5-(Ethylthio)-1H-tetrazole
5-(Ethylthio)-1H-tetrazole Basic information
- Product Name:
- 5-(Ethylthio)-1H-tetrazole
- Synonyms:
-
- ACTIVATOR REAGENT
- ACTIVATOR
- 5-(S-ETHYLMERCAPTO)-TETRAZOLE
- 5-(ETHYLTHIO)TETRAZOLE
- 5-ETHYLSULFANYL-1H-TETRAZOLE
- ETT
- 5-(Ethylthio)-1H-tetrazole solution, 0.25M in acetonitrile
- 5-ETHYLTHIO-1H-TETRAZOLE 99%
- CAS:
- 89797-68-2
- MF:
- C3H6N4S
- MW:
- 130.17
- EINECS:
- 000-000-0
- Product Categories:
-
- API intermediates
- THIOL
- Chemistry
- Building Blocks
- Heterocyclic Building Blocks
- Tetrazoles
- Other Reagents
- Mol File:
- 89797-68-2.mol
5-(Ethylthio)-1H-tetrazole Chemical Properties
- Melting point:
- 72-80 °C(lit.)
- Boiling point:
- 81-82 °C
- Density
- 0.786 g/mL at 25 °C
- Flash point:
- 42 °F
- storage temp.
- 2-8°C
- solubility
- soluble, clear, colorless
- form
- buffered aqueous solution
- pka
- 3.89±0.10(Predicted)
- color
- solid white
- InChIKey
- GONFBOIJNUKKST-UHFFFAOYSA-N
- CAS DataBase Reference
- 89797-68-2(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi,Xn,F
- Risk Statements
- 36/37/38-44-36-20/21/22-11-5
- Safety Statements
- 26-35-36/37-16-36
- RIDADR
- UN 1648 3/PG 2
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- 4.1
- PackingGroup
- III
- HS Code
- 29299000
MSDS
- Language:English Provider:SigmaAldrich
5-(Ethylthio)-1H-tetrazole Usage And Synthesis
Chemical Properties
White crystals
Application
5-(Ethylthio)-1H-tetrazole is used a powerful activator in DNA and RNA syntheses.
Preparation
5-(Ethylthio)-1H-Tetrazole is prepared from the corresponding alkyl thiocyanate and sodium azide through a [2?+?3] cycloaddition under phase transfer catalytic conditions (eq 1). The ratio of the solvent (water to toluene) as well as the reaction temperature are important factors in obtaining preparative yields of the alkylthiotetrazoles. 5-Ethylthio-1H-tetrazole has also been prepared using DMF as solvent albeit in much lower yield.
General Description
5-(Ethylthio)-1H-tetrazole (ETT) is an efficient activator, that activates nucleoside phosphoramidites towards condensation with a nucleoside to form dinucleoside phosphates during oligonucleotide synthesis.
Purification Methods
recrystallized from toluene.
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