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2-Mercaptoethanol

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2-Mercaptoethanol Basic information

Product Name:
2-Mercaptoethanol
Synonyms:
  • 2-Mercaptoethyl alcohol
  • 2-mercaptoethylalcohol
  • 2-Sulfanylethanol
  • MONOTHIOETHYLENE GLYCOL
  • beta-Hydroxyethanethiol
  • beta-Hydroxyethylmercaptan
  • Emery 5791
  • emery5791
CAS:
60-24-2
MF:
C2H6OS
MW:
78.13
EINECS:
200-464-6
Product Categories:
  • Solvent
  • Life Science Chemical Reagents
  • Industrial/Fine Chemicals
  • Antioxidant
  • Reagents for Electrophoresis
  • Miscellaneous Reagents, Sulfur & Selenium Compounds
  • Biochemistry
Mol File:
60-24-2.mol
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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
Flash point:
165 °F
storage temp. 
Store below +30°C.
solubility 
H2O: 1 mL/mL
form 
liquid
pka
9.72(at 25℃)
color 
Clear colorless to slightly yellow
Specific Gravity
1.119 (20/4℃)
Odor
Disagreeable odor
PH Range
4.5 - 6 at 500 g/l at 20 °C
PH
4.5-6 (500g/l, H2O, 20℃)
explosive limit
2.3-18%(V)
Water Solubility 
soluble
FreezingPoint 
<100℃
Sensitive 
Air Sensitive & Hygroscopic
λmax
λ: 260 nm Amax: 1.5
λ: 280 nm Amax: 0.3
JECFA Number
1925
Merck 
14,5869
BRN 
773648
Stability:
Air Sensitive
LogP
-0.20
CAS DataBase Reference
60-24-2(CAS DataBase Reference)
NIST Chemistry Reference
Ethanol, 2-mercapto-(60-24-2)
EPA Substance Registry System
2-Mercaptoethanol (60-24-2)
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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 Temperature
295 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29309070
Hazardous Substances Data
60-24-2(Hazardous Substances Data)

MSDS

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2-Mercaptoethanol Usage And Synthesis

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.

Air & Water Reactions

No rapid reaction with air. No rapid reaction with water.

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.

Hazard

Toxic by inhalation and ingestion.

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.]

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