ChemicalBook > CAS DataBase List > 2-IMINOTHIOLANE

2-IMINOTHIOLANE

Product Name
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;thiolan-2-iMine;2-IMINOTHIOLANE;Traut’s Reagent;Traut''s Reagent;2-IMINOTHIOLANE HCL
CBNumber
CB7373482
Molecular Formula
C4H7NS.ClH
Formula Weight
137.63
MOL File
4781-83-3.mol
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2-IMINOTHIOLANE Property

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
InChI
InChI=1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
InChIKey
ATGUDZODTABURZ-UHFFFAOYSA-N
SMILES
C1(=N)SCCC1.Cl
CAS DataBase Reference
4781-83-3(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
F 
1-3-10
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I6256
Product name
2-Iminothiolane hydrochloride
Purity
≥98% (TLC), powder
Packaging
100mg
Price
$70.4
Updated
2025/07/31
Sigma-Aldrich
Product number
I6256
Product name
2-Iminothiolane hydrochloride
Purity
≥98% (TLC), powder
Packaging
1g
Price
$274
Updated
2025/07/31
TCI Chemical
Product number
I0820
Product name
2-Iminothiolane Hydrochloride
Packaging
100MG
Price
$90
Updated
2025/07/31
Sigma-Aldrich
Product number
I6256
Product name
2-Iminothiolane hydrochloride
Purity
≥98% (TLC), powder
Packaging
500mg
Price
$264
Updated
2025/07/31
Usbiological
Product number
280410
Product name
2-Iminothiolane hydrochloride
Packaging
500mg
Price
$475
Updated
2021/12/16
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2-IMINOTHIOLANE Chemical Properties,Usage,Production

Chemical Properties

White Crystalline Solid

Uses

Cross-linking reagent cleavable by thiols.

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

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 Suppliers

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View Lastest Price from 2-IMINOTHIOLANE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
2-iminothiolane 4781-83-3
Price
US $3.90-5.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-13
Shaanxi Dideu Medichem Co. Ltd
Product
2-Iminothiolane hydrochloride 4781-83-3
Price
US $1.00-22.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100000KG
Release date
2024-07-18

4781-83-3, 2-IMINOTHIOLANERelated Search:

N-Hydroxysulfosuccinimide sodium salt N-Succinimidyl S-Acetylthioglycolate 2-IMINOTHIOLANE HYDROCHLORIDE (TRAUT'S REAGENT) 5-methyl-2-iminothiolane 6 ASP PEPTIDE WITH TRAUT'S REAGENT (2-IMINOTHIOLANE) 2-IMINOTHIOLANE

  • Nsc340007
  • 2-Iminothiolane ,98%
  • 2-Iminothiolane hydrochloride,2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent
  • thiolan-2-iMine
  • dihydrothiophen-2(3H)-iMine
  • 2(3H)-ThiopheniMine,dihydro-, hydrochloride (1:1)
  • 2-Iminothiolane hydrochloride >=98% (TLC), powder
  • IMinothiolane hydrochlorid
  • thiolan-2-imine hydrochloride
  • Traut's reagent,2-Iminothiolane hydrochloride
  • Dihydrothiophen-2(3H)-imine hydrochloride
  • 2-Iminothiolane hydrochloride≥ 98% (HPLC)
  • TRAUT'S REAGENT
  • 2-THIOLANIMINE HYDROCHLORIDE
  • 2-IMINOTHIOLANE
  • 2-IMINOTHIOLANE HCL
  • 2-IMINOTHIOLANE HYDROCHLORIDE
  • 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
  • 2-Aminothiolidine hydrochloride
  • Traut''s reagent, RNA-protein crosslinking (sulfhydryl addition) agent
  • Traut’s Reagent
  • Traut''s Reagent
  • 2-Iminothiolane HCl, 10 mM in DMSO
  • Traut's reagent, RNA-protein crosslinking (sulfhydryl addition) agent
  • Traut's reagent, RNA-protein crosslinking (sulfhydryl addition) agent
  • 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