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A15890 2-Mercaptoethanol, 98+%

CAS Number
60-24-2
Synonyms
Thioethylene glycol
Thioglycol

Stock No. Size Price ($) Quantity Availability
A15890-30 250g 27.50
A15890-0B 1000g 74.80
A15890-0I 5000g 304.00
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2-Mercaptoethanol, 98+%

MDL
MFCD00004890
EINECS
200-464-6

Chemical Properties

Formula
HSCH2CH2OH
Formula Weight
78.13
Melting point
-100°
Boiling Point
156-158°
Flash Point
73°(163°F)
Density
1.114
Refractive Index
1.500
Storage & Sensitivity
Hygroscopic. Air Sensitive. Ambient temperatures.
Solubility
Miscible with water, alcohol, ether, benzene and other organic solvents.

Applications

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.

Notes

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

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H301+H331-H310-H315-H317-H318-H373

Combustible liquid. Toxic if swallowed. Toxic if inhaled. Fatal in contact with skin. Causes skin irritation. May cause an allergic skin reaction. Causes serious eye damage. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P210-P235-P260-P262-P264b-P270-P271-P272-P280-P301+P310-P302+P350-P304+P340-P305+P351+P338-P310-P311-P314-P330-P333+P313-P361-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Do not breathe dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Gently wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician. Get medical advice/attention if you feel unwell. Rinse mouth. If skin irritation or rash occurs: Get medical advice/attention. Remove/Take off immediately all contaminated clothing. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,5869
Beilstein
773648
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2930.90
TSCA
Yes
RTECS
KL5600000

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