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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 156051
- Product name
- 1,1′-Thiocarbonyldiimidazole
- Purity
- technical grade, 90%
- Packaging
- 5g
- Price
- $58.3
- Updated
- 2024/03/01
- Product number
- 156051
- Product name
- 1,1′-Thiocarbonyldiimidazole
- Purity
- technical grade, 90%
- Packaging
- 10g
- Price
- $110
- Updated
- 2024/03/01
- Product number
- C1376
- Product name
- 1,1'-Thiocarbonyldiimidazole
- Purity
- >95.0%(GC)(T)
- Packaging
- 5g
- Price
- $146
- Updated
- 2024/03/01
- Product number
- C1376
- Product name
- 1,1'-Thiocarbonyldiimidazole
- Purity
- >95.0%(GC)(T)
- Packaging
- 25g
- Price
- $508
- Updated
- 2024/03/01
- Product number
- B22008
- Product name
- 1,1'-Thiocarbonyldiimidazole, tech 90%
- Packaging
- 10g
- Price
- $105
- Updated
- 2024/03/01
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
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View Lastest Price from 1,1'-Thiocarbonyldiimidazole manufacturers
- 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
- 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
- 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