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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
Molecular Weight:
178.21
MDL Number:
MFCD00005289
MOL File:
6160-65-2.mol
MSDS File:
SDS
Last updated:2023-12-08 08:51:25

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
9-21
Hazard Note  Irritant/Keep Cold/Moisture Sensitive
HS Code  29332900
NFPA 704
1
2 1

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

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 -

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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 2023-09-06 1,1'-Thiocarbonyldiimidazole
6160-65-2
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Thiocarbonyldiimidazole pictures 2023-03-06 Thiocarbonyldiimidazole
6160-65-2
US $2.00 / Kg/Bag 10g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
1,1'-Thiocarbonyldiimidazole pictures 2022-10-11 1,1'-Thiocarbonyldiimidazole
6160-65-2
US $1.00 / kg 1kg 99% 5000 Ton Hebei Duling International Trade Co. LTD
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 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