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

biological source

rabbit

InChI

InChI=1S/C3H6N4S/c1-2-8-3-4-6-7-5-3/h2H2,1H3,(H,4,5,6,7)

InChIKey

GONFBOIJNUKKST-UHFFFAOYSA-N

SMILES

N1=C(SCC)N=NN1

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

Storage Class

4.1A - Other explosive hazardous materials

Hazard Classifications

Eye Dam. 1
Skin Corr. 1B
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

5-(Ethylthio)-1H-tetrazole Usage And Synthesis

Chemical Properties

White crystals

Uses

• Solid-Phase Synthesis of Symmetrical Dinucleoside Phosphodiesters: Explores the efficiency of 5-(Ethylthio)-1H-tetrazole in the solid-phase synthesis of dinucleoside phosphodiesters, underlining its significance in the streamlined production of biologically relevant molecules (Ahmadibeni et al., 2007).
• Synthesis, Deprotection, Analysis, and Purification of RNA and Ribozymes: Utilizes 5-(Ethylthio)-1H-tetrazole in the synthesis and processing of RNA and ribozymes, highlighting its critical role in molecular biology and genetic engineering research (Wincott et al., 1995).

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.

Application

5-(Ethylthio)-1H-tetrazole is used a powerful activator in DNA and RNA syntheses.

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.

5-(Ethylthio)-1H-tetrazole(89797-68-2)Related Product Information

• 2,3,5-Triphenyltetrazolium chloride
• 5-Methyl-1H-tertazole
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• 1H-Tetrazole-1-acetic acid
• Tetrazole
• Nitroblue Tetrazolium Chloride (NBT)
• ACTIVATOR REAGENT
• ACTIVATOR REAGENT
• LIPASE-PS ACTIVATOR REAGENT
• 5-(Ethylthio)-1H-tetrazole