.]
METHYL (METHYLSULFINYL)ACETATE,80% TECH. 3-METHYLTHIO-1,2-PROPANEDIOL BIS(CARBOXYMETHYL) TRITHIOCARBONATE REACTIVE BLACK 5 BME VITAMINS SOLUTION CARBOXYMETHYLMERCAPTOSUCCINIC ACID Basal Medium Eagle (BME) w/Earle’,s, L-Glutamine (Powder) S-CARBOXYMETHYL-L-CYSTEINE 2-MERCAPTOETHANOL (D6, 98%) METHYL (PHENYLSULFINYL)ACETATE 2-Thiobarbituric acid BME AMINO ACIDS WITHOUT L-GLUTAMINE BME - BASAL MEDIUM (EAGLE) WITHOUT L-GLUTAMINE BME AMINO ACIDS 2-MERCAPTOETHANOL-1 1 2 2-D4 (98% CP) 98 CHLOROPHOSPHONAZO III (ETHANEDIYLIDENETETRATHIO)TETRAACETIC ACID Potassium thioacetate

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