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493805

Sigma-Aldrich

5-(Ethylthio)-1H-tetrazole

95%

Synonym(s):

5-(Ethylthio)-2H-tetrazole, 5-Ethylsulfanyl-2H-tetrazole

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About This Item

Empirical Formula (Hill Notation):
C3H6N4S
CAS Number:
89797-68-2
Molecular Weight:
130.17
MDL number:
MFCD00068733
UNSPSC Code:
12352100
PubChem Substance ID:
24872861
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

95%

mp

84-90 °C (lit.)

functional group

thioether

storage temp.

2-8°C

SMILES string

CCSc1nnn[nH]1

InChI

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

InChI key

GONFBOIJNUKKST-UHFFFAOYSA-N

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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.[1][2][3]

Application

  • 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).

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH044

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7715
MKCT6803
MKCQ7697
MKCR5082
MKCP3900

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Benzimidazolium Triflate as an Efficient Promoter for Nucleotide Synthesis via the Phosphoramidite Method.
Yoshihiro Hayakawa et al.
The Journal of organic chemistry, 61(23), 7996-7997 (1996-11-15)
An efficient method for the isolation and purification of oligoribonucleotides.
Sproat B, et al.
Nucleosides, nucleotides & nucleic acids, 14(1-2), 255-273 (1995)
Gregor S Cremosnik et al.
Angewandte Chemie (International ed. in English), 53(1), 286-289 (2013-11-14)
P-Amidites can be used in iterative couplings to selectively give mixed P(III) -P(V) anhydrides. These intermediates can be oxidized followed by a rapid removal of the two terminal fluorenylmethyl groups. An iterative synthesis (coupling, oxidation, deprotection) of nucleoside oligophosphates can

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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