5-(Ethylthio)-1H-tetrazole
Synonym(s):ETT;OCTN1;SLC22A4;UT2H;5-(Ethylthio)-1H-tetrazole
- CAS NO.:89797-68-2
- Empirical Formula: C3H6N4S
- Molecular Weight: 130.17
- MDL number: MFCD00068733
- EINECS: 000-000-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is 5-(Ethylthio)-1H-tetrazole?
Chemical properties
White crystals
What are the applications of 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.
Properties of 5-(Ethylthio)-1H-tetrazole
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 |
CAS DataBase Reference | 89797-68-2(CAS DataBase Reference) |
Safety information for 5-(Ethylthio)-1H-tetrazole
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H225:Flammable liquids H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 5-(Ethylthio)-1H-tetrazole
InChIKey | GONFBOIJNUKKST-UHFFFAOYSA-N |
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