2-Iminothiolane hydrochloride - ≥95% , CAS No.4781-83-3

CAS: 4781-83-3 Cat. No.: I492458 Molecular Weight: 137.63 Beilstein Registry Number: 3620079 EC Number: 800-330-2
AVAILABLE TO ORDER
GRADE & PURITY ≥95%
Synonyms
2IT | 2(3H)-Thiophenimine, hydrochloride | NCGC00260958-01 | 2-IT | Orafuran | Trauts reagent | Traut's reagent | AKOS015898834 | DTXSID60524217 | 2(3H)-Thiophenimine, dihydrochloride | PD171658 | 2-Iminothiolane hydrochloride | ATGUDZODTABURZ-UHFFFAOYSA-
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
100mg
I492458-100mg
3

$16.90

$25.90
Save $9.00 (34.75%)
250mg
I492458-250mg
3

$27.90

$41.90
Save $14.00 (33.41%)
1g
I492458-1g
3

$74.90

$112.90
Save $38.00 (33.66%)
5g
I492458-5g
3

$369.90

$554.90
Save $185.00 (33.34%)
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Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 40 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Product Describtion:

2-Iminothiolane, Hydrochloride is a thiolating agent that is useful in cross-linking proteins.
A thiolane derivitization agent.

Odor unpleasant, sulfurous


Product 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).

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.

Specifications

Synonyms
2IT | 2(3H)-Thiophenimine, hydrochloride | NCGC00260958-01 | 2-IT | Orafuran | Trauts reagent | Traut's reagent | AKOS015898834 | DTXSID60524217 | 2(3H)-Thiophenimine, dihydrochloride | PD171658 | 2-Iminothiolane hydrochloride | ATGUDZODTABURZ-UHFFFAOYSA-
Specifications & Purity
≥95%
Storage
Store at 2-8°C, Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥95%
Names and Identifiers
Canonical SmilesC1CC(=N)SC1.Cl
IUPAC Namethiolan-2-imine;hydrochloride
InChIKeyATGUDZODTABURZ-UHFFFAOYSA-N
INCHI1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
Isomeric SMILES C1CC(=N)SC1.Cl
WGK Germany 3
Molecular Weight 137.63
Beilstein 3620079
Reaxy-Rn 3620079
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3620079&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganosulfur compounds
ClassImidothioesters
SubclassImidothiolactones
Intermediate Tree Nodes Not available
Direct ParentImidothiolactones
Alternative Parents Thiolanes  Organonitrogen compounds  Hydrochlorides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Imidothiolactone - Thiolane - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as imidothiolactones. These are analogs of imidolactones where the oxygen atom is replaced by a sulfur atom. They have the general structure RC(=N)SR' where the central carbon atom is part of a ring. R,R' = organyl group.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

13 results found

Lot NumberCertificate TypeDateItem
C2430090Certificate of AnalysisApr 12, 2024 I492458
C2430091Certificate of AnalysisApr 12, 2024 I492458
G2507041Certificate of AnalysisApr 12, 2024 I492458
F2425422Certificate of AnalysisApr 01, 2024 I492458
C2407133Certificate of AnalysisMar 16, 2024 I492458
C2407134Certificate of AnalysisMar 16, 2024 I492458
C2407135Certificate of AnalysisMar 16, 2024 I492458
C2407136Certificate of AnalysisMar 16, 2024 I492458
E2310272Certificate of AnalysisMay 16, 2023 I492458
E2310273Certificate of AnalysisMay 16, 2023 I492458
E2310280Certificate of AnalysisMay 16, 2023 I492458
E2310344Certificate of AnalysisMay 16, 2023 I492458
F2526064Certificate of AnalysisMay 16, 2023 I492458

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Chemical and Physical Properties
SolubilitySoluble in Methanol and Water.
SensitivityMoisture sensitive
Melt Point(°C)198-201°C
Molecular Weight137.630 g/mol
XLogP3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass137.007 Da
Monoisotopic Mass137.007 Da
Topological Polar Surface Area49.200 Ų
Heavy Atom Count7
Formal Charge0
Complexity69.900
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Documents & Articles
Citations of This Product
References
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