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1,1'-Thiocarbonyldiimidazole

Product Name
1,1'-Thiocarbonyldiimidazole
CAS No.
6160-65-2
Chemical Name
1,1'-Thiocarbonyldiimidazole
Synonyms
TCDI;Di(1H-imidazol-1-yl)methanethione;1,1-THIOCARBONYLDIIMIDAZOLE;Thiocarbonyl diimidazole;bis(1H-imidazol-2-yl)methanethione;DiiMidaz;diimidazoL;1,1'-THIOCARBONYL;1,1'-Thiocarbonyldii;Thiocarbonylbisimidazole
CBNumber
CB0280138
Molecular Formula
C7H6N4S
Formula Weight
178.21
MOL File
6160-65-2.mol
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1,1'-Thiocarbonyldiimidazole Property

Melting point:
98-102 °C(lit.)
Boiling point:
342°C (rough estimate)
Density 
1.3046 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in terahydrofuran, toluene and dichloromethane.
pka
1.96±0.10(Predicted)
form 
Powder
color 
Bright yellow
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
BRN 
609349
Stability:
Stable, but air and moisture sensitive. Incompatible with strong oxidizing agents, strong acids.
InChIKey
RAFNCPHFRHZCPS-UHFFFAOYSA-N
CAS DataBase Reference
6160-65-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
22-34
Safety Statements 
22-24/25-45-36/37/39-26
WGK Germany 
3
F 
9-21
Hazard Note 
Irritant/Keep Cold/Moisture Sensitive
HS Code 
29332900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
156051
Product name
1,1′-Thiocarbonyldiimidazole
Purity
technical grade, 90%
Packaging
5g
Price
$58.3
Updated
2024/03/01
Sigma-Aldrich
Product number
156051
Product name
1,1′-Thiocarbonyldiimidazole
Purity
technical grade, 90%
Packaging
10g
Price
$110
Updated
2024/03/01
TCI Chemical
Product number
C1376
Product name
1,1'-Thiocarbonyldiimidazole
Purity
>95.0%(GC)(T)
Packaging
5g
Price
$146
Updated
2024/03/01
TCI Chemical
Product number
C1376
Product name
1,1'-Thiocarbonyldiimidazole
Purity
>95.0%(GC)(T)
Packaging
25g
Price
$508
Updated
2024/03/01
Alfa Aesar
Product number
B22008
Product name
1,1'-Thiocarbonyldiimidazole, tech 90%
Packaging
10g
Price
$105
Updated
2024/03/01
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1,1'-Thiocarbonyldiimidazole Chemical Properties,Usage,Production

Chemical Properties

yellow powder

Uses

1,1'-Thiocarbonyldiimidazole is used as a reagent for the deoxygenation of alcohols with tributyltin hydride and diols with lithium aluminum hydride. It is also used to deoxygenate carboxylic monosaccharide analogues. Further, it is a useful reagent involved in biochemical synthesis. In addition to this, it is used to prepare 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole by reacting with 4,4'-dimethoxy-benzhydrol.

Application

1,1′-Thiocarbonyldiimidazole (TCDI) is generally used as a reagent to carry out the deoxygenation of vicinal diols by forming cyclic thionocarbonate in Corey-Winter alkene synthesis.
It is used as a reagent in the enantioselective total synthesis of (+)-hapalindole Q, 12-epi-fischerindole U and welwitindolinone A.
It is also used in the preparation of trithiocarbonates, xanthates, and dithiocarbamates as chain transfer agents for the reversible addition fragmentation chain transfer and macromolecular design (RAFT/ MADIX) polymerization.

Uses

1,1’Thiocarbonyldiimidazole can be used to deoxygenate carboxylic monosaccharide analogues.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 337, 1978 DOI: 10.1021/jo00396a035

Purification Methods

It forms yellow crystals on recrystallisation from tetrahydrofuran or by sublimation at 10-3torr (bath temperature 70-80o). It is hydrolysed by H2O and should be stored dry. [Staab & Walther Justus Liebigs Ann Chem 657 98 1962; Pullukat et al. Tetrahedron Lett 1953 1967, Hanessian et al. Can J Chem 65 1859 1987, Rajanbabu et al. J Am Chem Soc 111 1759 1989.] Thiochrome {2,7-dimethyl-5H -thiachromine-8-ethanol; 3,8-dimethyl-2-hydroxyethyl-5H -

1,1'-Thiocarbonyldiimidazole Preparation Products And Raw materials

Raw materials

Preparation Products

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1,1'-Thiocarbonyldiimidazole Suppliers

Americas 1 Belgium 2 Canada 4 China 356 China Hong Kong 1 Europe 4 Germany 6 India 24 Japan 7 Poland 1 Slovakia 1 South Korea 2 Switzerland 2 Ukraine 2 United Kingdom 19 United States 39 Global 471
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23680
Advantage
75
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View Lastest Price from 1,1'-Thiocarbonyldiimidazole manufacturers

Hebei Duling International Trade Co. LTD
Product
1,1'-Thiocarbonyldiimidazole 6160-65-2
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2022-10-10
Shaanxi Dideu Medichem Co. Ltd
Product
1,1'-Thiocarbonyldiimidazole 6160-65-2
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06
Hebei Guanlang Biotechnology Co., Ltd.
Product
1,1'-Thiocarbonyldiimidazole 6160-65-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-03-15

6160-65-2, 1,1'-ThiocarbonyldiimidazoleRelated Search:

1,1'-Carbonyldiimidazole Imidazole Fenbendazole Albendazole N,O-Bis(trimethylsilyl)acetamide N,N'-Dibenzyl ethylenediamine diacetate N,N'-Diisopropylcarbodiimide N,N-Dimethyl-p-toluidine N,N'-Disuccinimidyl carbonate 1,1,2-TRICHLORO-2,3,3-TRIFLUOROCYCLOBUTANE Nickel carbonyl powder Sodium thiosulfate pentahydrate Adapalene Methimazole 1-Methylimidazole 1,1'-Thiocarbonyldiimidazole

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