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

Description

1,1'-Thiocarbonyldiimidazole (TCDI) is an imidazole compound that can be prepared by reacting thiophosphoryl chloride with two corresponding imidazoles. Its structure has two imidazole rings, and the imidazole groups can be rapidly displaced, making it a safer alternative to thiophosphoryl chloride. TCDI is used as an organic synthesis or chemical reaction reagent for the synthesis of thiosemicarbazones and thioamides. It is also used in the Corey-Winter olefin synthesis and in the Barton-McCombie deoxygenation reaction. In addition, it is the sulfur analogue of the peptide addition reagent carbodiimidazole (CDI), which is used to couple peptides.

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 5 China 364 China Hong Kong 1 Europe 4 Germany 6 India 25 Japan 7 Poland 1 Slovakia 1 South Korea 2 Switzerland 2 Ukraine 2 United Kingdom 19 United States 39 Global 481

Nanjing Gold Pharmaceutical Technology Co. Ltd.

Tel: 028-025-84209270 15380463325
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Shanghai Witofly Chemical Co. ,Ltd.

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Shanghai Famo Bio-chemical Technology Company Ltd.

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Anhui Shuoyuan Pharmaceutical Technology R&D Co.,Ltd

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Shanghai NAIFU Biotechnology Co., Ltd

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Email: sales@naifuchem.com
Country: China
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View Lastest Price from 1,1'-Thiocarbonyldiimidazole manufacturers

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 Weibang 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: 2024-11-04

Hebei Chuanghai Biotechnology Co,.LTD

Product: Thiocarbonyldiimidazole 6160-65-2
Price: US $2.00/kg
Min. Order: 10kg
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-08-20

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

N,N'-THIOCARBONYLDIIMIDAZOLE

TCDI

1,1'-thiocarbonylbis(imidazole)

1,1'-THIOCARBONYLDIIMIDAZOLE

1-(1H-IMidazol-1-ylcarbothioyl)-1H-iMidazole

DiiMidaz

1,1'-CARBONOTHIOYLBIS-1H-IMIDAZOLE

N, N - sulfur carbonyl iMidazole

1,1'-Thiocarbonyldiimidazole >=95.0% (S)

1,1'-Thiocarbonyldiimidazole technical grade, 90%

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1,1'-THIOCARBONYL

1,1-THIOCARBONYLDIIMIDAZOLE

Thiocarbonyl diimidazole

1,1'-THIOCARBONYLDIIMIDAZOLE, TECH., 90%

N,N'-THIOCARBONYLDIIMIDAZOLE(TCDI)

1,1,-ThiocarbonyldiimidazoleTech90%

1,1'-Thiocarbonyldiimidazole,95%

1H-Imidazole, 1,1-carbonothioylbis-

N,N’-Thiocarboryldiimidazole

1,1''-THIOCARBONYLDIIMIDAZOLE (TCDI)

Bis(1H-imidazole-1-yl) thioketone

Bis(1-imidazolyl) thioketone

Di(imidazol-1-yl)methanethione

Thiocarbonylbisimidazole

1,1'-Thiocarbonyldiimidazole,90%,tech.

1.1'-Thiocarbonyldiimidazole 100mg [6160-65-2]

1,1'-Thiocarbonyldiimidazole, tech 90%

1,1'-Thiocarbonyldii

N'-ThiocarbonyldiiMidazole(TCDI)

1,1'-Thiocarbonyldi(1H-imidazole) 90%

Di(1H-imidazol-1-yl)methanethione

bis(1H-imidazol-2-yl)methanethione

diimidazoL

1,1'-Thiocarbonyldiimidazole &gt

Methanethione, di-1H-imidazol-1-yl-

1,1'-Thicarbonyldiimidazole

TIANFU-CHEM 6160-65-2 1,1'-Thiocarbonyldiimidazole

THEOCARBONYL DIIMIDAZOLE

1,1'-Thiocarbonyldiimidazole

N,N'-Thiocarbonyldiimidazole

6160-65-2

228-183-4

Building Blocks

Carbonyldiimidazole Derivatives

Synthetic Reagents

Imidazoles

Coupling

Heterocyclic Building Blocks

Carbonyldiimidazole Derivatives

Coupling

Synthetic Reagents

Carbonyldiimidazole DerivativesBuilding Blocks

Heterocyclic Building Blocks

Imidazoles