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Sigma-Aldrich

5-(Benzylthio)-1H-tetrazole

≥99.0% (HPLC)

Synonym(s):

5-Benzylmercapto-1,2,3,4-tetrazole, 5-Benzylmercaptotetrazole, 5-Benzylthio-1H-tetrazole, 5-[(Phenylmethyl)thio]-2H-tetrazole

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About This Item

Empirical Formula (Hill Notation):
C8H8N4S
CAS Number:
21871-47-6
Molecular Weight:
192.24
MDL number:
MFCD00068731
UNSPSC Code:
12352100
PubChem Substance ID:
57652580
NACRES:
NA.22

Quality Level

100

Assay

≥99.0% (HPLC)

form

crystals

mp

135-138 °C (DSC-onset)

SMILES string

C(Sc1nnn[nH]1)c2ccccc2

InChI

1S/C8H8N4S/c1-2-4-7(5-3-1)6-13-8-9-11-12-10-8/h1-5H,6H2,(H,9,10,11,12)

InChI key

GXGKKIPUFAHZIZ-UHFFFAOYSA-N

Related Categories

General description

5-(Benzylthio)-1H-tetrazole (BTT activator) is an organic compound that is used as an activator in the synthesis of oligonucleotides. The activator reacts with the phosphoramidite group to form a highly reactive intermediate. The intermediate then forms an internucleotide bond with the detritylated 5′-hydroxyl group of the growing oligonucleotide chain.

Other Notes

Activator for DNA synthesis; superior alternative to tetrazole

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S. Pitsch et al.
Helvetica Chimica Acta, 84, 3773-3773 (2001)

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