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2-Mercaptoethanol

CAS No.
60-24-2
Chemical Name:
2-Mercaptoethanol
Synonyms
MERCAPTOETHANOL;2-ME;β-Mercaptoethanol;BME;2-HYDROXYETHANETHIOL;B-Mercaptoethanol;2-HYDROXY-1-ETHANETHIOL;BETA-MERCAPTOETHANOL;THIOGLYCOL;2-THIOETHANOL
CBNumber:
CB8215961
Molecular Formula:
C2H6OS
Molecular Weight:
78.13
MDL Number:
MFCD00004890
MOL File:
60-24-2.mol
MSDS File:
SDS
Last updated:2023-05-25 18:01:19

2-Mercaptoethanol 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℃)
Specific Gravity 1.119 (20/4℃)
color Clear colorless to slightly yellow
PH 4.5-6 (500g/l, H2O, 20℃)
Odor Disagreeable odor
PH Range 4.5 - 6 at 500 g/l at 20 °C
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
Indirect Additives used in Food Contact Substances 2-MERCAPTOETHANOL
Substances Added to Food (formerly EAFUS) 2-MERCAPTOETHANOL
CAS DataBase Reference 60-24-2(CAS DataBase Reference)
FDA UNII 14R9K67URN
NIST Chemistry Reference Ethanol, 2-mercapto-(60-24-2)
EPA Substance Registry System 2-Mercaptoethanol (60-24-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H301+H331-H310-H315-H317-H318-H361d-H373-H410
Precautionary statements  P273-P280-P301+P310-P302+P352+P310-P304+P340+P311-P305+P351+P338
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
NFPA 704
2
3 1

2-Mercaptoethanol Chemical Properties,Uses,Production

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.

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.

Definition

ChEBI: 2-Mercaptoethanol is a primary alcohol and an alkanethiol. It has a role as a geroprotector.

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.]

2-Mercaptoethyl alcohol MONOTHIOETHYLENE GLYCOL beta-Hydroxyethanethiol beta-Hydroxyethylmercaptan Emery 5791 emery5791 ethanol,2-mercapto- Ethylene glycol, monothio- ethyleneglycol,monothio- Ethylenethioglycol Ethylenethionglycol mercapto-2ethanol mercaptoethanol(non-specificname) monothio-ethyleneglyco Monothioglycol Sipomer 2ME Thiomonoglycol USAF ek-4196 usafek-4196 2-MERCAPTOETHANOL,REAGENT 2-Mercaptoethanol [for Electrophoresis] Mercaptoethanol, 2- b-Mercaptoeptoethanol 2-MERCAPTOETHANOL pure 2-Mercaptoethanol,99%,extra pure 2-Mercaptoethanol MCH 2-Mercaptoethanol >=99.0% 2-Mercaptoethanol, OMniPur(R) 2-Hydroxyethyl Mercaptan Thioglycol GUANIDINE HCL W/OA MEDIABAG T MAX RECOVERY DILUENT 10L MLBT MODIFIED LETHEEN BROTH+TWEEN BAG 3L 2-Mercaptoethanol(β-Mercaptoethanol) ME,βME,2-hydroxy-1-ethanethiol HYDROXYETHYL MERCAPTAN 2-HYDROXYETHYLMERCAPTAN 2-MERCAPTHOETHANOL 2-MERCAPTOETHANOL 2-MERCAPTOETHANOL CELL CULTURE TESTED 2-MERCAPTOETHANOL, A PRODUCT OF ELF ATOC HEM (2ME) 2-MERCAPTOETHANOL, FOR MOLECULAR BIOLOGY 2-MERCAPTOETHANOL ELECTROPHORESIS*REAGEN T 2-MERCAPTOETHANOL MOLECULAR BIOLOGY*REAG ENT 2-MERCAPTOETHANOL MOLECULAR BIOLOGY GRADE 99.9% 2-MERCAPTOETHANOL PROTEOMICS 2-MERCAPTOETHANOL CELL CULTURE REAGENT 99.9% 2-MercaptoethanolForSynthesis 2-MercaptoethanolGr 2-Mercaptoethanol~99% 2-Mercaptoethanol,98+% 2-Mercaptoethanol, extra pure, 99% 2-MERCAPTOETHANOL,ELECTROPHORESISGRADE 2-MERCAPTOETHANOL, FOR MOLECULAR BIO β-Mercaptoethanol, Molecular Biology Grade ?-hydroxyethanethiol 1-Ethanol-2-thiol 1-Hydroxy-2-mercaptoethane 1-Mercapto-2-hydroxyethane