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1,1'-Thiocarbonyldiimidazole

1,1'-Thiocarbonyldiimidazole Structure
1,1'-Thiocarbonyldiimidazole structure
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
Molecular Weight:
178.21
MDL Number:
MFCD00005289
MOL File:
6160-65-2.mol
MSDS File:
SDS
Last updated:2024-11-04 13:44:46
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1,1'-Thiocarbonyldiimidazole Properties

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)
FDA UNII H8A75XB5AY

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
NFPA 704
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1,1'-Thiocarbonyldiimidazole price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 156051 1,1′-Thiocarbonyldiimidazole technical grade, 90% 6160-65-2 5g $58.3 2024-03-01 Buy
Sigma-Aldrich 156051 1,1′-Thiocarbonyldiimidazole technical grade, 90% 6160-65-2 10g $110 2024-03-01 Buy
TCI Chemical C1376 1,1'-Thiocarbonyldiimidazole >95.0%(GC)(T) 6160-65-2 5g $146 2024-03-01 Buy
TCI Chemical C1376 1,1'-Thiocarbonyldiimidazole >95.0%(GC)(T) 6160-65-2 25g $508 2024-03-01 Buy
Alfa Aesar B22008 1,1'-Thiocarbonyldiimidazole, tech 90% 6160-65-2 10g $105 2024-03-01 Buy
Product number Packaging Price Buy
156051 5g $58.3 Buy
156051 10g $110 Buy
C1376 5g $146 Buy
C1376 25g $508 Buy
B22008 10g $105 Buy

1,1'-Thiocarbonyldiimidazole Chemical Properties,Uses,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

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.

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.

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

1-Methyl-2-imidazolidinethione 3-PHENYLPROPYL ISOTHIOCYANATE (S)-4-PHENYL-1,3-OXAZOLIDINE-2-THIONE bis(benzylsulfanyl)methanethione 4-Isothiocyanatobenzene-1-sulfonamide
4,4-DIMETHYL-2-OXAZOLIDINONE Di-o-tolythiourea 3-CHLOROPHENYL ISOTHIOCYANATE 4-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE NAPHTHALENE, 1-CYCLOPROPYL-4-ISOTHIOCYANATO-
3-CHLORO-4-FLUOROPHENYL ISOTHIOCYANATE 1,2,4-Triazolo[4,3-b]pyridazine-6-carboxylic acid, 2,3-dihydro-3-thioxo-, methyl ester N-(1H-INDAZOL-6-YL)THIOUREA 1H-Imidazole-1-carbothioic acid, O-propyl ester Benzene, 1-fluoro-4-(2-isothiocyanatoethyl)-
Dimorpholino thioketone

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1,1'-Thiocarbonyldiimidazole Suppliers

Global( 481)Suppliers
Supplier Tel Email Country ProdList Advantage
CD Chemical Group Limited
+8615986615575 info@codchem.com China 20342 58
CHANGZHOU HARVECHEM LTD
+86-0519-88784888 +8613906120163 inquiry@harvechem.com China 265 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5892 58
Hebei Weibang Biotechnology Co., Ltd 		+8617732866630 bess@weibangbio.com China 18153 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29791 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 18774 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd. 		+8615858145714 FandaChem@Gmail.com China 9206 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Zjartschem 		+86-571 87238903 jocelynpan@zjarts.com CHINA 988 58
Supplier Advantage
CD Chemical Group Limited
58
CHANGZHOU HARVECHEM LTD
58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Hebei Weibang Biotechnology Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
Zjartschem 		58

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View Lastest Price from 1,1'-Thiocarbonyldiimidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,1'-Thiocarbonyldiimidazole pictures 2024-11-05 1,1'-Thiocarbonyldiimidazole
6160-65-2
 US $0.00-0.00 / KG 5mg 99%HPLC 2000tons Shaanxi Dideu Medichem Co. Ltd
1,1'-Thiocarbonyldiimidazole pictures 2024-11-04 1,1'-Thiocarbonyldiimidazole
6160-65-2
 US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Thiocarbonyldiimidazole pictures 2024-10-11 Thiocarbonyldiimidazole
6160-65-2
 US $2.00 / kg 10kg 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD

1,1'-Thiocarbonyldiimidazole Spectrum

1,1'-Thiocarbonyldiimidazole(6160-65-2)MS1,1'-Thiocarbonyldiimidazole(6160-65-2)1HNMR1,1'-Thiocarbonyldiimidazole(6160-65-2)13CNMR1,1'-Thiocarbonyldiimidazole(6160-65-2)IR11,1'-Thiocarbonyldiimidazole(6160-65-2)IR21,1'-Thiocarbonyldiimidazole(6160-65-2)Raman

6160-65-2(1,1'-Thiocarbonyldiimidazole)Related Search:

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Nickel carbonyl powder Sodium thiosulfate pentahydrate Adapalene Methimazole 1-Methylimidazole
1,1'-Thiocarbonyldiimidazole

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N,N'-THIOCARBONYLDIIMIDAZOLE 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% 1,1'-Thiocarbonyldiimidazole, technical, 90% 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% 1,1'-THIOCARBONYL diimidazoL 1,1'-Thiocarbonyldiimidazole > Methanethione, di-1H-imidazol-1-yl- 1,1'-Thicarbonyldiimidazole TIANFU-CHEM 6160-65-2 1,1'-Thiocarbonyldiimidazole TCDI 1,1-THIOCARBONYLDIIMIDAZOLE Thiocarbonyl diimidazole Di(1H-imidazol-1-yl)methanethione bis(1H-imidazol-2-yl)methanethione 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