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2-IMINOTHIOLANE

CAS No.
4781-83-3
Chemical Name:
2-IMINOTHIOLANE
Synonyms
2-IMINOTHIOLANE HYDROCHLORIDE;TRAUT'S REAGENT;Nsc340007;2-Iminothiolane ,98%;dihydrothiophen-2(3H)-iMine;2-IMINOTHIOLANE;thiolan-2-iMine;2-IMINOTHIOLANE HCL;IMinothiolane hydrochlorid;2-THIOLANIMINE HYDROCHLORIDE
CBNumber:
CB7373482
Molecular Formula:
C4H7NS.ClH
Molecular Weight:
137.63
MDL Number:
MFCD00039013
MOL File:
4781-83-3.mol
Last updated:2023-05-09 09:30:50

2-IMINOTHIOLANE Properties

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)
FDA UNII W688HZV733

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P405-P501
Safety Statements  22-24/25
WGK Germany  3
1-3-10
HS Code  29349990

2-IMINOTHIOLANE price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I6256 2-Iminothiolane hydrochloride ≥98% (TLC), powder 4781-83-3 100mg $68.3 2024-03-01 Buy
Sigma-Aldrich I6256 2-Iminothiolane hydrochloride ≥98% (TLC), powder 4781-83-3 1g $212.8 2024-03-01 Buy
Alfa Aesar J60131 2-Iminothiolane hydrochloride 4781-83-3 250mg $178 2024-03-01 Buy
Alfa Aesar J60131 2-Iminothiolane hydrochloride 4781-83-3 1g $267 2024-03-01 Buy
Sigma-Aldrich I6256 2-Iminothiolane hydrochloride ≥98% (TLC), powder 4781-83-3 500mg $256 2024-03-01 Buy
Product number Packaging Price Buy
I6256 100mg $68.3 Buy
I6256 1g $212.8 Buy
J60131 250mg $178 Buy
J60131 1g $267 Buy
I6256 500mg $256 Buy

2-IMINOTHIOLANE Chemical Properties,Uses,Production

Chemical Properties

White Crystalline Solid

Uses

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..

Uses

Cross-linking reagent cleavable by thiols.

Uses

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.

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.]

2-IMINOTHIOLANE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Iminothiolane hydrochloride,2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent thiolan-2-iMine 2(3H)-ThiopheniMine,dihydro-, hydrochloride (1:1) 2-Iminothiolane hydrochloride >=98% (TLC), powder IMinothiolane hydrochlorid Traut's reagent,2-Iminothiolane hydrochloride Dihydrothiophen-2(3H)-imine hydrochloride 2-Iminothiolane hydrochloride≥ 98% (HPLC) 2-THIOLANIMINE HYDROCHLORIDE 2-IMINOTHIOLANE 2-IMINOTHIOLANE HCL METHYL 4-MERCAPTOBUTYRIMIDATE HYDROCHLORIDE DIHYDRO-2(3H)-THIOPHENIMINE HYDROCHLORIDE Methyl-4-mercaptobutyrimidate hydrochloride 2-Iminothiolane hydrochloride 2(3H)-Thiophenimine, dihydro-, hydrochloride 2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Trauts reagent 2-Furancarboxyaldehyde, Reagent 2(3H)-Thiophenimine, dihydro-, dihydrochloride thiolan-2-imine hydrochloride TRAUT'S REAGENT 2-IMINOTHIOLANE HYDROCHLORIDE dihydrothiophen-2(3H)-iMine 2-Iminothiolane ,98% Nsc340007 2-Aminothiolidine hydrochloride 4781-83-3 C4H7N1S1 C4H7NSHCl C4H8ClNS BioChemical Reagents for lysine modification Protein Modification Proteomics and Protein Expression Proteomics Specific Amino Acid Modification Protein Modification Reagents MTS and Sulfhydryl Active Reagents MTS & Sulfhydryl Active Reagents Sulfur & Selenium Compounds