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60-24-2 - 2-Mercaptoethanol, 98+% - Thioethylene glycol - Thioglycol - A15890 - Alfa Aesar

A15890 2-Mercaptoethanol, 98+%

Codice CAS
60-24-2
Sinonimi
Thioethylene glycol
Thioglycol

Dimensioni Prezzo ($) Quantità Disponibilità
250g 26,20
1000g 71,20
5000g 295,00
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2-Mercaptoethanol, 98+%

MDL
MFCD00004890
EINECS
200-464-6

Proprietà chimiche

Formula
HSCH2CH2OH
Peso formula
78.13
Punto di fusione
-100°
Punto di ebollizione
156-158°
Punto di infiammabilità
73°(163°F)
Densità
1.114
Indice di rifrazione
1.500
Sensibilità
Air Sensitive & Hygroscopic
Solubilità
Miscible with water, alcohol, ether, benzene and other organic solvents.

Applicazioni

Solubilizes proteins by reducing disulfide linkages2-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.

Note

Hygroscopic. Air sensitive and heat sensitive. Incompatible with metals, strong acids, heavy metal salts and oxidizing agents. Store in a cool place.

Letteratura

Protective agent for preventing oxidation of thiol groups in proteins: Enzyme Assays, R. Eisenthal and M. J. Danson, Eds., OUP, Oxford (1992), p 265.

In the presence of BF3 etherate, reacts with carbonyl compounds to give monothioacetals (1,3-oxathiolanes): J. Org. Chem., 33, 2133 (1968). Amberlyst 15 is also effective: Synthesis, 1826 (2001), as is In(OTf)3: Synlett, 1535 (2002). 1,3-Oxathiolanes can be prepared from acid-sensitive aldehydes with LiBH4 as catalyst in acetonitrile: Synlett, 238 (2001). Cleavage can be effected, e.g. with chloramine-T: Tetrahedron Lett., 3445 (1971), isoamyl nitrite: Tetrahedron. Lett., 3561 (1978), or periodic acid: Tetrahedron Lett., 37, 4331 (1996). Selective cleavage of oxathiolanes in the presence of dithiolanes has been achieved with triphenylcarbenium tetrafluoroborate: J. Chem. Soc., Perkin 1, 542 (1972), or 4-nitrobenzaldehyde catalyzed by TMS-OTf: J. Chem. Soc. Chem. Commun., 1937 (1994). Compare 1,2-Ethanedithiol, L12865.

2-Mercaptoethanol is a reagent for the specific cleavage of the N-dithiasuccinimide protecting group from amines. See Chlorocarbonyl­sulfenyl­ chloride, L06432.

Sugimoto, Y.; Kitazumi, Y.; Shirai, O.; Yamamoto, M.; Kano, K. Role of 2-mercaptoethanol in direct electron transfer-type bioelectrocatalysis of fructose dehydrogenase at Au electrodes. Electrochim. Acta 2015, 170, 242-247.

Mohebbi, S.; Eslami, S. Electrocatalytic oxidation of 2-mercaptoethanol using modified glassy carbon electrode by MWCNT in combination with unsymmetrical manganese(II) Schiff base complexes. Mater. Res. Bull. 2015, 66, 219-225.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H301-H310-H315-H318-H317-H335

Combustible liquid. Toxic if swallowed. Fatal in contact with skin. Causes skin irritation. Causes serious eye damage. May cause an allergic skin reaction. May cause respiratory irritation.

Dichiarazioni precauzionali: P210u-P261-P301+P310a-P305+P351+P338-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,5869
Beilstein
773648
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2930.90
TSCA
Yes
RTECS
KL5600000

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