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HomeProduct name list2-IMINOTHIOLANE

2-IMINOTHIOLANE

Synonym(s):2IT;2-Thiolanimine hydrochloride;Dihydro-2(3H)-thiophenimine hydrochloride;Traut’s reagent

  • CAS NO.:4781-83-3
  • Empirical Formula: C4H7NS.ClH
  • Molecular Weight: 137.63
  • MDL number: MFCD00039013
  • EINECS: 800-330-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
2-IMINOTHIOLANE Structural

What is 2-IMINOTHIOLANE?

Chemical properties

White Crystalline Solid

The Uses of 2-IMINOTHIOLANE

2-Iminothiolane hydrochloride is predominantly used as an amine reactive at pH 7-10 and is also an effective thiolation reagent for polysaccharides. It is also used as a RNA-protein crosslinking reagent as well as useful in cross-linking proteins..

The Uses of 2-IMINOTHIOLANE

2-Iminothiolane hydrochloride is a valuable tool in studies of cellular organelles and oligomeric enzymes, using the techniques of protein-protein cross-linking. It may also be used to introduce reactive sulfhydryl groups into proteins for subsequent reaction with alkylating agents or heavy metal compounds.

The Uses of 2-IMINOTHIOLANE

Cross-linking reagent cleavable by thiols.

What are the applications of Application

2-Iminothiolane, Hydrochloride is a thiolane derivitization agent

General Description

2-Iminothiolane hydrochloride (2-IT.HCl), a protein modification reagent, is commonly employed to attach thiol groups to proteins and peptides. Raman spectroscopic analysis of hair keratin fibers modified with 2-IT.HCl showed the formation of new disulfide groups.

Purification Methods

Recrystallise the hydrochloride from MeOH/Et2O (m 187-192o) or (MeOH/Me2CO), but after sublimation at ~180o/0.2mm the melting point rises to 202-203o. It has 1HNMR with 2.27 (2H, t), 3.25 (2H, t) and 3.52 (2H, t) in (CD3)2SO. [King et al. Biochemistry 17 1499 1978.] The free base is purifed by vacuum distillation (b 71-72o/6mm) with IR (film) with 1700 (C=N)cm-1 and 1HNMR (CDCl3) with at 3.58 (2H, t) and max 2.10-2.8 (4H, m). The free base is stable on storage but slowly hydrolyses in aqueous solutions with half-lives at 25o of 390hours at pH 9.1, 210hours at pH 10 and 18hours at pH 11. [Traut et al. Biochemistry 12 3266 1973, Biochemistry 17 399 1978, Alagon & King Biochemistry 19 4343 1980, Beilstein 17/9 V 12.]

Properties of 2-IMINOTHIOLANE

Melting point: 198-201 °C(lit.)
storage temp.  2-8°C
solubility  H2O: 100 mg/mL
form  powder
color  White to Off-White
Water Solubility  Freely soluble in water
BRN  3620079
CAS DataBase Reference 4781-83-3(CAS DataBase Reference)

Safety information for 2-IMINOTHIOLANE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for 2-IMINOTHIOLANE

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