2-Iminothiolane hydrochloride
SIGMA/I6256 - ≥98% (TLC), powder
Synonym: 2-Thiolanimine hydrochloride; 2IT; Dihydro-2(3H)-thiophenimine hydrochloride; Traut’s reagent
CAS Number: 4781-83-3
Empirical Formula (Hill Notation): C4H7NS · HCl
Molecular Weight: 137.63
MDL Number: MFCD00039013
Linear Formula: C4H7NS · HCl
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6256-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6256-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6256-500MG
| assay | ≥98% (TLC) |
| form | powder |
| functional group | thioether |
| impurities | ≤5% Free sulfhydryl groups |
| InChI | 1S/C4H7NS.ClH/c5-4-2-1-3- |
| InChI key | ATGUDZODTABURZ-UHFFFAOYSA |
| mp | 198-201 °C (lit.) |
| Quality Level | 200  |
| SMILES string | N=C1SCCC1.Cl |
| solubility | H2O: 100 mg/mL |
| storage temp. | 2-8°C |
| Application: | 2-Iminothiolane hydrochloride has been used in the synthesis of thiolated PEG (poly(ethylene glycol). It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol). |
| Application: | Thiolating reagent for primary amines. Reacts at pH 7-10 by amidine bond to present free sulfhydryl. Useful in preparation of disulfide and/or thioether linked conjugates. |
| 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. |
| Other Notes: | Note that the amidine linkage preserves original primary amine positive charge. Incorporates a five atom linker. |
| Packaging: | 1 g in glass bottle |
| Packaging: | 100, 500 mg in glass bottle |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 |
| Precautionary statements | P264 - P270 - P301 + P310 - P405 - P501 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (TLC) |
| mp | 198-201 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352100 |