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L04924 2-Mercaptothiazoline, 98+%

CAS Number
96-53-7
Synonyms
2-Thiazolinethiol

Stock No. Size Price ($) Quantity Availability
L04924-22 100g 31.20
L04924-36 500g 107.00
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2-Mercaptothiazoline, 98+%

MDL
MFCD00126013
EINECS
202-512-1

Chemical Properties

Formula
C3H5NS2
Formula Weight
119.21
Melting point
103-107°
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in chloroform, methanol. Slightly soluble in water.

Applications

2-Mercaptothiazoline, is used in the chain-lengthening of alkyl halides by trans-iodopropenylenation. 2-Mercaptothiazoline is an antithyroid agent that strongly reduces thyroid hormone levels. 2-Mercaptothiazoline is also used as an intermediate in the preparation of biologically active compounds. It is also used as a tool for highly selective chiral synthesis of penam- and carbapenam-type β-lactam antibiotics.

Notes

Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents.

Literature References

Lei Tao et. al. Synthesis and bioactivity of poly(HPMA)-lysozyme conjugates: the use of novel thiazolidine-2-thione coupling chemistry. Organic & Biomolecular Chemistry. span>2009, 7,(17), 3481-3485 .

Newton L Dias Filho et. al. Preparation of a clay-modified carbon paste electrode based on 2-thiazoline-2-thiol-hexadecylammonium sorption for the sensitive determination of mercury. Analytical Sciences. span>2005, 21,(11), 1309-1316 .

Used in the chain-lengthening of alkyl halides by trans-iodopropenylenation: Org. Synth. Coll., 6, 704 (1988):

Reaction with ɑ-bromo esters gives the S-alkoxycarbonylmethyl derivatives, which can be C-alkylated by alkyl halides, using NaH as base. Sulfur-free products can be obtained by reduction (Zn/AcOH) to give the substituted acetic acid, or by reaction with iodidomethane to give the corresponding ɑ-iodo ester: Tetrahedron Lett., 2677 (1977).

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H315-H319-H335

Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. 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. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: 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 if you feel unwell. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
106332
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2934.10
TSCA
Yes
RTECS
XJ6122000

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